boston trip report

The Perfect 3 Days in Boston Itinerary (2024 Update)

• Last Updated: February 4, 2024

Planning a trip to Beantown and wondering what to do? Keep reading for an incredible 3 days in Boston itinerary!

Few cities are as important in the history of the United States as Boston. In fact, the capital of Massachusetts is known as the “Cradle of Liberty” for its role in the American Revolution.

Those interested in the early history of the USA will absolutely love visiting Boston. And you can cover some solid ground over a long weekend in the city.

In addition to all the historical sights, Boston boasts several world-class museums and some of the best universities in the world.

It’s also a top-notch sports city, with some of the most successful teams of all time like the Boston Red Sox, Boston Celtics and New England Patriots.

If you’re ready to plan a perfect vacation in Boston, read on for a solid gameplan for visiting this historic American city.

My epic itinerary will take you to:

READ MORE: Check out our brand new, complete guide on the best things to do in Boston !

Table of Contents

When to Visit Boston

Getting around boston, boston citypass, freedom trail, faneuil hall, finish the freedom trail, back to the park, newbury street, skywalk observatory, explore the waterfront, choose your own adventure, christopher columbus waterfront park, new england aquarium, take a unique tour, hit a museum, visit a brewery, catch a game, museum of your choice, back bay fens, fenway park, jfk national historic site, best hostel in boston – hi boston, best mid-range hotel – newbury guest house, best luxury hotel – boston waterfront hotel, how to spend a perfect 3 days in boston, travel tips for visiting boston.

The first step in crafting a 3-day Boston itinerary is figuring out when to visit. Winters here can be brutally cold and unforgiving, which is not exactly ideal for exploring a city.

Of course, the warmer weather of the summer months also brings hordes of tourists and their selfie-sticks. For a nice happy medium, you may want to consider visiting Boston in late spring or early fall.

Whenever you visit Beantown, there’s sure to be a lot going on. In a city with so many major sports teams, art museums, and a lively music scene, you have tons of options for entertainment.

I don’t know about you, but I always check the calendar of events in a city before travelling there. If you’ve only got a few days in Boston, you might want to check and see if there are any games, concerts, or performances you’d like to attend.

Wherever you decide to lay your head during yours Boston itinerary, getting around the city is a breeze. Boston is a very walkable city and it also has excellent public transportation.

You can get most places in Boston on the metro, which is known as “the T” here. There are also local buses and ferries, as well as a commuter rail.

For visitors, your best bet is buying a CharlieTicket 1-day or 7-day pass. The 1-day costs $12.75 and the 7-day runs $22.50, so it’s actually a good deal even though you’re only spending a short time in the city.

Head here to read more about the various options for getting around Boston.

Read Next: Don’t forget to plan to enjoy some of the best Boston day trips !

Finally, the one thing I seriously recommend is investing in a Boston CityPASS , which is basically a card that gives you discounts at many of the main attractions in the city.

You buy the pass for $64, and it gives you entrance into the following Boston attractions:

• New England Aquarium,
• Boston Museum of Science
• Boston Harbor Cruise or
• Harvard Museum of Natural History
• Franklin Park Zoo

If you bought all of these separately, it’d cost $120.65, so you save 45% by buying the Boston CityPASS.

Now that you know a bit more about the city, let’s get this show on the road and take a look at what to do in Boston in 3 days.

Day 1 – Morning

If you want to start your day like a true Bostonian, grab a coffee and a donut from Dunkin’ Donuts and get a move on!

With a nice sugar high and a caffeine buzz, you’re primed and ready to kick off this itinerary.

When it comes to the best things to do in Boston, walking the Freedom Trail definitely tops the list.

This is a 4km-long path through downtown that takes you to 16 different historical sites, many of which played a role in the American Revolution. Follow the footsteps of the founding fathers as you take a walk through American history on the trail.

The best place to start out is Boston Common, which is actually the oldest public park in the country.

You’ll have to save chilling in the park for later, though, as we’ve got a busy Boston itinerary to get to!

Heading north out of the park, you’ll visit several important historical landmarks on the North End.

There’s the Massachusetts State House, King’s Chapel Burial Ground, the Old South Meeting House, and Old State House, among others.

The latter is the site of the Boston Massacre, which served as a catalyst for the Revolutionary War.

Following the Freedom Trail through the North End on your own is quite easy, as it’s well-marked and there are plenty of informative signs along the way.

You don’t have to join a guided tour. If you’re on a budget, you can just make your own tour.

Click here to download the official brochure of the Freedom Trail and then head here to check out an interactive map.

Those who prefer listening to reading can drop down a cool $15 to download a 2-hour audio tour . Just download the app and purchase the tour and you’re ready to rock.

Finally, you can sign up for an official tour and have a knowledgable local guide lead you around town.

READ NEXT: Looking for more history? Be sure to check out our list of the best things to see and do in Philadelphia !

Day 1 – Afternoon

How long you spend on the Freedom Trail is entirely up to you. Most of the sites are free to visit, but a few of them charge an entrance fee (Old State House, Old South Meeting House, and Paul Revere House).

Some people like to linger and read all the information, while others prefer to breeze through and snap a photo or two. Personally, we spent about three hours visiting a bulk of the sites along the way.

After taking in so much history in so little time, you’re probably ready to chill and grab some food. Thankfully there’s a spot on the trail that makes for the perfect lunch break.

READ MORE: Check out our other epic city guide on how to spend 3 days in New York !

With only a few days in Boston, you’ll definitely want to try as much local food as possible. Hopefully, you’re nice and hungry by this point in the day, because there are lots of options at Faneuil Hall on the edge of North End.

This is one of the most historic sites in all of Boston, as it’s where the Sons of Liberty gathered to discuss independence from Great Britain. It’s been an important meeting place and market ever since it was built in 1742.

To learn more about the importance of Faneuil Hall, you can join a free talk in the historic Great Hall. These begin every half an hour between 9:30 and 4:30.

Oh yeah, back to the food! Sorry folks – there’s just so much to cover with only so much time! Inside the hall, you’ll see lots of excellent options in Quincy Market.

When in Boston, one must eat a bowl of chowdah . For those unfamiliar with the Boston accent, I’m talking about clam chowder – a creamy seafood soup that’s a local favorite.

Or splurge and get a classic New England lobster roll!

If you want to be a mega-tourist, add a stop at Cheers. This bar is a replica of the one from the famous TV show and while a bit cheesy, is a fun place to grab a drink.

Before you go, be sure to check out the amazing street performers outside of the hall. From magicians to jugglers to clowns to mimes, there are some incredibly talented people here.

If you’re feeling the history vibe, then you can keep on cruising along the Freedom Trail and cross over the Charles River.

You could easily spend the rest of your afternoon crossing the remaining sites off your list, among them Paul Revere’s House and the USS Constitution.

Both charge an entrance fee ($5 and $10 respectively) so you may want to take that into consideration.

Should you feel a bit tired of reading plaques and looking at statues, just head back to where the day started and spend some more time exploring Boston Common.

Take a walk through the park and cross Charles Street, and you’ll find yourself in the Boston Public Garden. Cruising around the pond on a swan boat in Boston Public Garden is definitely among the top things to do in any Boston itinerary.

Near Boston Public Gardens and Boston Common is Beacon Hill , another gem of the city. Beacon Hill is one of the most beautiful Boston neighborhoods, so if you have time time it’s worth strolling around.

Beacon Hill is a residential area full of picturesque brick buildings, old fashioned apartments, and lots of greenery. Beacon Hill is always charming, but it is especially scenic if you visit in winter when there is snow falling everywhere.

Read Next: Looking for more history on the east coast? Check out our awesome 3 days in Philadelphia itinerary !

Day 1 – Evening

After a very busy start to your Boston itinerary, it’s time to enjoy a bit of leisure time to wrap up day one. And I know just the place to do that!

Once you’re satisfied with your time in the garden, head out to nearby Newbury Street. This popular commercial area is famous for its well-preserved brownstones that house a wide variety of businesses.

Unless you’re looking to drain your wallet, move quickly along the street. You see, the higher end of the street is full of luxury brands, earning it a reputation as one of the most expensive streets in the US.

As you get to the lower numbers, you’ll find some more budget-friendly options. Take your pick from the countless cafes, shops, and bars here before our last stop.

To wind down day one, head to the nearby Skywalk Observatory for the best panoramic views of Boston.

The observatory is located atop the Prudential Centre and it’s the only sky-high vantage point in the city. Try to time your visit around sunset for an absolutely epic view!

Tickets are a bit pricey at $21 for adults, but it’s worth it on a clear day. You can even see into the neighbouring state of New Hampshire on a nice day here.

In addition to the observatory, your ticket also includes admission to the Dreams of Freedom Museum. This museum celebrates the diversity of Boston and the importance of immigrants in shaping the city.

If you’re looking for a nightcap, there are plenty of bars in the area. Otherwise, head home and get some rest to gear up for the remainder of your time in Boston.

Day 2 – Morning

Rise and shine, because we’ve got another big day in Boston! Grab some brekky and coffee, lace up your walking shoes, and let’s go!

Thanks to its location, Boston has a beautiful waterfront with plenty to see and do, particularly on the North End. This makes for the perfect place to spend a relaxing morning in Beantown.

The thing about the Waterfront is that there’s just so much going on here that there’s no way to pack it all into your Boston itinerary. That’s why it’s time to…

While I’m here to help you explore Boston in 3 days, I’m not giving you a concrete Boston itinerary. Travel is all about going with the flow, after all. That’s why it’s time to choose your own adventure at this point in the tour!

Here are just a few of the many things you can do along the Waterfront:

This beautiful green space offers some fantastic views of Boston Harbor on the North End. On a nice day in Boston, there are few places better to be than this!

In addition to enjoying the views, you can also take a walk in the rose garden or head across the street for a ride on the Greenway Carousel.

Another option while you’re over here is the New England Aquarium. It’s a very impressive aquarium, highlighted by their Giant Ocean Tank. This is home to the aquarium’s most famous resident – Myrtle the Sea Turtle.

You can also catch a show at the IMAX theatre or join a whale watching tour here. These tours run between April and November and make for an unforgettable experience.

Click here to buy an entry ticket to the New England Aquarium. Unless you already have a Boston CityPASS, in which case the ticket is included!

HOT TIP: The New England Aquarium is included with your Boston CityPASS!

In the Waterfront area, you have plenty of options for a unique guided tour of Boston. Take your pick between an Old Town Trolley Tour , a Boston Harbor Cruise, or a Duck Tour.

If you’re wondering about that last one, I’m not talking about exploring Boston with a flock of birds.

A “duck” is a special amphibious vehicle that brings you on a tour of Boston before splashing down into the Charles River.

A Duck Tour is a super family friendly way to explore Boston by road and by water.

Alternatively, you can book a Boston Harbor cruise . Boat cruises are always fun, and there is a wide variety of boat tours in Boston to choose from.

Choose between a historical sightseeing cruise , a Boston Harbor Cruise with buffet lunch , or a sunset yacht cruise.

You can also tour Harvard University , one of the country’s most famous schools. The grounds are beautiful and lots of cool history happened at Harvard University, so it’s worth checking out.

Day 2 – Afternoon

Whatever you decide to do on the Waterfront, make sure to include a quick stroll along the scenic Rose Kennedy Greenway.

This is one of the best places for cafes and restaurants in the area, so go ahead and take your pick for a lunch break.

There are several great museums to choose from in Boston, and a few of them are located right over here.

If you’re ready to dive back into the history lesson we started on day one, head to the Boston Tea Party Museum & Ships. Here you get to go aboard a replica ship and actually re-enact the famous event.

The Boston Tea Party is one of the most well-known events in American history so it’s kind of like meeting a celebrity.

Tickets for the museum cost $40 for adults and you can save a few bucks by booking online . This is a rare museum that’s fun for the whole family, so it’s a great choice if travelling with kids.

Speaking of the kiddos, the Boston Children’s Museum is located right next door. It’s an interactive museum and is super fun, even for big kids! Tickets cost $18 and you can book online .

While Ben Franklin may not have ever actually uttered the words “Beer is proof that God loves us and wants us to be happy,” there’s still a lot of wisdom behind the quote!

It’s been a busy time in Boston so far, so I’d say it’s time for a cheeky brew!

Cruise over to the nearby Seaport District of Boston to find Harpoon Brewery & Beer Hall. They run tours every day and tickets are sold on a first-come, first-serve basis. Check their website for all the details.

If you just want a drink and don’t need a brewery tour to go along with it, another option is the Fort Point location for Trillium Brewing . These guys make some killer beers and have a solid restaurant as well.

While it’s a bit of a hike from the harbor, Samuel Adams is probably the most famous Boston brewery.

They’re located in the Jamaica Plain part of the city and their last tour starts at 5 PM. Check their website to read about all their tour options.

Day 2 – Evening

How you choose to spend your evening totally depends on what time of year you visit, your interests, and your energy level. After all, it’s already been a huge experience in Boston so far!

With so many options and so many variables, you know what that means. It’s time to choose your own adventure.

As a native Detroiter I hate to admit it, but Boston is one of the best cities for sports. Not just in the US, either, but in the entire world.

I mean, they won the Super Bowl AND the World Series in the same year and were just one game away from adding the Stanley Cup. That’s unreal!

If you’re in Boston between October and May, there’s a good chance either the Celtics (NBA) or Bruins (NHL) have a home game at TD Garden.

Even if they’re away, the bars around the arena are lively. I particularly enjoyed the hilariously named “The Greatest Bar.” Yeah, they’re not too humble around here when it comes to sports and drinking!

While the New England Patriots (NFL) are technically a Boston team, they play pretty far outside of the city centre. If you’re willing to make the trek, most home games are on Sunday afternoons between September and January.

If the Red Sox are in town, you should definitely try to score tickets. After all, baseball is America’s pastime! Plus, the Red Sox play at Fenway Park, the oldest ballpark in the country.

Historic Fenway Park has to be on your list of what to see in Boston, even if there’s no game going on.

You can book a 1-hour guided tour of the sports ground here .

Live music lovers will be happy to hear that there are plenty of options for jamming out in Beantown. From a classy night out with the symphony to a wild night of head-banging along to some heavy metal, you can find it here.

To figure out where to go for some tunes in Boston, I recommend checking out this article on the 25 best music venues in the city. I always use Jambase to see what shows are on in a city when I’m travelling there.

Of course, you can always just go out and see where the night takes you. This is a city that likes to party so you’re guaranteed to find something fun. You’ve got to go big at least one night!

Day 3 – Morning

Depending on how your night wound up, it might be a slow start to the final day. Thankfully there’s no shortage of places to get a late and leisurely brunch in this town!

We hit up Zaftigs Delicatessen ( click here for directions) during our Boston itinerary and really enjoyed it. There’s nothing like some eggs benedict and a strong coffee to bring you back to life!

Let’s finish up this itinerary with a bang!

To kick off day three, head to the Fenway-Kenmore part of the city. Here are some of the best museums in town, including the Museum of Fine Arts Boston , which dates back to the 19th century.

You could honestly spend the entire day in here and not even scratch the surface. They have such a vast collection of art from all over the world it’s mind-boggling.

Be sure to have a look at their visitor guide so you can make a gameplan. Tickets cost $25 for adults and you can book online ahead of time to skip the line.

Another one of the best art museums is the nearby Isabella Stewart Gardner Museum . This incredible art museum is located in the former home of its namesake, which was built in the style of a 15-century Venetian palace.

Inside, you’ll see three floors full of art, surrounding a lovely courtyard and garden. This has got to be one of the nicest looking museums out there!

At just $15, the Isabella Stewart Gardner Museum is well worth the price of admission to add this one-of-a-kind museum to your itinerary.

Click here to book tickets online.

Another option is the Institute of Contemporary Art . Located on the waterfront, this stunning museum showcases so much interesting contemporary art and often has performances and exhibitions. Visit the website for more info!

HOT TIP: The Museum of Science is included with your Boston CityPASS!

Whichever museum you choose to visit, be sure to drop by the nearby Back Bay Fens on your way out. This tranquil green space is a part of the larger Emerald Necklace chain of parks throughout Boston and Brookline.

This is the perfect place for a leisurely stroll after a jampacked 3 days in Boston. While you’re here, don’t miss the beautiful Kelleher Rose Garden.

In addition, you can visit one of only two remaining “Victory Gardens” in the US that were planted by citizens to help grow food during World War II.

There’s also a temple bell here that was donated by Japan after the war as a symbol of peace.

Day 3 – Afternoon

After a moment of peace and quiet out in nature, it’s time to finish up your Boston itinerary! Next up, we’re headed to one of the most iconic places in the city – Fenway Park.

Since it’s a major sporting venue, there are tons of places to eat and drink around Fenway. Go ahead and take this opportunity to grab some lunch and take a load off before visiting the ballpark.

Dating back to 1912, Fenway is the oldest ballpark in America. It’s home to the city’s beloved Red Sox, and is a must-see when you visit Boston.

As I mentioned earlier, it’s worth it to visit Fenway even if there isn’t a Boston Red Sox game going on. They run tours of the ballpark from 9-5 during the season, even on game days (tours run 10-5 from November to March).

In an age of excessive corporate sponsorship and tacky theme park-esque ballparks, it’s nice to visit one of the originals. I’m a Tigers fan for life but I’ve got to admit that going to Fenway Park is an incredible experience.

On a tour of Fenway, you’ll get to learn all about the unique features of the ballpark, such as its famous “Green Monster.”

You need to book ahead of time if you want to do a tour, and you can do that here .

If there’s not a game going on at Fenway or you’re just not into baseball, let me present an alternative option.

Not too far up the road is the John F. Kennedy National Historic Site, birthplace and childhood home of the 35th US President.

You can normally tour the grounds, but the National Historic Site is actually closed until 2023 for maintenance and renovations. But when they are ready to reopen, it should definitley have a place on your Boston itinerary. Check their website for more information.

If you’d like to learn more about JFK and his legacy, you can also consider adding a trip to his presidential library and museum to your Boston itinerary.

Day 3 – Evening

Congratulations on making it to the end of a busy stay in Boston! I definitely didn’t go easy on you with this one…

If you actually followed this beast of an itinerary, chances are you’re pretty spent by now. It’s your last night in Beantown, though, so power through and head out for one last night.

With so many options in Boston, it’s time once again to…

We’ve already covered sports and live music here, but there are lots of other great options for entertainment in Boston.

One popular option is an escape room. There are a few near Boston Common, including Trapology and Escape the Room . Find the clues and solve some mind-bending puzzles to make your escape in time!

Perhaps you’d rather wind down your time in Boston with some laughs. The city is home to many excellent comedy clubs, including Improv Asylum.

Check out their website to see what’s playing while you’re in town.

If you’d prefer to just have a nice dinner and a few drinks, the area around the Waterfront is full of great restaurants and bars.

South Boston, locally known as “Southie”, also has great nightlife.

And that about does it for how to spend 3 days in Boston!

Boston Travel Guide

Where to stay in boston.

This isn’t the biggest city, but you still want to give some consideration to where you stay. Downtown is the hub of tourist activity and thus has the biggest selection of accommodation.

If you’re planning on spending a lot of your time in Boston in museums and at the ballpark, the Fenway-Kenmore area is a better choice. Those focused on fine dining and shopping should look to the Back Bay area of the city.

Beacon Hill is centrally located, but it’s quite expensive.

In these areas, you’ll find a wide range of accommodation choices.

Boston is home to budget hostels, mid-range hotels, luxury resorts, and everything in between. Here’s a top choice for each category:

When it comes to hostels, you just can’t beat HI Boston. It’s in a great location, just steps away from Boston Common and the start of the Freedom Trail.

Hosteling International is all over the world and they know what backpackers like! They offer free breakfast as well as free walking tours, a nice TV room to chill in, a pool table, and much more.

HI Boston also has laundry facilities and a nice cafe with free WiFi if you need to get a bit of work done or just post pictures from your awesome 3 days in Boston.

Dorm beds here are comfy and each one has a light and outlet. These range from $40-60 a night depending on the number of beds in the room.

This fantastic hotel is located in one of Boston’s most historic neighbourhoods – Back Bay. Here you can see 19th-century townhouses.

They have four different room types, from their standard room to their luxury bay window king room. All rooms include free WiFi and breakfast.

All guests can enjoy their nice common area, where there is a computer and printer along with free tea, coffee, and cookies. Yummy!

If you’re hoping to catch a game at Fenway, this is an excellent choice as the ballpark is just a mile away. Rooms start at $259 a night here.

If you’re looking to live it up, the Boston Waterfront Hotel on the North End is the place for you. This 5-star hotel is located right on the Rowes Wharf and is known for its “classically current” style.

All of the 232 rooms here are beautifully designed with tremendous attention to detail. These range from their Superior Room all the way up to the unreal John Adams Presidential Suite.

There are several options for wining and dining on-site, including the Meritage Restaurant & Wine Bar and Brewer’s Alley. You can also get room service here 24/7!

As if that weren’t enough, they also have a state-of-the-art gym here with a three-lane pool and a spa. You’re really living the good life if you stay here!

DISCLAIMER: Some of the links in this article are affiliate links, which means if you book accommodation, tours or buy a product, we will receive a small commission at no extra cost to you. These commissions help us keep creating more free travel content to help people plan their holidays and adventures. We only recommend the best accommodations, tours and products that ourselves or our fantastic editorial team have personally experienced, and regularly review these. Thanks for your support, kind friend!

Sasha and Rachel

Hi, We’re Alesha and Jarryd!

We’ve been traveling the world together since 2008, searching for the planet’s best destinations and adventures.

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I would love to visit Boston in the summer! This itinerary looks perfect!

This is an excellent itinerary for anyone planning a short trip to Boston! Your suggestions for must-visit sights and activities are well thought out and cover a good range of interests, from history to food to outdoor exploration.

Thank you so much. We appreciate it 🙂

Great 3 days itinerary!Really useful tips about and informative content about boston.Thanks for sharing.

Thanks so much. Glad the article was helpful. 🙂

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Boston Itinerary: How to Spend Five Days in Boston

One of the most historic cities in the United States , Boston is the city I called home for the first 25 years of my life.

More a collection of towns than a metropolis like New York , Boston is a city steeped in history (it contains a lot of historical firsts for the United States and played a pivotal role in its founding), delicious food, wide-open green spaces, first-rate museums, and warm, welcoming people.

Visiting Boston offers all the benefits of a big metropolis without the intensity and fast pace of New York.

Boston is easy to get around and compact, making it perfect for travelers. The subway will take you wherever you need to go.

So how many days do you need to visit Boston?

Most people visit for three to four days, and I think that’s a perfect amount of time. As someone who’s lived there, I can say that, since Boston is so small, you won’t waste a lot of time “in transit,” so you can pack a lot into your days. Obviously, you can spend longer here (slow travel is the best travel), but for the first-time visitor, three to four days is enough.

Here’s a suggested Boston itinerary that will allow you to see the best of Boston:

Table of Contents

Boston Itinerary: Day 1

Boston itinerary: day 2, boston itinerary: day 3, boston itinerary: day 4, boston itinerary: day 5, other things to see and do in boston.

• Boston Common
• Massachusetts State House
• Park Street Church
• Granary Burying Ground
• King’s Chapel Burying Ground
• Benjamin Franklin statue and the former site of Boston Latin School
• Old Corner Bookstore
• Old South Meeting House
• Old State House
• Site of the Boston Massacre
• Faneuil Hall
• Paul Revere House
• Old North Church
• Copp’s Hill Burying Ground
• USS Constitution
• Bunker Hill Monument

You follow a brick road through the city, and there are signs and historical markers all along the way. Given all the walking that’s involved, I would make this the main activity of the day. You’ll want to take your time and see all the sites thoroughly.

You can also take a guided tour from the visitor’s center. Tours run hourly between 11am and 1pm, with additional tours in the afternoon in the spring and summer. Tickets are $17 USD for adults, $15 USD for students and seniors, and $8 USD for children 6-12 (free for kids under 6).

4 S Market St, +1 617-523-1300, faneuilhallmarketplace.com. Open Monday-Saturday 10am-9pm and Sunday 12pm-6pm.  

Browse for Books Located a stone’s throw away from the Boston Common, Brattle Book Shop is a family-run used bookstore that dates back to 1825. It’s actually one of the oldest surviving bookstores in the country! It’s home to over 250,000 books, maps, postcards, and other odds and ends. In addition to used books, the store is also home to an impressive collection of first editions and antique books.

9 West Street, +1 617-542-0210, brattlebookshop.com. Open Monday-Saturday 9am-5:30pm.

Walk Around the Back Bay This area used to be an actual bay. Before the Europeans arrived, the indigenous population used the tidal bay to catch fish, as the bay drained completely during low tide. When the land was colonized, a dam was built and the tidal bay was eventually filled in, creating the Back Bay area.

The end of the Public Gardens meets Boston’s Back Bay, our version of New York’s SoHo and West Village. This is where Boston’s elite and wealthy live, and nearby Newbury Street is our Madison Avenue, with lots of expensive shopping and high-end eateries. It’s a beautiful space to stroll around, with pretty brownstones and tree-lined streets. You can still see plenty of old Victorian homes in this neighborhood that date back to the 19th century. ( Here’s a list of other neighborhoods worth checking out as well!

You’ll also find the Boston Public Library here. Opened in 1852, it’s one of the largest municipal libraries in the country, home to over 23 million items, with almost 4 million visitors each year.

206 Clarendon St, +1 617-536-0944, trinitychurchboston.org. The church is open for prayer and tours Tuesday-Saturday 10am-5pm and Sundays 12:15pm-4:30pm. Tours are $10 USD for adults, though it is free to enter for worship.

Head up to the Prudential Tower Head back toward Copley to see the Prudential Tower, colloquially known as “The Pru.” You can actually go up to the top and get a bird’s-eye view of Boston. There are 52 floors in the building, which was built in the 1960s. These days, it’s the second tallest building in the city (the John Hancock Tower is first).

800 Boylston St, +1 617-859-0648, prudentialcenter.com. Open daily from 10am-8pm (10pm in the summer). Admission is $34.99 USD for adults, with discount available for students, seniors, and children.

47 David G. Mugar Way, +1 617-626-1250, hatchshell.com. See the website for an up-to-date list of events.

1 Science Park, +1 617-723-2500, mos.org. Open Saturday-Thursday 9am-5pm and Fridays 9am-9pm. Admission is $29 USD for adults, with discounts available for seniors and children.  

1 Central Wharf, +1 617-973-5200, neaq.org. Open Monday-Friday 9am-5pm, weekends 9am-6pm. Admission is $34 USD for adults, with discounts available for kids and seniors.

See the Skinny House When you’re in the North End, visit 44 Hull Street. Known as “the Skinny House” (or the Spite House), this incredibly narrow house has a rather interesting history. Built after the Civil War, it was a passion project of Joseph Euestus, who came home from the war to find that his brother had taken over more than half of the inherited land they were meant to share. Joseph decided to build on the remaining land — which his brother thought was too small to build anything on. Joseph went ahead and built a narrow four-story home on the small slice of land to block his brother’s view.

Visit an Art Gallery or Museum Boston has a lot of great galleries and museums, so depending on your interest, you’ll want to check out some (or all) of the galleries and museums below. It will take more than an afternoon to see them all but you can always spread these visits out over a few days!

• Institute of Contemporary Art : If contemporary art is your cup of tea, this is for you. While it’s not my favorite style of art, I have to admit this place does put on some insightful exhibits. 25 Harbor Shore Drive, +1 617-478-3100, icaboston.org.
• Commonwealth Museum : This museum explores the history of Massachusetts. It’s actually really interesting and entirely underrated (especially if you’re a history nerd like me). 220 Morrissey Blvd, +1 617-727-2816, sec.state.ma.us/arc.
• Harvard Museum of Natural History : This natural history museum has exhibitions showcasing dinosaurs, animals, and minerals (including meteorites). It’s a great choice if you’re traveling with kids, though there is plenty of informative content for adults too! 26 Oxford St +1 617-495-3045, hmnh.harvard.edu.
• Harvard University Art Museums : Harvard actually has three art museums – the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum. They are home to both modern and historical art exhibitions. See what exhibitions are running by checking their website. harvardartmuseums.org
• Museum of Fine Arts : This museum has an impressive collection of over 450,000 pieces of fine art. It also runs all sorts of art classes throughout the year, both multi-week classes as well as single-day workshops. If you’re looking to learn something new or improve your skills, check out the website for more details. 465 Huntington Avenue, +1 617-267-9300, mfa.org.
• Warren Anatomical Museum : Founded in 1847, this macabre museum is filled with Civil War–era medical tools as well as some unique (and perhaps unsettling) medical mysteries. It’s super weird but super neat. A definite must if you’re looking for an off-the-beaten-path museum! 10 Shattuck St, +1 617-432-6196, countway.harvard.edu/center-history-medicine/warren-anatomical-museum.
• Boston Tea Party and Ships Museum : This interactive museum is home to some historic ships that have been authentically restored to show you what life was like at sea during the Boston Tea Party. It also has a really informative documentary about the events that led up to the Tea Party and the American Revolution. Best of all, you can actually throw fake crates of tea into the river yourself to see what it was like! 306 Congress St, +1 617-338-1773, bostonteapartyship.com.
• Paul Revere House : Built in 1680, this is actually the oldest building in the entire city (it’s been renovated but it’s still the original building). The museum is filled with the family’s furniture and artifacts, giving you a sense of what life was like in Boston before the Revolution. 19 N Square, +1 617-523-2338, paulreverehouse.org.
• Museum of Bad Art : The name says it all! This is a museum filled with terrible art. The MOBA has rotating exhibits throughout the year, so there is always something new and terrible to behold. If you feel like a laugh, definitely check out this quirky gallery! 55 Davis Square, +1 781-444-6757, museumofbadart.org.
• Isabella Stewart Gardner Museum This museum is home to an amazing art collection of over 20,000 items, including European, Asian, and American art. Opened in 1903, the museum is made up of a wide-ranging collection of paintings, tapestries, decorative arts, and sculptures. It’s one of the best museums in Boston. Don’t miss it. 25 Evans Way, +1 617-566-1401, gardnermuseum.org.

Harvard University, +1 617-495-1000, harvard.edu/on-campus/visit-harvard/tours.

125 Arborway, +1 617-524-1718, arboretum.harvard.edu. Open daily 7am-7pm. Admission is free.

Take the Sam Adams Brewery Tour After four days of sightseeing, you deserve a beer or five. Luckily, this brewery is located near the Arboretum so it’s easy to visit and a great way to end your day. Sam Adams is a major brewer in Boston, and locals drink it widely and frequently. The brewery offers free tours, starting in mid-afternoon and departing every 45 minutes. You get a few free samples along the way. If you’re under 21, don’t worry. You can still go — you just can’t drink.

30 Germania St, +1 617-368-5080, samueladams.com. Tours are available Monday-Thursday and Saturdays 10am-3pm. On Friday, tours are available between 10am and 5:30pm. Their Sam Signature Experience is 45 min long and costs $10 USD.

4 Yawkey Way, +1 877-733-7699, mlb.com/redsox/ballpark. See the website for an up-to-date schedule.

(The Sox not in season? No worries. We have the Bruins, Celtics, and Patriots. No matter the time of year, you’ll be able to find a game to see!)  

Visit the Children’s Museum If you’re traveling with kids, this is a great place to spend part of your visit. It’s the second oldest children’s museum in the US and has permanent exhibits on health and exercise, construction, space, art, and diversity. It also has a real two-story house from Kyoto, Japan, that teaches kids about life there (it’s actually pretty cool!).

308 Congress Street, +1 617-426-6500, bostonchildrensmuseum.org. Open Wednesday-Sunday 9am-12pm and 1:30pm-4:30pm. On the first Saturday of the month, the museum opens at 10am. Admission is $20 USD for both adults and kids (free for infants under 12 months).

Charlestown Navy Yard, +1 617-426-1812, ussconstitutionmuseum.org. The ship is open Tuesday-Sunday 10am-6pm (with extended hours in the summer); the museum is open 10am-6pm (with extended hours in the summer as well). Admission is free, though the museum has a suggested donation of $10-15 USD.

Visit More Museums – With any extra time, visit more museums! There’s plenty of them to see! Try not to skip the big ones!

725 Commonwealth Avenue, +1 617-353-2630, bu.edu/astronomy/community/open-night-observatory/. Viewings are Wednesday evenings at 7:30pm in the autumn and winter and 8:30pm in the spring and summer. Make sure to get there 10 minutes early as they don’t permit entry once it starts.

See the Mapparium – Located in the Mary Baker Eddy Library, this three-story inverted globe serves as a giant map of the world that you can walk into via a glass bridge. It is constructed of over 600 stained-glass panels and shows the world as it looked in 1935.

200 Massachusetts Avenue, +1 617-450-7000, marybakereddylibrary.org. Open daily 10am-5pm. Admission to the Mapparium is $6 USD for adults, with discounts available for students, children, and seniors.

Head to Castle Island – Castle Island is located in South Boston and is famous for Fort Independence. When the fort was no longer needed for defense, it was actually used as the first state prison. The island covers 22 acres and has excellent beaches, as well as some running trails that are popular with the locals. There’s also an area for picnics and you can visit the old fort for free. The place gets pretty busy on the weekends during the summer, and you can often see school groups exploring the fort during the spring.

Relax at the Lawn on D – This massive green space is new to the city (when I was growing up, there was nothing in this area so you would never go there). There are all sorts of free activities happening year-round, from concerts to festivities and everything in between! There’s public seating, free Wi-Fi, art exhibitions, and a few games, like table tennis and bocce. To see what events are happening during your visit, check the website for details.

420 D St, +1 877-393-3393, signatureboston.com/lawn-on-d. Open Monday-Wednesday & Friday-Saturday from 7am-11pm and Thursday & Sunday from 7am-10:30pm (hours may vary for events). Admission is free.

Hike the Blue Hills – This park is a bit out of the way, but it’s definitely worth a visit if you want to get out and stretch your legs. The 7,000-acre park is home to over 100 miles of trails and offers some picturesque viewpoints. There are also plenty of activities to keep you entertained, such as boating, fishing, skiing, and rock climbing (depending on the season). It can get busy in the summer on the weekends, so just be sure to arrive early.

Tour the Custom House – Built in the 17th century, the Custom House is one of the most recognizable buildings in the city. In 1915, a tower was added to the building, making it the tallest building in the city at the time. The building is owned by Marriott Hotels now, though you can still take a free tour (by appointment) to go up to the observation deck on the 26th floor.

3 McKinley Square, +1 617-310-6300, marriott.com/hotels/travel/bosch-marriott-vacation-club-pulse-at-custom-house-boston. Tours are free though they are by appointment only.

Boston is a great city (and I’m not just saying that because I grew up there). I’ve never encountered a person who hasn’t liked it. This Boston itinerary will give you a good overview of the city at a relaxing pace. You’ll be moving around a lot, though, so make sure you get an unlimited “T” pass (subway/train pass). If you have more time, you can squeeze in some other activities .

But why rush such a beautiful place?

Take it slow. Mix and match the itinerary to suit your needs but this is how I’d structure my days if I was visiting Boston!

Book Your Trip to Boston: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

For the best hostels, check out this post on the best hostels in the city.

If you want to know the best neighborhoods, here’s my guide to all the best areas in town !

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Boston? Be sure to visit our robust destination guide on Boston for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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Home » North America » Boston

BOSTON Itinerary • MUST READ! (2024)

Boston is the capital of, and largest city, in the state of Massachusetts. Boston was founded all the way back in 1633 making it one of the oldest cities in the United States, and it played a very crucial role in the American Revolution. You can learn all about its fascinating and important history during your weekend in Boston.

Planning a trip to Boston has never been this easy! The thriving port city has a myriad of exciting activities to take part in, as well as a multitude of sightseeing attractions.

If you’re up for the hustle and bustle of city living, with the peace and tranquility that comes with staying by the seashore, then a Boston visit is on the cards!

Here’s everything you need to know, to create your very own Boston itinerary!

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Best Time To Visit Boston

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If you’re wondering when to visit Boston , the answer is: there’s no time like the present! But there are certain weather patterns at different times of year that might suit your schedule best.

The most popular time to travel to Boston is between June and October. The weather is warm and there are plenty of outdoor festivals, football games and other exciting entertainment options to take part in!

From November to February Boston gets very cold, but if you can stomach it you’ll have plenty to celebrate! You’ll get the chance to enjoy reduced prices of accommodation, tours, and activities around the city, which is a major plus if you’re on a budget! Just remember to pack warm clothes as you’re sure to need them this time of year.

Between March and May is Boston’s springtime. The weather starts to warm (ever so slightly), but you can still enjoy discounted rates and peace and quiet at the many Boston attractions. If you’re a little wary of the weather, just take a few Boston walking tours as they’re sure to get your heart pumping in no time!

With a Boston City Pass , you can experience the best of Boston at the CHEAPEST prices. Discounts, attractions, tickets, and even public transport are all standards in any good city pass – be sure invest now and save them $$$ when you arrive!

Looking for accommodation can be a tough job, so we’re going to make your life a little easier by telling you about the best place to stay in Boston !

South Boston is a great place to stay, especially if you’re a first time visitor to this wonderful city. The neighborhood hugs the bay and is home to the scenic waterfront! The waterfront is a stretch of land about 1-mile long, where Bostonians walk their dogs or go for romantic strolls in the evening.

In recent years, the neighborhood has experienced an influx of young professionals, so expect the days to be quiet and the evenings to be abuzz with activity and youthful cheer!

Jamaica Plain is a very diverse neighborhood, where everyone who aspires to be different tends to stay. You’ll find hipsters of every variety staying in this old and quaint neighborhood! Jamaica Plain is home to Jamaica pond, which is a large urban park, perfect for those looking to get out of the hotel for a jog or even a leisurely stroll.

Davis Square could be considered one of the most happening neighborhoods in town. The neighborhood is home to a lively mix of students, young professionals, and old-timers who still like to party! You’ll find a multitude of restaurants and cafes, bustling with a community of thriving individuals.

Need to know to where the best hostels in Boston are? Here are our top accommodation picks for your Boston trip itinerary!

Best Hostel in Boston – HI Boston

HI Boston offers an incredible communal setting that leaves you feeling refreshed to start touring Boston every morning! After indulging in a free breakfast at the hostel, be sure to play pool and engage with your fellow travelers. With a great central location, there’s no better hostel to add to your Boston itinerary!

Best Airbnb in Boston – Studio in Prime Location

Spack dab in the heart of Back bay is this astonishing home that offers one of the most comfortable stays in the city. It’s definitely one of the best Airbnbs in Boston . Located on the lively street of Newberry, you have access to the most premier shopping in the city and the award-winning restaurants you’ve only seen on tv. Speaking of food, the kitchen is small but does have everything you need to cook a quick meal, but being in the popping neighborhood, you will most likely be enjoying all the cafes he neighborhood has to offer anyways.

Best Budget Hotel in Boston – YOTEL Boston

This wonderful hotel is located in Boston waterfront and offers a rooftop terrace with panoramic views of the city! Guests can indulge themselves at the on-site restaurant that serves absolutely delectable dishes. Make sure you make use of the on-site fitness center and take a visit to the many nearby Boston attractions!

Best Luxury Hotel in Boston – The Eliot Suite Hotel

This historic hotel is located in Bostons’ iconic Back Bay area. The Eliot Suite Hotel is elegant and offers many perks, such as the on-site sashimi bar! Guests can also enjoy free access to the sports club and business center that provides a constant flow of entertainment for visitors to the hotel.

There are a hell of a lot of things to do in Boston . In order execute your Boston itinerary, you’re going to need to know how to get around!

When traveling through a few neighborhoods, taking the commuter rail is a great option! It travels around the outskirts of the suburbs, giving you access to a few different areas. It’s also a fairly cheap option, and possibly the best way to tour Boston.

Taking the bus is a very common way to get around the city. It’s perfect for intercity travel and is always decently priced. There are also extensive late-night routes for those still out and about in the early hours.

BlueBikes is a bicycle sharing system with over 100 stations and over 1000 bicycles throughout the city. If you’re looking for an easy way to get around while staying active, this may be the way to go. You can purchase a 24-hour card that gives you access to bikes all around the city for a day.

Of course, taking a taxi around the city is always an option, although traffic does tend to be an issue in rush hour, so be careful of the times you choose to take this form of transport. Taxis are also more expensive than other forms of transport, so we wouldn’t recommend it if you’re on a budget.

Boston Public Garden | Boston Pond | Isabella Stewart Gardner Museum | Trinity Church | Little Italy

If you’re only spending one day in Boston, it’s important to hit some of the most popular tourist attractions in Boston . You’ll spend the day strolling through the Boston Gardens and taking a ride in the famous swan boats, before checking out an art museum, Trinity Church and finally exploring Little Italy!

Day 1 / Stop 1 – Stroll Through the Boston Public Garden

• Why it’s awesome: A large garden located in the heart of Boston, which is also the perfect place for a morning stroll.
• Cost: Free!
• Food nearby: The Friendly Toast Restaurant is a local favorite for those looking for early morning breakfast! After a stroll in the gardens you’re sure to have worked up an appetite, so be sure to try their delicious French toast or their incredible gluten-free pancakes!

Boston Public Garden is the oldest public garden in America, giving it a very old-timey feel. A Victorian bridge crosses the pond, and intricate statues are scattered around the lawns.

There is a series of paths that wind their way through the lawns, providing visitors with a wonderful view of the English-style garden. There is a formal garden area that was planted by the city in an attempt to make the garden even more appealing than it already is. The flowers planted blossom throughout the year to create a beautiful show.

The pond that acts as the centerpiece for the public gardens is home to a great number of ducks in the warmer seasons, as well as a few swans. There are even swan boats that have become a very popular tourist attraction in Boston during the summer.

While going for your morning stroll in the public gardens, be sure to look out for the Equestrian statue of George Washington, which is a very interesting piece that seems to have gained popularity over the years.

Day 1 / Stop 2 – Ride on the Pond

• Why it’s awesome: There are many ways to enjoy the pond, depending on what time of year you decide to visit Boston.
• Cost: Adults USD $4 and Children USD $2.50
• Food nearby: Saltie Girl is a highly unique restaurant that has become a favorite amongst the locals. They serve incredibly fresh seafood in a diverse range of dishes, and boy do they do it well! The atmosphere is also lovely.

After strolling around the Boston Public Gardens, you’re sure to be in need of a ride around the pond. Since 1877, there have been boats that sail the pond that are adorned with a swan body at the back of the boat.

If you decide to go for a ride, you’ll hop in the boat and be paddled around the pond by a tour guide who sits comfortably in the swan part of the boat. This can be a very peaceful and fun experience for the whole family!

Unfortunately, the boats are only in operation during the summer months. But that doesn’t mean that in winter you miss out on all the fun. The pond is only 3 feet deep, so it freezes over easily in winter and makes for the perfect ice rink.

Be sure to take a skate on the ice if you do happen to be staying in Boston during the colder months.

Day 1 / Stop 3 – Visit the Isabella Stewart Gardner Museum

• Why it’s awesome: The Isabella Stewart Gardner Museum is a woman’s personal collection of artworks that she and her husband collected throughout their lives.
• Cost: USD $15
• Food nearby: Wahlburgers is a famous burger joint starter by Mark Wahlberg and his brothers. They serve deliciously meaty burgers as well as a multitude of other delectable main courses. Be sure to try their spiked milkshakes if you’d like a creamy treat to get your buzz on!

The Isabella Stewart Gardner Museum is housed in the personal home of Isabella Stewart Gardner and shows off her personal collection of incredible artworks.

In the museum, you’ll find artworks from famed artists such as Botticelli, Titian, Fra Angelico, and John Singer Sargent, as well as many others.

When Isabella passed away in 1924, she instructed in her will that her house should be opened to the public as a museum. Unfortunately, in 1990 there was an art theft at the museum and 13 paintings were stolen. Amongst them were artworks from Rembrandt and Vermeer, as well as 11 others that were never recovered.

There is also a beautiful garden in the center of the museum, which is a lovely place to sit and relax, as well as taking a photo under the luscious vegetation.

Isabella was a Boston Red Sox fan, so anyone wearing Red Sox paraphernalia when visiting the museum gets a discounted entry fee. Discounts will also be given to anyone named Isabella!

Day 1 / Stop 4 – Visit Trinity Church

• Why it’s awesome: The original Trinity Church was built in 1733 but was burnt down in the famous Great Boston Fire. The current version was built shortly afterward to replicate the original.
• Cost: USD $10
• Food nearby: Eataly Boston is a fantastic collection of indoor restaurants that provides you with a wonderful selection of delicious Italian food. With one communal dining area, visitors can all get their meal from a restaurant that suits their preferences whilst still dining together. Expect a selection of wonderful pasta dishes, seafood delights and a wide selection of delicious comfort food.

Trinity Church is the first Romanesque style building to be built in Boston and makes a real statement in its surrounding area. The church is still operational to this day, as people go to worship every Sunday!

For a small entrance fee, you’ll get the opportunity to tour this Boston landmark and see the incredibly intricate architecture that makes this building so great!

The building is built in the shape of a Greek cross, which was truly unique for its time, and it features murals by the famed artist John La Farge. The stained glass windows were done by various different artists but remain a prominent feature of the beautiful church.

Trinity Church consistently ranks in the top 10 for America’s most significant architecture and is a wonderful sightseeing adventure.

If you’re a fan of statues, ornaments, paintings, and intricate architecture, be sure to add this amazing activity to your Boston itinerary.

Day 1 / Stop 5 – Take a Walk Through Little Italy

• Why it’s awesome: Little Italy is the oldest inhabited area in Boston and has the same feel as a quaint cobbled street in Italy.
• Cost: Free to explore!
• Food nearby: La Famiglia Giorgio’s Restaurant is a family-friendly restaurant that serves delectable Roman cuisine in healthy portions! If you’re looking for a wonderful mix of Italian seafood dishes and other hearty meals, then this is the perfect restaurant for you to visit during your time in little Italy. Be sure to add this wonderful restaurant to your Boston itinerary! If you have more time, you could even take a food tour of Little Italy in Boston !

Taking a stroll through the cobbled streets of Little Italy is one of the most amazing Boston points of interest. Many of the buildings in this area were built during the late 1600s and early 1700s, so they’re lots of fun to look at and to explore.

In the early 20th century, the area experienced an influx of Italian immigrants and remains the most popular place for Italians to frequent in the city.

The neighborhood has maintained its Italian character over the years and is now home to a variety of Italian restaurants, bakeries, and vendors.

On the last weekend of August every year, the area hosts The Feast of All Feasts , where you can experience vendors lining the streets selling wonderful smelling and tasting delights. If you’re not in the area during this time, there are still plenty of tasty treats for you in the surrounding restaurants and from vendors in the area.

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These are packing cubes for the globetrotters and compression sacks for the  real adventurers – these babies are a traveller’s best kept secret. They organise yo’ packing and minimise volume too so you can pack MORE.

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Bunker Hill Monument | USS Constitution Museum | Museum of African American History | Greenway Carousel | Boston Common

If you’re spending 2 days in Boston , you’re going to need more activities. You’ll climb a monument, visit two museums, ride a very unique carousel and end the day in Boston Common.

Let’s dig into day 2 of your 2 day itinerary in Boston!

Day 2 / Stop 1 – Climb Bunker Hill Monument

• Why it’s awesome: Bunker Hill was where the first battle between colonial and British forces took place in America.
• Cost: Free to visit!
• Food nearby: Monument Restaurant and Tavern serves delicious and unique brunch meals that will fill the hole in your stomach created by the invigorating climb to the top of Bunker Hill Monument. Enjoy a variety of comfort food options in a cozy setting that allows you to sit back and relax while indulging in your meal.

The Bunker Hill Monument was built in remembrance of the first bloody battle between colonists and the Britsh forces and stands an impressive 67 meters tall. After picking up a free climbing pass at the bass of the monument, you’ll be able to climb right to the top, which provides spectacular views of the beautiful city!

At the base of the monument, you’ll see a metal statue of Colonel William Prescott, who was the leader of the rebel forces. He was the one who gave the famed instructions “Don’t fire until you see the whites of their eyes”.

Although the British won that battle, it was a significant one that proved how much damage the rebels could inflict on them.

Climbing the monument is an activity you simply must add to your Boston itinerary as you’ll get the chance to enjoy panoramic views of the city below. Be sure to take your camera along for this activity as the sight is incredible!

Day 2 /  Stop 2 – Visit the USS Constitution Museum

• Why it’s awesome: The USS Constitution is the oldest commissioned naval vessel in the world that is still afloat.
• Cost: USD $10 – USD $15
• Food nearby: Brewer’s Fork is a cozy and rustic restaurant that serves delicious wood-fired cuisine. The pizzas are fantastic and the other dishes are very comforting! It’s the perfect place to stop off for lunch before heading to the next activity on your Boston itinerary!

The USS Constitution was commissioned by President Washington and set sail to the high seas in 1797. The ship is best known for defeating five British warships in the war of 1812. The ship now sits in the naval yard, and contains a whole host of wartime and maritime memorabilia, and serves the public as a museum.

Visitors are allowed to board the ship and explore the decks as well as take photos onboard.

The wooden-hulled ship is known lovingly by Bostonians as Old Ironside and matches the old-timey feel of Boston city as a whole.

If you care for a stroll around the navy harbor, it’s always an educational experience and is one of the best places to visit in Boston . You can take a guided tour of the harbor, or venture out on your own. Either way, you’ll have a learning experience second to none.

Day 2 / Stop 3 – Explore the Museum of African American History

• Why it’s awesome: The Museum of African American History is an informative museum that gives you the opportunity to learn about slavery and segregation in Boston.
• Food nearby: The Paramount serves American style comfort food in a cafe style diner that has a wonderful atmosphere. Tuck into a pancake stack, fluffy french toast or a juicy burger that will tantalize your taste buds.

The building in which the Museum of African American History is housed was built in 1835 as Abiel Smith School and was the very first public school in Boston for African American children.

It was used for this purpose for twenty years until in 1855, when African American children were integrated into all public schools.

The museum not only shows what the school was like when it was in operation but also what life was like as an African American individual during the 1800’s.

If you’re interested in the history of oppression in the city, then this museum is a must-see on your Boston itinerary.

The museum is part of the Black History Tour that is run in Boston, so if you’re planning on taking the tour, then give this activity a skip on the 2nd day of your Boston itinerary.

Day 2 / Stop 4 – Ride the Greenway Carousel

• Why it’s awesome: The Carousel is located in the Tiffany & Co Foundation Grove and is a fairly new addition to the grove.
• Food nearby: Fogo de Chao Brazilian Steakhouse is an upscale restaurant that serves a wonderful variety of delicious Brazilian cuisine. They specialize in meat dishes but also have a fantastic selection of vegetarian meals. If you haven’t tasted Brazilian cuisine, this is the perfect place to try it for the first time, so be sure to add this tasty experience to your Brazilian itinerary.

The Greenway Carousel is an activity that’s not only for kids but for adults too! The carousel contains a variety of different animals that you can ride, all of which are native to Boston. This makes the experience all the more unique and educational.

You can find lobsters, harbor seals, owls, grasshoppers, bunny rabbits, and eagles, as well as a whole hoard of other animals.

The carousel was designed with adults and children with physical disabilities in mind. So you’ll find it’s very easily accessible and has many features that make it a more inclusive experience.

Unfortunately, the carousel only operates on Fridays and Saturdays, so it’s great for a weekend in Boston , but you can visit on any day just to see what it looks like. Each animal on the carousel is a work of art, and worth going to see whether it’s on or not.

Be sure to take your camera along for this activity.

Day 2 / Stop 5 – Stroll the Boston Common

• Why it’s awesome : The Boston Common is the oldest park in America as it’s been in use since 1634.
• Food nearby: Pho Basil serves a mix of authentic Thai and Vietnamese cuisines. They serve a multitude of Vegetarian, Vegan, meat and fish dishes, so there really is something for everyone’s taste buds and dietary requirements. The meals are served in a generous portion which you’ll be very grateful for after a day of exploring and adventuring.

This 50-acre park is one of the most popular Boston landmarks as it’s visited by locals and tourists daily. We recommend visiting the Boston Common in the early evening when locals are on their way home from work, and often stop for chat or a vendor meal in the park.

The Boston Common was once a cow pasture, and then a British camp, before becoming an execution ground. Luckily for us, the area is a lot calmer now and has been used as a public park for almost 400 years.

The area is often used for public speeches, gatherings, protests, and concerts. Some of the most notable speakers to give a speech at the park were Martin Luther King Jr and Pope John Paul II.

This park is one of the stop-offs in the Freedom Trail, so you’ll see plenty of tour guides dressed in revolutionary period clothing.

HI Boston offers an incredible communal setting that leaves you feeling refreshed to start touring Boston every morning!

• Free Breakfast
• Reception (limited hours)

Freedom Trail | Black Heritage Trail | Boston Harborwalk | Harvard Yard | Mapparium

If you’re spending 3 days in Boston, you’re going to need a few more activities! Here’s what to do in Boston if you’re staying for a few more days!

Walk the Freedom Trail

• 5-mile walk
• 16 historically significant sites

The Freedom Trail is a wonderful activity to take part in during your time in Boston. Although there are many guided tours that take you along the Freedom Trail, it’s easy enough to take the tour on your own.

A series of bronze markers are embedded in the sidewalk, which point you in the right direction and allow you to follow them all 2.5 miles!

Along the way, you’ll get to stop-off at 16 historically significant sites, where you can learn a little more about the cities past before continuing along the route. The great part about taking a self-guided tour is that you decide where you’d like to spend the most time. You can also take a break to enjoy lunch at a restaurant or street-food vendor of your choice.

Most of the stops along the route are free to visit, which makes this great value for money as you’ll only have to pay admissions at 3 of the 16 sites (Paul Revere House, the Old South Meeting House, and the Old State House). If you’re on a tight budget, you can give these places a skip.

If you’re a history lover, then this activity simply must be added to your Boston itinerary!

Black Heritage Trail

• Boston walking tour
• 5 mile walk
• Beacon Hill neighborhood

The Black Heritage trail leads you down a 1.5 mile trail where you’ll get the chance to visit some of the most significant places in Boston relating African American history. The Beacon Hill neighborhood was home to Boston’s black population before the civil war.

After the civil war, the African American people staying in Beacon Hill were integrated into the rest of the city with all the other Bostonians.

Along the trail, you’ll visit the 54th Massachusetts Regiment Memorial which is situated in the Boston Common. You’ll also visit the African Meeting House, which was a secret meeting place for African American individuals before the civil war.

You’ll then visit the Lewis and Harriet Hayden House which is the home of the famed abolitionists. There you’ll learn about the plight of African Americans who were fighting for their rights. You’ll visit a few more sights, including the first public school for African American children.

There are tours that can lead you along the trail. These take place a few times a day and may offer extra insights into the past, however it is easy enough to take yourself on the trail if you’d like to save some cash!

Take the Boston Harborwalk

• 47 miles long
• Stunning views
• Activities along the way

The Boston harborwalk is something you have to do while you’re in the wonderful city! Although the walk is rather long and you probably won’t be able to walk all the way (especially in one day), you could hire a bicycle, or just complete part of the walk on foot.

It’s a wonderful way to end off the day, walking along the seaside while the sun sets. There are also plenty of activities to take part in along the way if you’d like to make a day of it.

While you enjoy stunning views of the city and the sea, be sure to stop at the USS Constitution, the Boston Tea Party Museum, the New England Aquarium, and the Institute of Contemporary Art.

End your day of exploring at Castle Island, a piece of Boston that juts out into the ocean and contains many of the best restaurants, cafes and high-end shops in the city.

If walking that distance seems a little intimidating, why not take a boat ride or a cruise along the shoreline to experience the route from a different perspective. If you’re spending more than a week in Boston, be sure to complete the route before you leave as it’s quite an accomplishment! It will leave you with some great memories and magnificent views etched into your memory.

Explore Harvard Yard

• The oldest part of Harvard University
• The central hub of Harvard
• Surrounded by attractions

The Harvard Yard is the central hub of the university, and is a great place to pick up on the atmosphere of this incredibly diverse school. Here you’ll find students playing outdoor games, whether it be a game of frisbee or a quieter game of chess.

In the Harvard Yard, you’ll see the John Harvard Statue to commemorate one of the founders of the university in 1638. The statue is made of bronze and serves as an integral part of the yard.

The Harvard Yard is the oldest part of the university and is surrounded by the Harvard library as well as the Memorial Church. The area opens up into the Harvard square, which consists of restaurants, bars and shops which are continually filled with cheerful students from the university!

You can roam this area of the campus as you please, and explore the different buildings that make up this wonderful university. Guided campus tours are lead by the students of the university at different times throughout the day. However, you can easily take yourself on a self-guided tour of the area!

See the Mapparium

• See the world globe without distortion
• Built in 1935
• Three-story map

The Mapparium can be found in the headquarters of the Christian Science Monitor. It’s a huge glass globe the size of a three-story building. To view the globe, you step inside and view it from the inside.

The Boston Mapparium is the only place in the world where you can see the entire globe without a distorted perspective. If you stand in the middle of the floor, your eyes will be equidistant to every point on the map, allowing you to see the globe for the first time, as it really is.

The globe was built in 1935 and lights up so that you’re able to see each point accurately. The perfect spherical shape of the globe allows this masterpiece to be a whispering gallery too. If you whisper into one side of the globe, another individual will be able to hear you at the opposite end of the globe.

In order to enter, you’ll have to take a guided tour which takes place every 20 minutes. Be sure to check the tour times before venturing out to the awesome Boston attraction.

If you’re a fan of geographical artifacts, this is a wonderful thing to do. Although some of the names of the countries are a little out of date, you’ll still find it to be very geographically accurate!

For the most part, Boston is a fairly safe place. However to pass a safe vacation in Boston you should excercise some precautions. In recent years, theft has become a bit of a problem in recent years so it’s important not to avoid “run down looking” neighbourhoods.

Crime tends to increase at night in quiet areas, so be sure to stick to the more populated areas if you find yourself out and about during the evening.

Smoking in Boston is forbidden in most areas! To ensure you don’t get into trouble with the law, make sure you don’t start lighting up just anywhere. There are actually only a handful of places you’re allowed to smoke, so be sure to check for a sign stating you’re allowed to smoke before lighting that cigarette.

If you’re visiting Boston in winter, it’s important to be prepared. Bring shoes with rubber soles and warm jackets as it can snow at any time during the winter months. You don’t want to get caught in a sleet storm unprepared!

Don’t Forget Your Travel Insurance for Boston

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing .

They offer month-to-month payments, no lock-in contracts, and require absolutely no itineraries: that’s the exact kind of insurance long-term travellers and digital nomads need.

SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

Click the button below to learn more about SafetyWing’s setup or read our insider review for the full tasty scoop.

If you’re spending a little more time in this wonderful city, you should consider taking a few day trips from Boston . Here are a few of our favorite day trips that you should be adding to your Boston itinerary!

Boston Duck Tour

The Duck is a unique amphibious vehicle that allows you to discover Boston from a completely different perspective. A duck is a vehicle that was used during World War II to travel on both land and in the water.

You’ll start off touring the historic streets of Boston before plunging into the Charles River, where you’ll enjoy an 80-minute tour of the city. Along the way you’ll get the chance to learn about the unique heritage of the city that gave birth to freedom in America.

All this while enjoying splendid views of the city from the perspective of the water!

Guided Tour of Fenway Park

Fenway Park is home to the beloved Boston Red Sox Baseball Team. On this guided tour, you’ll learn about the stadium which is now over 100 years old and about it’s famous home team.

You’ll learn about the many unique features of the Fenway Park Stadium and about the careers of some of its very best players. You’ll also browse the stadiums 170,000 artifacts and over 150,000 photographs.

If you’re a sports fanatic, this tour is the perfect one for you while you’re visiting Boston.

The Boston Tea Party Interactive Day-Trip

During this Boston day-trip, you’ll get the opportunity to go back in time, and learn about the Boston Tea Party , which triggered the American Revolution. The Boston Tea Party was a protest against unfair taxes, so you’ll get the chance to throw tea overboard to recreate the actions of the sons of liberty.

Along the way, you’ll see holographic characters that will teach you about the events that triggered the American Revolution. You’ll also explore a replica of 2 of the Tea Party Ships that belonged to the Dutch East India Company.

Boston Guided Trolley Tour

On this trolley tour, you’ll travel past 120 of the best sightseeing highlights in Boston. You’ll travel through Beantown from Little Italy, all the way through to the waterfront. Be sure to take an amble around the waterfront as there are a myriad of awesome restaurants and wonderful shops to explore.

You’ll be able to stop for photos at any point along the route, so be sure to bring your camera along for this adventure!

You’ll follow along the freedom trail, stopping off at many of its main attractions before the tour comes to an end.

Martha’s Vineyard Day Trip and Island Tour

Take this day trip from Boston that gives you the opportunity to travel to Martha’s Vineyard without the hassle of booking land and ocean transport.

On the tour you’ll see the homes of many famous celebrities, a gingerbread house and America’s oldest carousel. All of which are great sightseeing opportunities.

Enjoy magnificent views as you travel through the water to the wonderful island. You’ll visit all 6 towns on the island before hopping back on a ferry and heading back to Boston. The tour is all-inclusive so snacks and lunch will be provided during the day.

Stash your cash safely with this money belt. It will keep your valuables safely concealed, no matter where you go.

It looks exactly like a normal belt  except for a SECRET interior pocket perfectly designed to hide a wad of cash, a passport photocopy or anything else you may wish to hide. Never get caught with your pants down again! (Unless you want to…)

Find out what people want to know when planning their Boston itinerary.

What should you include on a 3 day Boston itinerary?

Make sure to check out these Boston hotspots: – Little Italy – Bunker Hill Monument – Boston Common – Black Heritage Trail

Where should you stay for a weekend in Boston?

Back Bay is a great option if you’re short on time as it offers easy access to top attractions. For nightlife, base yourself downtown.

What can you do in one day in Boston?

Walking the Freedom Trail (or part of it) is a great way to see Boston’s top historical attractions. Head to Little Italy for food, and chill out in the Public Garden.

Are there any good day trips from Boston?

There are plenty of Boston trips to choose from. Hop on a Boston Duck Tour, a guided Trolley Tour, or head out to Martha’s Vineyard for an island tour.

Boston being one of the oldest cities in the United States has so many heritage sights to see and history lessons to learn. Although the city does have a dark past, Boston is also the birthplace of freedom in America.

Boston leaves little for the heart to desire as it provides sea-side views, as well as a vibrant city life that is comparable to that of the hustle and bustle of New York.

Stroll through the waterfront in the morning and spend the evening exploring the thriving nightlife in Boston, before heading back to one of the best places to stay in Boston.

No matter what your vacation preferences are, this holiday is sure to blow your mind and keep you coming back.

So what are you waiting for? Start booking the most exciting tours in Boston for your travels! Can you hear it? The hustle and bustle of Boston’s city life is calling your name!

And for transparency’s sake, please know that some of the links in our content are affiliate links . That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!

Mary Beth Skylis

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The Perfect 2, 3 or 4 Days in Boston Itinerary

Last Updated on January 29, 2024

by Audrey Webster

Disclaimer: This article contains affiliate links. That means if you click a link and make a purchase, we may make a small commission. As an Amazon Associate we earn from qualifying purchases. For more information, see our privacy policy.

As one of the oldest cities in the country, Boston is filled with history. It’s a mash-up of cobblestoned streets and historic buildings with modern skyscrapers. There are a few places you cannot miss during a 2, 3, or 4 days in Boston itinerary, as well as some lesser-known parts of the city we’ll cover here.

As one of the most dynamic and historic cities in the country, there is a lot to do in Boston and so much that you can’t miss. From American history to esteemed universities to excellent museums and fantastic food (there’s more than clam chowder!), Boston has something to offer everyone.

Table of Contents

How Many Days in Boston?

When in the initial stages of planning a trip, many do wonder how many days to spend in Boston in order to do this New England city justice.

With 2 days in Boston, you’re just scratching the surface. Most of the city’s main attractions are clustered together, so you could see a lot in 2 days, but you’re also missing out on some cool parts that make the city unique.

If you have 3 days in Boston, you’re in good shape to see all the highlights as well as some lesser-known sites. You’ll be able to strike a balance between visiting historic landmarks and more trendy neighborhoods.

If you’re lucky enough to have 4 days, you can see more of the city at your leisure or use the fourth day to take a day trip to somewhere nearby. There is no shortage of historic sites and beautiful nature just outside Boston. 

Getting To & Around Boston 

You’re most likely arriving in Boston through the Logan International Airport. You can easily hail a cab, take the GO Boston Shuttle, pre-book a transfer or use public transportation to reach downtown.

If you’re visiting from another city or town in New England or even some city further south such as Washington DC or New York , you might arrive on a train or bus. Make sure to find out which train or bus transfers you need to make depending on where you’re coming from. You can view schedules here.

The Massachusetts capital is a very walkable city and it’s not actually that big. In fact, one of the best things to do in Boston is walk the Freedom Trail. Many of the most historic landmarks are located near each other.

Boston is also well-connected via a subway system, known locally as the T. You can easily get around the city using this if you want to reach somewhere a bit further afield.

Alternatively, there is the Hop On/Hop Off Trolley Tour that provides a convenient way to see the city. Taxis and rideshare are both readily available as well. It is also included in the Boston Go City Pass , which will also save you on entrance fees to many of the paid attractions listed here.

2, 3 or 4-Day Boston Itinerary

If you’re spending a few days in the Massachusetts capital, then there are a number of guided tours that you can take to get an overview of the city such as this historical walking tour , this bike tour or this food tour.

Day 1 – Freedom Trail, Museums, Quincy Market & More

Walk the freedom trail.

This 2.5-mile trail covers many of the historical highlights in Boston. You’ll want to dedicate a few solid hours to walking the trail. You can opt to walk the entire thing or a portion of it.

There are also guided tours available such as this 2-hour walking tour , which could be helpful for providing context to the landmarks as you pass them. Here are the landmarks you can expect to see:

• Boston Common & Boston Public Garden
• Massachusetts State House
• Park Street Church
• Granary Burying Grounds
• Boston Latin School/Benjamin Franklin Statue
• Old South Meeting House
• Old State House
• Faneuil Hall
• Site of the Boston Massacre

Paul Revere House

• Old North Church
• USS Constitution
• Bunker Hill Monument

You could spend however long you’d like walking the Freedom Trail and note that it doesn’t cost anything to walk the trail, but there are generally entrance fees for the various sites.

Depending on how long you want to spend, take the time to walk by these places and pick one or two that interest you to plan to visit those places. With that in mind, plan to spend 2-3 hours on the Freedom Trail.

Boston Tea Party & Ships Museum

Veer off Freedom Trail just slightly to pay a visit to the Boston Tea Party and Ships Museum.

The museum is chock-full with historical experts, interactive exhibits, full-scale replica sailing vessels, and historic artefacts to make this monumental event in America’s history come to life. You can pre-book tickets here.

If you have some time to spare, you can watch an award-winning documentary in Minutemen Theatre that depicts the events that led up to the American Revolution. 

Next to the museum, don’t miss the Observation Deck at Independence Wharf, either, where you can get excellent views of the harbor.

Quincy Market

Quincy Market is where old and new seamlessly merge. Here you can find hundreds of shops, both inside and outside the building. The market was established in 1825 and spans three buildings: Quincy Market, South Market, and North Market.

It’s another great place to stop as you’re walking the Freedom Trail to grab a bite to eat or do some souvenir shopping. The market is especially charming during the winter months when it’s decorated for the holidays. Quincy Market was named a National Historic Landmark in 1966. 

Go to a Red Sox game

Go see the “Green Monster” for yourself during your visit to Boston. Even those who wouldn’t consider themselves baseball fans will enjoy seeing a game at Fenway Park.

It’s been the home of the Boston Red Sox since 1912, making it the oldest stadium in Major League Baseball. If you don’t have time to see a game, you can still take a guided tour of Fenway. It’s a great way to wrap up your first day of sightseeing in Boston. 

If it’s not the season for baseball or you don’t care to go to a game, then use this time to stroll along the Charles River Esplanade or, perhaps, visit the nearby Boston Museum of Fine Arts. You could also simply relax in the tranquil surroundings of Back Bay Fens Park.

Day 2 – Boston’s Museums

John f. kennedy presidential museum & library .

This exceptional museum is dedicated to the life and accomplishments of U.S. President John F. Kennedy.

Here, you’ll wander the permanent exhibit that uses large-screen projections, interactive displays, original artefacts, and re-mastered films to learn more about the former president’s life. Consider reserving tickets online in advance to save you time at the door. You can also opt for a guided tour.

A visit to the JFK Presidential Museum & Library is a great way to kick off your second day. 

Institute of Contemporary Art

If you have 2 days, you should consider visiting one of the many local museums. A city that’s so full of history has some great historical museums, but it also has notable art museums like the Institute of Contemporary Art.

Here you’ll find both permanent and rotating exhibits featuring contemporary artists and their work. The museum is located in a beautiful building on the waterfront overlooking Boston Harbor, so you can also take in the view. It’s recommended that you book tickets in advance. 

Isabella Stewart Gardner Museum

This museum is known for its beautiful architecture and courtyard garden. It’s a great museum to visit if you want one that is a little less crowded than other larger museums in the city. Beginning in the late 1800s, Isabella started collecting rare books, manuscripts, and pieces of art to fill her home.

Over the course of her worldwide travels, she acquired art like Rembrandt’s Self Portrait and Titian’s Europa. The museum as it stands today was built in 1901. She lived on the fourth floor and spent the remainder of her life arranging the art throughout its halls.

It’s a unique museum that’s a quiet way to spend the afternoon. If this or any of the other museums don’t interest you, there are plenty of other museums in Boston to take in. For instance, the Museum of Science – located in a building overlooking the Charles River, is an excellent place to visit if you happen to be traveling with children.

Day 3 – Boston Common, Trinity Church, Paul Revere House & More

Boston common.

You might’ve already passed through Boston Common if you walked the entirety of the Freedom Trail. If you didn’t stop for long then, it’s worth your time to dedicate a couple hours to really enjoying the park. Boston Common is America’s oldest public park having been established in 1634 and is located in the Beacon Hill neighbourhood of Boston.

Today, the park is filled with fountains, picnic tables, and green spaces for visitors to lounge and enjoy the day. Make sure to stroll through the adjacent Public Garden, as well, to truly enjoy this urban green space. If you’re seeing Boston in 3 days, then a visit to Boston Common is a great idea.

Trinity Church

When you start exploring Boston, you’ll immediately notice Trinity Church in Copley Square. This historic stone church sits squarely in the middle of downtown’s towering skyscrapers. It’s considered by the American Association of Architects as one of the top 10 buildings in the country.

The parish located there today was founded in 1733, which is more than 150 years before the church was built in 1877. You can enter Trinity Church on your own or schedule a tour with a knowledgeable tour guide to learn more about the church’s history. 

It looks striking as it’s sandwiched between modern skyscrapers like the John Hancock Tower and the Prudential Tower and really symbolises Boston’s mingling of old and new.

Located in the North End neighborhood, the Paul Revere House was the former home of the famous Founding Father Paul Revere. He played a pivotal role in the American Revolution, noted in history books for his famous “midnight ride” to warn colonists that the British were approaching Boston.

The home was built in 1680 and is downtown Boston’s oldest building. Inside, the home is set up to mimic what it would have looked like while Revere lived there. In fact, 90% of the structure today is original material, including doors, windows, flooring, and internal wall material.

You can pop into this Boston museum for a self-guided tour or try to time your visit to see colonial reenactors demonstrate key moments of America’s history. 

If this doesn’t interest you as much or if you’re traveling with children, consider, as well, heading to the nearby New England Aquarium where you can learn all about local marine life or you can take a food tour of North End.

The Museum of Bad Art

You’ve probably never been to a museum that focuses on bad art. The Museum of Bad Art houses “art too bad to be ignored” and is a highlight worth adding to your time in Boston. It’s the world’s only museum dedicated to bad art that began in the basement of a private home.

The museum has since grown into a local favorite that shines the spotlight on quality bad art. It’s a quirky and fun addition to your Boston trip, especially if you happen to be planning a 3-day itinerary. 

Day 4 – Lexington & Concord, Salem or Cape Cod Day Trip

Lexington and concord.

Lexington and Concord is arguably the most famous site of the Revolutionary War. For history buffs, this is a great way to round out your 4 days in Boston. It’s where the first shots of the war were fired.

To reach Lexington, you’ll take the subway and bus for a total travel time of about 45 minutes before getting off at Lexington Battle Green. You can reach Concord by taking the MBTA directly from Boston.

Lexington Green is a good starting point for your visit. This small town is home to the Belfry that sounded the alarm in 1775 to call the militia to fight. Here, you’ll also find John Hancock’s childhood home or Buckman’s Tavern. In Concord, make sure you visit the Old North Bridge.

You can also find Walden Pond, made famous by writer Henry Thoreau, and Louisa May Alcott’s “Orchard House”. There’s a lot to see during a day trip to Lexington and Concord, so make sure you leave early in the day to give yourself ample time. 

You’ve most likely heard of Salem, Massachusetts due to its famous 1692 witch trials. Salem is only about 30 minutes from Boston, so it’s an easy day trip. You can easily reach it by taking the commuter train that connects the cities, a high-speed ferry or an organised day tour.

During your day in Salem, make sure to visit the Salem Witch Trials Memorial, Peabody Essex Museum, the Old Town Hall, and the Witch House. You can end your day with a visit to Winter Island Park and Lighthouse.

As you might’ve guessed, one of the best times of year to visit Salem is Halloween. The little town comes to life with spooky decorations.

Without a doubt, Cape Cod is beautiful, especially in summer. This stretch of coastline is full of charming towns, great seafood, and relaxing beaches.

Cape Cod is about 3 hours from Boston by car, which tends to be a little long for a day trip. Instead, you can take the Cape Cod Fast Ferry from Boston to Provincetown, which is the largest town on the Cape.

In Provincetown, you can enjoy the local art galleries, lounge on the beach, and walk around and enjoy the quaint homes and shops.

If you have more than 4 days in your Boston itinerary, spending more than one day on the Cape is a relaxing way to bring your time in the area to a close.

Where to Stay in Boston

Harborside Inn – This 3-star hotel in downtown Boston is a great choice for mid-range travelers to the Massachusetts capital. There are a number of great rooms to choose from, a wonderful location for exploring the city and plenty of other amenities to enjoy.

Omni Boston Hotel – If you’re looking for luxury while in Boston, then this sophisticated hotel is a great option. They have a range of lovely rooms on offer and an unbeatable location for exploring all this historic city has to offer.

HI Boston – Those visiting Boston on a budget will love this backpacker’s hostel in the center of the city. They have a range of both dorms and private rooms on offer along with other perks and great common areas for guests to enjoy.

Not quite what you’re looking for? Click here to browse more Boston hotels!

The perfect itinerary for Boston is the one that’s packed with what excites you most. If you’re a history buff, you’re going to love it here. Foodies, explorers, and everyone in between will find something to love in Boston.

Are you planning a trip to Boston? Have any questions about this itinerary? Let us know in the comments!

Related Posts:

17 Best Stops on a Boston to Bar Harbor Road Trip

Martha’s Vineyard vs Nantucket: Which Island to Visit?

The Perfect 2, 3 or 4 Days in Cape Cod Itinerary

About Audrey Webster

Audrey Webster is a writer for The World Was Here First. She is an Oregon native who has visited countries across the globe and currently spends her weekends exploring the Pacific Northwest and surrounding states. Her approach to traveling combines exploring famous tourist sites and wandering off the beaten path to discover new destinations.

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The Best Time to Visit Boston

Weather & Climate

Neighborhoods to Know

Driving in Boston

Public Transportation in Boston

One-Day Itinerary

Day Trips From Boston

Sam Adams Brewery Tours

Top Things to Do

Free Things to Do

Things to Do With Kids

Skiing Near Boston

Beaches Near Boston

Hikes Near Boston

Boston Public Garden

Museums in Boston

Fenway Park Guide

Shopping in Boston

Your Trip to Boston: The Complete Guide

TripSavvy / Violet Smirnova

If you're looking for a taste of New England 's distinct four seasons, fresh seafood, history and professional sports of all kinds, there's nowhere better than the city of Boston. It's here that over 20 million people come to visit each year to explore each of the neighborhoods , check out museums and other landmarks, and enjoy Boston staples like lobster rolls, Fenway Park and the Freedom Trail. There's plenty of food, culture, and entertainment to take in while you're in town.

When to Visit

Boston is a destination where you can truly experience all four seasons and there's plenty to do within each. Because of this, the best time to visit depends on your preferences, such as experiencing the holidays or snow during the winter months, seeing fall foliage or enjoying the warmer weather while walking around the city. Many prefer to head to Boston in the late-spring (May to June) or early-fall (September to October).

Where to Eat

Boston — and New England in general — are known for coastal foods, particularly seafood, but there are also other staples to try depending on which neighborhood you're in. To start, make sure you grab a lobster roll or clam chowder from one of the local seafood restaurants and an Italian cannoli in the North End. If you head north of the city (and also at select places in Boston), you'll also find roast beef sandwiches that are a staple for those who grew up in the area and much better than standard deli meat.

In the past few years, Boston has become more of a craft beer destination, with local breweries popping up in many of the city's neighborhoods and even out in the suburbs. You can try them out either at the breweries, many of which have fun outdoor, dog-friendly spaces, or at bars throughout the city, as many now have a wide variety to choose from on tap. If you're not into craft beer, you can't go wrong with two of the bigger Boston breweries, Sam Adams and Harpoon.

Explore our articles on the best restaurants in Boston , the city's best bars and the best rooftops for dinner or drinks with a view .

Where to Stay

There are plenty of hotels to choose from in Boston, ranging from well-known brands to boutique options. Renting an Airbnb can also be an affordable option and enable you to live more like a local.

While it's easy to get place-to-place within Boston, think about what you want to see and do before you book a hotel or Airbnb. Being close to the MBTA will make your life easier if you're willing to try out the city's public transportation system. Also, for Airbnbs especially, take a look at the location before you book, as you'll likely find that the least expensive options may not be in the most accessible spots or even within Boston proper.

If you plan to shop and want to see Newbury Street, consider staying in the Back Bay. Or if you plan to focus on seeing the city's historical landmarks and museums, while also experiencing some of the most beautiful and unique neighborhoods, try staying in or near the North End, Beacon Hill or even the South End . Other areas with fewer or no actual hotels but lots of great restaurants and shops are South Boston and Charlestown.

Just outside the city are neighborhoods like Somerville, including their new Assembly Row plaza with a hotel right inside. If you're visiting in the summer months and want to enjoy Massachusetts' beaches , consider staying in a coastal town with public transportation into the city to see the sights.

Explore the different neighborhoods you can stay in and our recommendations on the best hotels, including the top picks for romantic and boutique hotels.

Getting Around

Boston Logan International Airport (BOS) is the best place to fly into, with direct flights from many of the country's major cities and beyond. The airport is located in East Boston, about 15 minutes outside of the city, though the drive will depend on the time of day and traffic.

You can also use public transportation via the MBTA Silver Line to get to South Station for free. That's where you can pick up several other MBTA subway lines, the Commuter Rail, the Greyhound bus station and more.

There are two other airports you may opt to fly into, depending on if you are exploring other parts of New England during your trip and what prices at each look like: Manchester-Boston Regional Airport in Manchester, New Hampshire (less than 50 miles north of Boston) and T.F. Green Airport in Providence , Rhode Island (approximately 60 miles from Boston). You'll likely want to rent a car unless you plan to stay put once you are in Boston, in which case you can take buses and other forms of transportation into the city. Once you're in Boston, you can get by with public transportation and/or ride-sharing services and taxis.

Things to Do in Boston

What you do in Boston will depend on the time of year you're visiting, as spring and fall are the most ideal for walking around the city. However, there are activities like holiday festivities that take place during the cold winter months that are also fun to experience. No matter when you visit, here are a few things you won't want to miss:

• Walk the Freedom Trail , a 2.5-mile pathway that will guide you along many of the historic landmarks starting at the Boston Common and ending in Charlestown at the Bunker Hill Monument, commemorating the first major battle of America's Revolutionary War.
• Check out several of the city's museums , including the Museum of Science, Boston Tea Party Ships and Museum and Boston Children's Museum.
• Go shopping on Newbury Street, Boylston Street and in Copley Plaza and the Prudential Center, all in the Back Bay. Charles Street in Beacon Hill is another shopping destination with more local boutiques.

Explore more attractions with our comprehensive articles on the top attractions,  best things to do with kids  and most popular museums .

Money Saving Boston Tips

• Pick up a Boston CityPASS for savings on popular attractions and things to do like the New England Aquarium, Museum of Science, Skywalk Observatory, Boston Harbor Cruises and the Harvard Museum of Natural History, and and to skip ticket lines.
• You may also find savings with the GO Boston card, which you'll buy prior to your trip and then activate on first use. Choose from one- to seven-day cards good for free admission at dozens of local attractions.
• Get free admission to many of Boston's best cultural venues, including museums and more, through the " Free Fun Fridays " program during the summer months. Many of Boston's museums also have free or discounted days throughout the year, so be sure to check their websites before visiting.
• Skip the guided tour of the Freedom Trail and instead opt for the free app that will give you the same information on Colonial Revolutionary Boston, but let you go at your own pace. The Freedom Trail is already easy to navigate thanks to the literal brick line that guides you along the 2.5-mile pathway.
• Stay close to the city but not right downtown and check out Airbnbs in various neighborhoods and surrounding towns near public transportation.
• Take public transportation, the MBTA, rather than taxi or Uber, or consider trying out the city's Blue Bike rentals.

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The 15 Best Boston Tours

Get to know one of America's most historic cities with these tours.

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Hoping to experience Boston through the eyes of a local? A guided tour may be just the thing. Factoring in traveler sentiment and expert opinion, U.S. News selected some of Boston's best tours. Whether you're eating your way through the North End or zipping around Boston Common on a Segway, you'll see this New England city in a new light and learn some of its history along the way during these top Boston tours.

The Revolutionary Story Tour

Price: Adults from $76; kids from $38 Duration: 4 hours

Many reviewers call this tour enjoyable and one of the best walking tours they'd ever been on thanks to the engaging guide. Led by a local resident with degrees in history, political science and public policy, the tour takes visitors through the streets of Boston to chronologically retell the story of the American Revolution. Along the 3.5-mile jaunt, you'll pass by a dozen of the sites featured on the Freedom Trail, and you'll also hear about the key players in 18th-century Boston, including John Adams, Benjamin Franklin and Paul Revere.

Tours are offered daily at 9:30 a.m. There is also a 1:30 p.m. tour Thursday through Sunday during the winter months and daily during the summer months through the beginning of November. There is a maximum of 16 people per tour. The company partners with another local guide to provide private tours.

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City Experiences by Hornblower – New England Aquarium Whale Watch Cruise

Price: Adults from $65; kids from $45 Duration: 3.5 hours

Hop on one of City Experience's high-speed catamarans for a whale watching excursion to the Stellwagen Bank National Marine Sanctuary. This area is a magnet for whales, dolphins, sea birds and other marine creatures who head there to feed. New England Aquarium naturalists on board offer their insights on whales, answer questions and explain whale behaviors, a big plus for travelers. During your trip, you may see several different species of whales, including humpbacks, finbacks, minkes, sei whales and endangered right whales.

Tours leave from mid-May through early-November from Long Wharf, which is located near the aquarium. Tour frequency depends on the month, but there is at least one per day. Cruisers say the tour is fun and report seeing plenty of wildlife. Combo tickets that include admission to the aquarium are also available. The company also offers sightseeing and sunset cruises.

CityView Trolley Tours

Price: Adults from $42; kids from $20 Duration: 1 hour

The family-friendly hop-on, hop-off CityView Trolley Tours offer a convenient and comfortable way to explore the city and visit its top attractions , something visitors (especially those in Boston for the first time) appreciate. Stops at the New England Aquarium, Quincy Market and Old North Church, among others, make it easy to access sites along the Freedom Trail and other neighborhoods. What's more, guides share fun and informational tidbits along the way.

Trolleys run daily from mid-April to November from 9:30 a.m. to 4:30 p.m. Note: While you can hop on and hop off the trolley as you please, tickets are only valid for one full tour loop. Two-day passes are also available.

Old Town Trolley Tours – Boston Hop-On Hop-Off Trolley Tour

Price: Adults from $50; kids from $29 Duration: 1.5 hours

Explore the top sights in Boston on this hop-on, hop-off trolley tour that makes 18 stops. Along the route, you can hop off and explore attractions like Faneuil Hall, the "Cheers" bar, the USS Constitution and the Old State House, and then hop back on at your leisure. Without getting off, you'll tour for about 90 minutes. Trolleys frequently stop approximately every 15 minutes. Participants praise the convenience this tour offers and rave about the entertaining, informative guides. Reviewers also say the tour is a great way to see the city without having to do a lot of walking.

Trolleys run daily from 9 a.m. to 4 or 5 p.m., depending on the time of year. For one-day tours, tickets allow for unlimited re-boarding. Tickets also get you discounted rates for a Boston Harbor cruise as well as discounted entry to the Boston Tea Party Ships & Museum. Two-day tickets, as well as the Ghosts & Gravestones evening tour are also available.

Boston Pizza Tours – North End Pizza Tour

Price: From $49 Duration: 2.5 hours

Sink your teeth into some of Boston's best pizza on this walking tour. You'll start your stroll in North End, which is considered Boston's Little Italy. Along the way, you'll pass by five sites on the Freedom Trail, including the Paul Revere House and the Old North Church. The tour cost includes three full-size pizza slices, water and a cannoli. Tourgoers applaud guides for their positive attitudes and entertaining, educational delivery of Boston history. Reviewers are also complimentary of the food.

Tours are generally offered two times daily at 11 a.m. and 2 p.m., but a 5 p.m. tour is offered during certain months of the year. Tours are capped at 12 participants. The tour can accommodate vegetarian diets; those with other dietary restrictions (such as vegan diets or food allergies) will need to take a private tour.

Fenway Park Tours

Price: Adults from $25; kids from $17 Duration: 1 hour

Baseball fans and history buffs relish the chance to take a behind-the-scenes peek at America's oldest ballpark. Even non-baseball fans find the tour worthwhile, according to reviewers. The tour takes visitors to important sites within the ballpark, including the world-famous 37-foot-high Green Monster. The excellent guides, full of Red Sox and Fenway Park trivia, offer an entertaining tour and are a hit with participants.

Tours run year-round from 9.m. to 5 p.m. (at 10 a.m. November through March) and start on the hour. On game days, the last tour is scheduled three hours before game time. Fenway Park also offers a variety of other stadium tours, including Day Game Premium Tours and Fenway in Fifteen, a condensed 15-minute tour.

Courtesy of Rose Kennedy Fitzgerald Greenway

Boston Segway Tours

Price: From $69 Duration: 1 or 2 hours

Boston Segway Tours takes visitors on an adventure through the city. Since it's faster to glide than walk, you can cover much more ground on Segway than by foot. As you travel from Boston Common to the Rose Fitzgerald Kennedy Greenway, your guide takes you by some of Boston's most famous landmarks while always keeping an eye out for riders' safety, according to tour-takers. Pick a two-hour tour to visit Cambridge.

Participants must be 14 or older and weigh at least 100 pounds to ride; additional restrictions may apply.

Urban AdvenTours – City View Bike Tour

Price: From $60 Duration: 3 hours

Exploring Boston by bike is a great way to cover a lot of ground in an exciting, active way. Urban AdvenTours' flagship City View Bike Tour takes participants on a 10- to 12-mile trek through six different neighborhoods. You'll bike through major Boston sites, such as North End, the Boston University campus and Kenmore Square, Fenway Park, the South End, Boston Common and Long Wharf. Along with the comprehensive overview of the city, riders commend the care guides take in making them feel safe.

This tour rides daily at 10 a.m., with additional 2 p.m. departures on Saturday and Sunday during the summer months. The tour is best for those comfortable riding on city streets. Children must be age 10 or older. Adults can upgrade to an electric bike for an additional fee. Urban AdvenTours also offers cycling trips through Cambridge and the Emerald Necklace park system, as well as a family-friendly tour for kids 10 and younger.

Off the Eaten Path Tours

Price: Adults from $95; kids from $40 Duration: 3 hours

On this food tour of the North End – Boston's famous Italian neighborhood – owner Paula Noukos promises more than just samples of tasty food. Besides stopping at popular spots, such as Bricco Panetteria and Galleria Umberto, you'll hear tips on how to shop for the best extra virgin olive oil and balsamic vinegar. You'll also learn about the history and architecture of this unique neighborhood, a highlight for reviewers. Travelers are also fond of the guide and appreciate her vast knowledge of the neighborhood.

Tours are generally offered Tuesday through Saturday at 11 a.m. and are limited to 12 people.

Courtesy of Boston Duck Tours

Boston Duck Tours

Price: Adults from $53; kids from $38 Duration: 80 minutes

Quack and splash your way around Beantown with the entertaining Boston Duck Tours, which takes passengers around Boston and into the Charles River on World War II-style amphibious landing vehicles. On the tour, entertaining "conDUCKtors" keep up a lively patter, describing neighborhoods, Boston history, architecture and trivia along the way. A highlight for many visitors is when the vehicle heads into the river offering a different perspective of the city.

Ticket discounts are available for seniors and children 2 and younger. Tours depart from the Museum of Science, the Prudential Center and the New England Aquarium several times a day from mid-March through early-December.

Boston Crawling – Independence Pub Crawl

Price: From $75 Duration: 2 hours

Sip your way through the city at four historic watering holes on Boston Crawling's Independence Pub Crawl. On this tour, you'll visit pubs that have historic significance, drink local brews and hear Boston's "secret" history as you barhop along the Freedom Trail. Reviewers say the tour is informative and fun and applaud the beer recommendations provided by the guides.

Participants can take tours daily at 3 and 7 p.m. There is also an additional noon tour on the weekends. Tourgoers must be at least 21 years old, regardless of whether they're drinking. Tickets include four draft beers of your choice. If you prefer to purchase drinks as you go, you can purchase tickets for a lesser price.

PhotoWalks Tours of Boston – Freedom Trail

Price: Adults from $45; kids from $20 Duration: 1.5 hours

Explore the historic sites of the city and refine your photography skills at the same time on this tour. In addition to visiting Freedom Trail landmarks, such as Boston Common, Park Street Church, the Granary Burying Ground and the Boston Massacre Site, you'll also learn expert tips on how to use your camera or smartphone to take the best pictures – a highlight for many participants. Reviewers are also complimentary of the insightful guides.

Tours run Tuesday, Thursday and Saturday year-round at 1 p.m. The tour is capped at 10 participants, but maybe more during peak times of the year. If you're interested in exploring other neighborhoods or topics, you can sign up for one of PhotoWalks' other tours, including Beacon Hill and the North End, among others.

Courtesy of the Freedom Trail Tour

Freedom Trail Tours – Walk Into History

Price: Adults from $17; kids from $8 Duration: 1.5 hours

The nonprofit Freedom Trail Foundation leads the way on this tour of the Freedom Trail – a milelong path that weaves past some of the city's most historic sites. A costumed guide, in character, leads you to 11 sites, including Boston Common, King's Chapel, the Old South Meeting House, the Boston Massacre site and Faneuil Hall. Reviewers rave about the guides and the characters they inhabit, and highly recommend this excursion over a self-guided tour of the Freedom Trail.

Tours are given daily at 11 a.m., noon and 1 p.m. Other themed tours, including tours that focus on the women of the Revolutionary War and African American patriots, are also available.

Boston Foodie Tours – Boston Public Market & North End Tour

Price: From $90 Duration: 3 hours

Boston Foodie Tours explores two of Boston's famous mainstays: The North End and the Boston Public Market. After enjoying pizza, cannoli and bread in the North End, you'll wind your way to the market to sample doughnuts and ice cream, among other treats. Your tour concludes with a tasting of clam chowder and cornbread. Past tourgoers say this is a must-do experience while visiting Boston.

Tours run Tuesday through Saturday at 10:30 a.m. and 11:30 a.m. on Sundays. Tours are not given on major holidays. The company also offers a comprehensive tour of the North End, plus a private foodie outing to Beacon Hill, among other options.

City Brew Tours – Boston Signature Brew Tour

Price: From $89 Duration: 3.5 hours

For an in-depth Boston beer education, City Brew Tours' Signature Brew Tour is a great place to start. During the tour, you'll be chauffeured around the city in a comfortable van, visit three craft breweries, get behind-the-scenes tours and enjoy up to 12 different local craft beers and a snack along the way. Tourgoers laud the knowledgeable guides and love that driving isn't an issue.

City Brew offers this tour Wednesday through Sunday. Outings depart at 4:45 p.m. and 5:30 p.m. on Wednesday and Thursday. Friday through Sunday, tours begin at noon. All participants must be 21 or older to tour. Tours are capped at 14 participants. A Boston Brew Mystery Crawl is also offered, as are private tours.

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Boston Travel Guide

Looking for something fun to do in Boston, MA? We are here to help you decide what to do on your visit. Find your next great experience on our Calendar of Events . It provides the most popular Boston events , concerts , theater shows , musicals , sports events , festivals, holiday happenings, family events, unique tours, and more. Let us help you plan your vacation and discover everything Boston, MA has to offer. From tours and restaurants to things to do , get the most from your trip!

Best Events

Upcoming Events & Tickets

Best Boston Tours

5 Top-Rated Tours from Boston, MA

Discover the best Boston tours. Explore 100+ points of interest. Hop on and hop off at all popular Boston tours and attractions. We’ve got several options to choose from to help you maximize your time in Boston and still see the best first. See our most recommended things to do in Boston, MA.

Boston Hop-On Hop-Off Trolley Tour with 15 Stops

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour. If you upgrade to the Gold or Platinum Pass, you will be given your (seasonal) Harbor Cruise ticket when you check in for the Trolley Tour. These seasonal cruises depart periodically throughout the day close to Stop 1.

• Discover Boston at your leisure with a hop-on hop-off trolley tour.
• See the most popular sights of Boston at your own pace.
• Hop on and off at any of the stops as often as you wish.

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

Overview Join Boston’s only award-winning, original, Martha’s Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Then, take a short cruise to Martha’s Vineyard then enjoy free time to explore or upgrade to add an island tour. Complimentary snacks, bottled water, island guidebooks, and a discount card with island perks are provided during the drive.

• Hassle-free ride from Boston to Cape Cod aboard an air-conditioned Mini Coach Bus
• Panoramic ocean views on a cruise between Cape Cod and Martha’s Vineyard
• Spend hours exploring Martha’s Vineyard at your leisure – beaches, shopping, and dining available.
• Narrated Island Tour upgrade available with stops in Edgartown and Gay Head Cliffs

Boston Tea Party Ships & Museum Admission

Relive the most important event leading up to the American Revolution on this self-guided tour of the Boston Tea Party Ships and Museum. Take a journey back in time to the famous Boston Tea Party, an incident that changed the course of American history. It’s more than a stroll through historic artifacts, though. It’s truly one of the top-rated museums in the city of Boston. Explore authentically restored tea ships and throw the fated tea into Boston Harbor.

• Admission to the Boston Tea Party Ships and Museum.
• Get an in-depth look at the events leading up to the Boston Tea Party.
• Learn how the Boston Tea Party kick-started the American Revolution.
• See one of the two remaining tea chests from the Boston Tea Party.

Boston Historic Sightseeing Harbor Cruise with Up-Close View of USS Constitution

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.

• Historic sightseeing cruise of Boston Harbor.
• Narrated tour with tales of the Revolutionary War, Legends of the Sea, and Boston’s Historical Figures
• See America’s oldest continuously manned lighthouse
• Sail through the Harbor Islands National Park Area and Boston’s working Port.

Boston Whale Watching Cruise by High-Speed Catamaran

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The onboard galley offers food and beverages for purchase during the trip.

• Boston Whale Watch Cruise aboard a high-speed catamaran.
• See Humpbacks, Finbacks, and the critically endangered Right Whales during your sail.
• Enjoy a scenic whale-watching cruise around Stellwagen Bank National Marine Sanctuary.
• Narrated by a New England Aquarium Naturalist as your Guide.

Boston Day Trips

5 Top-Rated Day Trips from Boston, MA

Blessed with beautiful natural areas, Massachusetts contains an array of unique attractions for all types of travelers. In cities and towns, visitors will find museums, unique attractions, and great restaurants. In the more remote parts of Massachusetts, there are waterfalls, miles of hiking trails, and tranquil beaches. Classic New England towns and quiet fishing villages line the Massachusetts coast. Massachusetts enjoys a unique history that lives on in full force through its special attractions and well-preserved historic places.

Martha's Vineyard Day Trip with Optional Island Tour from Boston

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

• Ground and boat transport get you to the Vineyard with one booking.
• Customizable tour: choose between independent and guided options.
• Early departure for more time on Martha’s Vineyard.
• Ferry trip is a great chance to see the coast and marine wildlife.

Boston to Salem One-Way or Round-Trip High Speed Ferry

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. One-way or round-trip tickets are available with a variety of convenient departure times.

• Fast, efficient transportation between Boston and Salem.
• Onboard galley offers food and beverages for purchase.
• See top Salem and Boston attractions within walking distance of the ports.
• One-way or round-trip ferry service available.

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

Discover historic New England as you explore two iconic Massachusetts destinations on this full-day tour from Boston. Travel through Quincy, MA, the birthplace of two U.S. Presidents, and journey along the state’s South Shore coastal area on route to Plymouth. Explore the 400-year-old town’s harbor, enjoy lunch (own expense), view Plymouth Rock, and tour Plimoth Plantation. You’ll also board the Mayflower II and learn the fascinating history of the Pilgrim’s.

• Explore multiple historic New England sites in just one day—ideal for travelers short on time.
• Bypass lengthy queues with skip-the-line entrance to Plimoth Plantation.
• Admission to the Mayflower II included as an added convenience.
• Round-trip transport by mini-coach ensures a stress-free excursion.

Boston to Newport Small-Group Day Trip with Breakers & Marble House Admission

Escape the hustle of the city and get away to the tranquility of Newport, Rhode Island, on a guided, small-group day tour from Boston. This quaint coastal town, known as America’s First Resort, is the perfect getaway and just 70 miles south of Beantown.

Explore the Breakers mansion, the most grandiose of Newport’s summer mansions. Visit attractions like the Ocean Drive Historic District, the St Mary’s Church complex, and the U.S. Naval War College, among others. Hotel pickup and drop-off plus a snack, guidebook, and discount offer card are included.

Boston Freedom Trail Day Trip from New York City

Swap the Big Apple for a day in history-steeped Boston undistracted by transportation worries. Travel to the city by comfortable vehicle, and enjoy a comprehensive tour of its highlights with the benefit of a guide for commentary. Stroll around Cambridge’s Harvard Yard, admire the city’s Revolutionary-era landmarks along the Freedom Trail, and enjoy free time for a lunch of local favorites such as clam chowder at Quincy Market.

• Explore historical Boston on a day trip from New York City.
• No planning needed: go by luxe vehicle and hear about the sites via a guide.
• Tour Harvard, walk the Freedom Trail, and see the Boston Tea Party site.
• Time for local seafood meal (own cost) such as lobster roll at Quincy Market.

Welcome to Boston, MA

Boston , officially the City of Boston , is the capital and most populous city of the Commonwealth of Massachusetts in the United States and the 24th-most populous city in the country. Whether you’re a local, new in town, or just cruising through we’ve got loads of great tips and events. Boston is perfect for family fun and romantic getaways. Start planning your Boston trip. Explore the complete list of Entertainment Venues in Boston , MA. Check out our events calendar for concerts , theater shows , musicals , sporting events , and more.

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We arrived in Boston on Tuesday afternoon, September 1, to a near empty Login. We had completed the online registration and had negative Covid tests and registered in advance of arrival. Upon deplaning were met by friendly people with clip boards who readily accepted our report of negative test results and advance registration. I offered to show my test results but was told it wasn’t necessary. We got an Uber and proceeded to Bay Village. Having never been to Boston I was uncertain about the Bay Village location other than it was more of an upscale area. I was very pleased with the charm and relative quiet of Bay Village. I could hop on one foot to Mike and Patty’s each morning for breakfast (I stayed so close). I was pleased that a T Station was close by too (Orange Line). I felt completely safe walking alone. Our first night we ate at Cusser’s having heard rave reviews- it wasn’t anything special and the $11 cocktail gave us a laugh as it was served in a three or four ounce glass. We had roast beef and it was fine but nothing too memorable. Many local restaurants were shuttered but some places had reopened. We only ate one other time in a restaurant in a four night stay. Bostonia Public House in the financial district was fantastic! I had a special of salmon served with artichoke and I devoured it. The cocktails were great and we sat outside in a partitioned area. The donut dessert was also outstanding. We had Modern Pastry every day and really overindulged in their offerings. Fantastic and friendly staff there too. It was take out and Grubhub the rest of the time. We had a reservation for Friday night at Carmelina ’s but canceled as we were exhausted and leaving Saturday morning. The weather during our stay was beautiful. I got a kick out of locals remarking how hot it was and that it was “just as hot as Florida.” It was Thanksgiving weather to us! Everyone was out and about enjoying the weather but overall it was very quiet. When we got on the T we would share a car with maybe three other people. We were able to tour most of the tourists sites- and again- no crowds. Our favorite site was the Constitution and Paul Revere’s home. I also enjoyed the grave yards and locating a grave of one of my ancestors. The Duck boats were running as were the Hop On/Hop Off buses- but we didn’t use them. The Swan Boats were not running that I could see. Everyone was wearing a mask- even outside- and wearing it properly. No one was fainting or dying on the streets from CO2 poisoning nor were people acting foolish and throwing tantrums about wearing masks. As a Florida resident I found that refreshing! The restrictions in place make sense to me and I wish Florida would follow suit. I think Boston is one of the most beautiful cities I’ve ever visited. I appreciated the neighborhoods and how locals greeted and interacted with one another. It gave a big city a small town feel. The North End with dining outdoors was like being in Italy. The atmosphere was so warm and kind. We loved Boston and found the locals to be friendly and welcoming. I didn’t get to see everything but will be returning. Thank you Boston for your gracious hospitality!

Thank you for your report. People from 'away' have asked us what the city is like these days so your description is most helpful. Hope you can return soon!

Thanks for taking the time to write a report. I'm glad you enjoyed the city and were able to enjoy the sights. And thanks for the encouraging words about our covid regulations.

This topic has been closed to new posts due to inactivity.

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Celtics at Hornets: Boston wraps up road trip against Grant Williams and Co.

The Celtics’ road trip comes to an end Monday with a date against Grant Williams and the Hornets in Charlotte.

Boston’s magic number to clinch the NBA’s best record is down to 3 with eight games remaining in the season. If everything goes to plan, they shouldn’t have much issue with the 18-56 Hornets ... but we’ll see. The Celtics took a rare loss when the Hornets pulled off a 121-118 overtime victory Nov. 20 in Charlotte. Miles Bridges sank the winning 3-pointer with 6.6 seconds left in OT on a night when Jayson Tatum put up 45 points and 13 rebounds.

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Tatum is questionable with a left hand sprain, as is Kristaps Porzingis (right hamstring injury management).

When the Celtics return home, they’ll face the hot-shot Oklahoma City Thunder, who, at 52-22, lead the West by half a game over the Denver Nuggets.

Here’s your preview.

When: Monday, 7 p.m.

Where: Spectrum Center, Charlotte, N.C.

TV, radio: NBCSB, WBZ-FM 98.5

Line: Boston -17. O/U: 219.5.

Season record: 58-16. vs. spread: 40-32, 2 pushes. Over/under: 37-37

Last 10 games: 8-2. vs. spread: 7-3. Over/under: 7-3

Season record: 18-56. vs. spread: 29-45. Over/under: 35-38, 1 push

Last 10 games: 2-8. vs. spread: 3-7. Over/under: 5-4, 1 push

TEAM STATISTICS

Points per game: Boston 120.9, Charlotte 106.4

Points allowed per game: Boston 109.5, Charlotte 116.9

Field goal percentage: Boston .486, Charlotte .458

Opponent field goal percentage: Boston .453, Charlotte .495

3-point percentage: Boston .390, Charlotte .351

Opponent 3-point percentage: Boston .350, Charlotte .378

Stat of the day: The Celtics’ defensive rating (points allowed per 100 possessions) is 110.7 overall. Their rating is 109.3 with Kristaps Porzingis on the floor. Read more here about their third-rated defense.

Notes: The Celtics have gone 3-2 on this trip, the exceptions being those back-to-back losses to Atlanta last week. ... Boston has won 10 of their last 12 games. ... The Hornets (18-56) will host a top contender for the second night in a row after falling 130-118 to the Los Angeles Clippers on Sunday. Even in the defeat, the Hornets matched their highest point total since Feb. 15. They probably will need that kind of production again if they hope to down the Celtics. ... The Hornets are attempting to remain competitive even though they have been out of playoff consideration for quite some time and they have lineup limitations caused by injuries. ... The Hornets were dinged for 41 points on Sunday from Clippers standout Paul George, who has been identified by Hornets rookie Brandon Miller as his favorite player. Miller said he wants to take what he saw from George and try to build his game from there. ... After the Monday contest, the Celtics will complete the regular season with six of their last seven games at home. ... The Hornets are 1-2 to begin an eight-game homestand. They close with three straight on the road, including a visit to Boston on April 12.

Katie McInerney can be reached at [email protected] . Follow her @k8tmac .

Kings vs. Celtics: Jaylen Brown, Derrick White injury updates; playoffs; scouting reports

T he Kings find themselves in a perilous position as they prepare to face the Boston Celtics on the second night of a back-to-back Friday at TD Garden.

Sacramento suffered a 120-109 loss to the New York Knicks on Thursday in the first game of a four-game road trip that could seal their fate as a play-in team after earning the No. 3 seed in the Western Conference playoffs last season. The Celtics have the best record in the NBA and a 33-3 record at home, but the Kings might catch them a bit shorthanded with Jaylen Brown (left hand sprain) and Derrick White (low back contusion) listed as questionable.

Brown, Boston’s second-leading scorer, is averaging 23.2 points, 5.5 rebounds and 3.6 assists per game. White, a candidate for All-Defensive honors, averages 15.4 points, 4.3 rebounds, 5.2 assists, 1.0 steals and 1.2 blocks.

The Kings (44-32) are eighth in the West, one game behind the Phoenix Suns and New Orleans Pelicans for the No. 6 seed with only six games remaining. Sacramento is now just a half-game ahead of the Los Angeles Lakers for ninth, although the Kings hold the tiebreaker after sweeping the season series against their Southern California rivals.

The top six teams in the West will earn automatic playoff berths. The next four teams will have to fight their way in through the play-in tournament. The teams that finish seventh and eighth will have two chances to win one play-in game for a playoff bid. The teams that finish ninth and 10th will have to win two games in a row to reach the playoffs.

The Celtics (60-16) have no such concerns as the No. 1 seed in the Eastern Conference. They have an astonishing 13-game lead over the No. 2 Milwaukee Bucks

This will be the second and final meeting between the Kings and Celtics this season. The Celtics handed the Kings one of their worst losses of the season, winning 144-119 on Dec. 20 in Sacramento.

Scouting Sacramento

De’Aaron Fox put up 29 points, seven assists, seven rebounds and three steals in Thursday’s game against the Knicks, going 11 of 26 from the field and 6 of 13 from 3-point range. He is averaging 26.4 points, 4.6 rebounds, 5.7 assists and 2.0 steals with 22 steals in the past six gams

Domantas Sabonis averages 19.6 points, 13.7 rebounds and 8.3 assists. He continues to lead the league in rebounding, double-doubles (72) and triple-doubles (26). Sabonis has posted 59 consecutive double-doubles, the longest single-season streak since the ABA-NBA merger in 1976.

The Kings are missing third-leading scorer Malik Monk, who is out with a right MCL sprain. Monk, the NBA’s leading bench scorer and a top Sixth Man of the Year candidate, is averaging 15.4 points, 2.9 rebounds and 5.1 assists. Kevin Huerter (10.2 points, 3.5 rebounds, 2.6 assists) is also out after undergoing season-ending surgery to repair a torn labrum.

Keegan Murray has a green light to take his aggressiveness and scoring to another level with Monk and Huerter out. Murray is averaging 15.1 points and 5.3 rebounds on 46/36/82 shooting splits. The Kings also need maximum assertiveness from Harrison Barnes. The veteran forward is averaging 12.2 points while shooting 39.8% from beyond the arc, but he went scoreless on two field-goal attempts in 14:47 against the Knicks, resulting in him being benched for most of the second, third and fourth quarters.

Trey Lyles has been outstanding since returning from a nine-game absence due to a sprained knee, scoring 36 points on 13-of-27 shooting in three games. Sasha Vezenkov, who missed 22 games with a sprained ankle, went 3 of 7 from 3-point range with 11 points against the Knicks.

Davion Mitchell is averaging career lows of 4.9 points and 14.5 minutes per game on the year, but he has reestablished himself as a key rotation player over the second half of the season. Mitchell’s confidence is at an all-time high after shooting 47.6% from 3-point range in February and 41.7% in March. Over the past six games, he averaged 10.8 points while going 25 of 44 (.568) from the field and 11 of 18 (.611) from beyond the arc with 14 rebounds, 11 assists and one turnover.

Scouting Boston

Jayson Tatum, who could be a top-five MVP candidate, is averaging 27.2 points, 8.3 rebounds and 4.9 assists. He is shooting 47.4% from the field and 38% from 3-point range.

Kristaps Porzingis averages 20.4 points, 7.0 rebounds and 1.9 blocks while shooting 51.6% from the field and 37.1% from long distance. Jrue Holiday, an All-Defense candidate, averages 12.6 points, 5.5 rebounds and 4.9 assists while making 46.6% from the field and 43.3% from beyond the arc.

Sam Hauser (8.8 points, 3.4 rebounds, 43.8% 3FG), Al Horford (8.7 points, 6.4 rebounds, 42.3% 3FG) and Payton Pritchard (8.6 points, 3.2 rebounds, 3.1 assists, 37.7% 3FG) are playing key roles off the bench as the Celtics seek their 18th NBA championship.

Kings at Celtics

When: 4:30 p.m.

Where: TD Garden

TV: NBC Sports California, NBA TV

Radio: Sactown Sports 1140

Odds: Celtics -9.5

Over/under: 225.5

Injury report

Kings: OUT — Jordan Ford (G League); Kevin Huerter (shoulder); Mason Jones (G League); Malik Monk (knee); Jalen Slawson (G League).

Celtics: QUESTIONABLE — Jaylen Brown (hand); Derrick White (back). OUT — JD Davison (G League); Drew Peterson (G League); Neemias Queta (G League); Jaden Springer (knee); Jordan Walsh (G League).

Upcoming schedule

April 5 at Boston Celtics

April 7 at Brooklyn Nets

April 9 at Oklahoma City Thunder

April 11 vs. New Orleans Pelicans

April 12 vs. Phoenix Suns

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