boston city tours

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See the Best First

You’ve arrived! Now, get the insider’s view of the city aboard Old Town Trolley! We’ll take you to all the best spots first, giving you the most comprehensive sightseeing experience in Boston.

Boston's Largest Fleet

Old Town Trolley Tours has the largest fleet of trolleys in the city! So when you hop off, spend a few hours (or even just a few minutes) at any of the stops, you won’t have to wait too long for the next trolley. Less waiting time = More sightseeing time!

• 18 convenient stops

A city where history lives on every corner, Boston is brimming with attractions and significant historic sights. Old Town Trolley makes it easy to see all of them with 18 convenient stops.

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Summer Nights Tour and Charles River Cruise

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Ghosts & Gravestones Frightseeing Tour

Boston Tea Party Ships & Museum

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☆☆☆☆☆

★★★★★

1147 reviews

Old Town Trolley Tours of Boston 4.3

Choose Your Adventure

Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Boston and still see the best first!

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1-Day Old Town Trolley Tour

• 1 day of free unlimited re-boarding*
• 50% off Historic Harbor Cruise*
• $10 off Ghosts & Gravestones Tour*
• $6 off admission to Boston Tea Party Ships & Museum*
• $5 off Boston Summer Nights Tour & Charles River Cruise* (May 24 – September 2, 2024)
• 50% off admission at The Sports Museum*

2-Day Old Town Trolley Tour

• 2 consecutive days of free unlimited re-boarding**

• 2 hours including a private, 1-hour river cruise
• 45 minutes on the trolley with live narration through the city and across the Charles River into Cambridge
• Discover the beauty of Boston on the water as you board the Charles River Boat
• Our expert guides provide a captivating tour
• Boston’s only evening sightseeing trolley tour

Ghosts & Gravestones

• Explore Some of Boston’s Most Haunted Sites…
• Walk Amongst the Dead in Burying Grounds Nearly 400-Years-Old
• Exclusive Night-Time Access into Two of Boston’s Oldest Burying Grounds
• See Boston’s Most Haunted Hotel: The Omni Parker House
• Check for available days and times

• Journey Back in Time to the Famous Event that Changed American History!
• See Live Actors and High-Tech, Interactive Exhibits
• Visit Authentically Restored Tea Ships
• Dump Tea Overboard Just as the Sons of Liberty Did

Why use Old Town Trolley Tours in Boston

• Riding around Boston for over 40 years!
• All our tours are 100% live in real time - No pre-recorded narration
• The finest, most highly-trained and knowledgeable guides
• Unlimited hop-on & hop-off as often as you like all day long
• Proudly owned and operated in the United States

Old Town Trolley Tours is

Boston’s best hop-on, hop-off all day tour.

• Best view! Ride high above it all
• State-of-the-art stadium trolleys
• Every seat is the best seat!
• Most frequent service
• Comfortable padded seats for a pleasant tour

Your Vacation… All Mapped Out For You!

• Trolley Routes & Stops
• Helpful information
• Points of Interest
• Shopping & Entertainment
• Restaurants & Bars
• And much more!

OLD TOWN TROLLEY TOURS

What our guests are saying

We enjoyed greatly our tour today.

Our tour guide, Phoenix, was very knowledgeable, had a good wit, and shared many, many nuggets of information that made the trip interesting and full of energy. Even when we asked about other points of interest we thought he might know about he was able provide name and an interesting nugget about it. He met children’s interests as well as adults. Will definitely tell others about your service and have them look for Phoenix. Thank you all.

Old Town Trolley Tours

Hours: March 18 – October: 9am – 5pm. November – March 17: 9am – 4pm.

For more information, go to Old Town Trolley schedule information.

All schedules are subject to change. Please call for the most current information: (855) 396-7433

Nightly*. Starting at 6pm. *Call (855) 396-7433 for availability.

For more information, go to Ghosts & Gravestones schedule information.

Reservations are required. Call (855) 396-7433 for availability.

Go to Boston Tea Party Ships Schedule .

Reservations needed.

How long is the Boston tour route from start to finish? + -

Our Boston tour is 13 miles long and two hours from start to finish, but our route is designed for you to hop off at any stop, explore a Boston attraction or neighborhood, and hop back on when you are ready to resume your Boston sightseeing experience.

Do I have to start at stop #1? + -

You may start your Old Town Trolley Tour at any of our convenient stops. Click on Map and Stops to see a list of our stops with information about the attractions and points of interest at each stop.

What neighborhoods does the tour visit? + -

The tour visits South End, Back Bay, Historic North End, Beacon Hill, the Theater District, Downtown Crossing, the Seaport District, and Charlestown.

Does the tour run on holidays and holiday weekends? + -

For more information, go to tour schedules .

How often do tours run throughout the day? + -

We operate the city’s largest fleet of sightseeing vehicles and this allows us to pick up and drop off more frequently than any other tour company. The frequency of the trolleys depends on the time of the year, traffic, and weather conditions, but typically it is every 20 minutes. April – October: Daily. 9am – 5pm. November – March: Daily. 9am – 4pm.

What is the Freedom Trail, how large is it, and does Old Town Trolley cover it all? + -

The Freedom Trail is a 2.5-mile urban brick walking path that takes in different historical Boston sites. The trolley tour gets you close to many of the sites along the Freedom Trail, as well as all the other major points of interest around the city of Boston. Our Boston tours help you explore the entire Freedom Trail without having to walk it all on foot.

How can I explore Boston without a car? + -

If you’ve ever visited or plan to visit Boston, you’ll know that getting around can be a bit tricky. However, there’s an easy solution to that — the Old Town Trolley. Hop on, and you’ll be able to explore some of the city’s best attractions without the bother of driving or navigating traffic. Exploring Boston without a car is easier than you think thanks to Old Town Trolley. From historic sites and shopping to amazing food and beautiful beaches, Boston has something for everyone, and the trolley takes you to all the best spots.

What is the best way to see Beacon Hill? + -

Boston’s most picturesque neighborhood is Beacon Hill, an area that boasts stunning architecture, cobblestone streets, and charming boutiques. For those who want to make the most of their time and see Beacon Hill from a unique perspective, hopping on the Old Town Trolley is the way to go.

The first stop of the Old Town Trolley in Beacon Hill is at the Massachusetts State House. From this towering location, visitors can take in the stunning panoramic views of the city and the Charles River. The tour guide will provide visitors with fascinating facts about the State House’s history, including the famous codfish atop its dome, the symbol of Boston’s fishing industry.

The trolley then takes visitors through the heart of Beacon Hill’s residential area, a place filled with old brick houses, antique gas lamps, and postcard-perfect scenery. The highlight of this tour is undoubtedly the stop at the Old North Church, known as the church that started the U.S. Revolution.

Continuing down Beacon Hill, the trolley stops at the legendary Cheers bar, also known as the set of the hit TV show, “Cheers.” Visitors can sit at the same bar where Norman and Cliff once did, take photos, and enjoy the historic décor.

Boston’s Beacon Hill is a hidden treasure of American history, and the Old Town Trolley is the perfect way to experience it. From the State House’s panoramic views to the blue skies to stopping at a bar where everyone knows your name, this tour offers visitors a unique way to see the city’s hidden treasures while learning about Boston’s vibrant past.

Which are the must-visit attractions in Boston? + -

Here are some of the must-see attractions that you can explore on the Old Town Trolley Tour:

1. The Freedom Trail: This iconic 2.5-mile-long trail takes you through 16 significant historical sites that were crucial to the American Revolution. You’ll see the Massachusetts State House, Paul Revere’s House, Old North Church, the USS Constitution Museum, and more. The Freedom Trail is a fascinating way to learn about the city’s rich history.

2. Acorn Street: Located in Beacon Hill, this street is a throwback to Colonial times with its cobblestone streets, gas lamps, and impeccably preserved 19th-century homes. Its houses are some of the oldest in Boston, and their exteriors have remained mostly unchanged for over a century. Acorn Street’s timeless look and feel, mixed with its New England charm, has made it a favorite among filmmakers.

3. Boston Tea Party Ships & Museum: The Boston Tea Party Ships & Museum is an interactive, high-tech, floating museum. Unlike anything you’ve ever experienced before, this unique museum sits on a barge in the water and includes tours on restored tea ships and a stunning, interactive documentary that immerses you into the events that led up to the American Revolution.

4. Quincy Market: This colorful marketplace is a shopper’s paradise, with more than 100 vendors selling everything from souvenirs to food. You can indulge in some classic Boston dishes such as clam chowder or a lobster roll.

5. Bunker Hill Monument: This 221-foot granite obelisk commemorates the Battle of Bunker Hill, which was a pivotal moment in the American Revolution. You can climb to the top for a stunning view of the city.

Can you tour Boston at night? + -

Boston transforms into a picturesque and vibrant city at night, and it offers plenty of things to do for those who are up for some nighttime fun. If you’re visiting Boston this summer, there’s no better way to explore the city after dusk than taking the Boston Summer Night Tour by Old Town Trolley. You’ll be able to visit historic landmarks and hidden gems that are illuminated by the city’s glow. From the Old North Church and the USS Constitution, Boston has a plethora of iconic and historic landmarks to explore. From the stunning harbor views to the twinkling skyline at night, explore these sites under the cover of darkness, where the ambiance and atmosphere are simply magical.

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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.

Check prices & availability on:

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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Tags: Tours , Boston , Travel , Vacations , food and drink , New England Vacations , US Vacations

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THE 10 BEST Boston Tours & Excursions

Boston tours.

• Historical & Heritage Tours
• Walking Tours
• Sightseeing Tours
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Likely to Sell Out
• Special Offers
• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. Boston Hop-On Hop-Off Trolley Tour with 14 Stops

2. Freedom Trail: Small Group Tour of Revolutionary Boston

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

4. Tour of Historic Fenway Park, America's Most Beloved Ballpark

5. Boston Whale Watching Cruise by High-Speed Catamaran

6. The Revolutionary Story Epic Small Group Walking Tour of Boston

7. Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

8. Boston Small-Group Walking Food Tour With Tastings

9. Tour of Boston and Quincy: History and Fun

10. Boston Ghosts and Gravestones Trolley Tour

11. Boston Harbor Sunset Cruise

12. Boston Tea Party Ships & Museum Admission

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

14. Boston Freedom Trail Daily Walking Tour

15. Harvard University Campus Guided Walking Tour

16. View Boston Observation Deck Admission Tickets

17. Boston Seafood Lovers Adventure

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

19. Boston Signature Dinner Cruise

20. Boston Night Tour With Boston Sightseeing Double-Decker Bus

21. 1 or 2 Day Hop-On Hop-Off Trolley Tour with Harbor Cruise Option

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

23. Boston: North End to Freedom Trail - Food & History Walking Tour

24. Salem High Speed Ferry to/from Boston

25. The Small Group Boston Tour, I know secrets that others don't!

26. Boston Harbor Sightseeing Cruise

27. Sightseeing Day Sail around Boston Harbor

28. Walking Tour Downtown Freedom Trail + Beacon Hill & Copley Square

29. New York City Day Trip from Boston

30. Boston Small-Group Freedom Trail History Tour Pub Crawl

What travelers are saying.

• Francine P Quebec City, Canada 1 contribution 0 5.0 of 5 bubbles Enjoyable Tour Our guides Samiam (sp?) and Phillip were delightful! The tour was the right amount of time to give you an overview of Boston. They made several suggestions of things to see and do at each stop. I highly recommend this tour. Read more Review of: Boston Hop-On Hop-Off Trolley Tour with 14 Stops Written April 26, 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

• Marina P 1 contribution 0 5.0 of 5 bubbles Fantastic tour The tour guide Mike was great. He reached out in advance and close to the time of the tour. I was running late and he called to make sure I joined at the next site stop (this was a walking tour). He was knowledgeable and engaging with his group. I highly recommend 👍 Read more Review of: The Revolutionary Story Epic Small Group Walking Tour of Boston Written April 26, 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

• Freedom Trail: Small Group Tour of Revolutionary Boston
• Tour of Historic Fenway Park, America's Most Beloved Ballpark
• Boston Hop-On Hop-Off Trolley Tour with 14 Stops
• Boston Tea Party Ships & Museum Admission
• Harvard University Campus Guided Walking Tour
• North End Boston Food Tour
• Intrepid Urban Adventures - Boston
• Mobsters and Lobsters
• Walk & Talk Boston Walking Tours
• Trailblazer Tours Boston - Private Tours
• Cambridge Historical Tours
• Night Rider Private Charters of Boston
• Boston Chinatown Tours
• PhotoWalks Tours
• Boston Foodie Tours
• Tuckamore Aviation
• The Motorsport Lab
• New England Aquarium Whale Watch
• Boston Crime Tour
• Boston Segway Tours
• Boston's "Politically Incorrect" North End Food Tour

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The 13 best Boston city tours

Get to know the Hub on these culinary and history walks, sightseeing jaunts, market treks and other city tours

Bostonians would sooner root for the Yankees than endure the indignities of a slow-moving city tour with a bunch of non-natives, but that doesn’t mean we still don’t love exploring the best Boston attractions with savvy visitors in tow. From the best free things to do in Boston to the best museums in Boston , the Hub offers plenty of cultural options and activities. While it’s easy to hit the pavement and enjoy “America’s walking city” at your own pace, if you really want to dig deeper and learn all about the area’s rich, unique history and culture, make your plans now to check out these cool Boston city tours.

RECOMMENDED: Full guide to the  best   things to do   in Boston

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Best Boston city tours

1.  Fenway Park Tour

• Things to do
• Sport events
• Fenway/Kenmore

This is the one you haul all the out-of-towners to—mostly because you can’t wait to go yourself. The hour-long tour includes player and ballpark history and visits to the press box and Pesky’s Pole; depending on the guide, you also might visit the bullpens and peek behind the anachronistic scoreboard. Game-day tours are available as well—hours, options and prices vary, check the website for special event info and restrictions.

2.  Historic Sightseeing Cruise

This narrated, 90-minute sightseeing tour takes you around some of the Harbor Islands while recounting the city’s history as a shipping port, as well as the role that the harbor played in the Revolutionary War. Just prepare yourself for the conditions (tours are offered daily, year-round), as well as the inevitable real estate envy when you sail past all the stunning waterfront condos. 

3.  Samuel Adams Brewery Tour

• price 1 of 4

For a city that’s often hamstrung by booze-related blue laws, Boston sure has a fine collection of breweries. The city’s most famous brewer is Samuel Adams, the Revolutionary and “maltster” after whom the brewery is named. Tours of the Jamaica Plain facility run daily (except for Sundays) and are free, although there is a suggested charitable donation of $2. You’ll taste the malts, smell the hops and enjoy multiple samples.

4.  Boston Public Library Art and Architecture Tour

• Attractions
• Libraries, archives and foundations

You can spend years visiting the BPL and never have proper knowledge of the beauty contained within. These free, volunteer-led tours—no appointment needed—offer architectural insight into both the original Renaissance Revival McKim building and the modernist Philip Johnson wing (added in 1972). Even longtime patrons are impressed by the sheer volume of oils, tapestries and sculptures populating the halls, including the John Singer Sargent murals that took some 30 years to create. 

5.  Freedom Trail Tour

The Freedom Trail  often gets a bad rap among locals, some of whom are tired of the gussied-up guides posing as historical figures as they shuffle tourists through the historical sites. If you don ’ t want to take a guided tour, it ’ s easy to enjoy the lovely self-guided stroll, two and a half miles that remind you of the city’s unparalleled Colonial and Revolutionary history. And if the trail has only whetted your appetite for historical discovery, consider taking a self-guided tour along the Black Heritage Trail or the Women’s Heritage Trail .

6.  Arnold Arboretum Tour

• Parks and gardens
• Jamaica Plain

This Jamaica Plain respite is worth a visit, in part due to the oldest and largest collection of lilac bushes in the world, predating even the founding of the arboretum in 1872. Free weekend tours will help better acquaint you with the vast expanse of flora. Check ahead to confirm hours and weather cancellations, and look into special seasonal themed tours that focus on one species, like the greenhouse collection of potted bonsai plants.

7.  Old State House Tour

• Historic buildings and sites

Designed by Bulfinch and completed in 1798, this magnificent structure replaced the old legislative building across Boston Common, which had been the headquarters of the British government. Included with admission, tours help visitors understand how the Old State House was the political center of Revolutionary Boston. Enthusiastic guides explain how the voices of John Hancock, Samuel Adams, and others rang out from the halls and changed American history forever.

8.  North End Market Tour

Even if you’ve eaten in the North End before,  Boston Food Tours ’  exploration of the neighborhood will take your knowledge to another level by teaching (and feeding) you along the way. On the tour you ’ ll learn how Italians ’ food traditions were adapted to America, while acquiring insider cooking tips and discovering where to buy the very best ingredients. At multiple stops, you ’ ll learn about the very best of the neighborhood, ensuring you ’ ll get more out of your future visits.

9.  Ghosts & Gravestones Tour

Our city’s history is not all puppy dogs and rainbows—death, disease and crime make sizeable appearances as well. By taking a Ghosts & Gravestones tour (days/times vary by season), you will learn about murders and executions like the ones that took place on the Boston Common. Try not to be spooked by stories of paranormal activity at the Omni Parker House or the legend of the Boston Strangler.

10.  Walks with the Local AMC Chapter

The Appalachian Mountain Club wants to show you parts of Greater Boston you’ve never explored before. Year-round hikes and nature walks, both accessible and challenging, take you all around the state (and sometimes New Hampshire, too), lasting anywhere from 3 to 20 miles. Dates and times vary, and walks cost just $1 if you’re not an AMC member.

11.  Castle Island Park and Fort Independence

• South Boston

Locals sometimes forget about the 1850 granite bastion known as Fort Independence, poised at the ocean end of South Boston on Castle Island. It’s a good spot for an all-day picnic, or to pretend you’re going on a medieval raid. Free tours of the fort are offered on summer weekends; check in advance for details.

12.  Boston Lobster Tours

Trap-to-table is the only way to eat your favorite crustacean. Take a tour aboard a legit Downeast-style lobster boat with up to three other friends (bench seating is offered), and cruise around the Boston Harbor for 75 minutes, learning about the local industry and hauling up two traps of your own; whatever is of legal size is yours to keep and (presumably) eat.

13.  City Wine Tours

Two hours of wine drinking under the auspices of learning? Yes, we imagine a few Bostonians would partake. Choose between four neighborhoods—South End, Back Bay, North End or Assembly Row in Somerville—then join an intimate group led by a wine connoisseur. The guide leads you to top-notch hot spots where you’ll learn how to taste, pair and buy fine wines.

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Top Tours in Boston, MA

Boston tours.

• Historical & Heritage Tours
• Walking Tours
• Sightseeing Tours
• Up to 1 hour
• 1 to 4 hours
• 4 hours to 1 day
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• Likely to Sell Out
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• The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

1. Boston Hop-On Hop-Off Trolley Tour with 14 Stops

2. Freedom Trail: Small Group Tour of Revolutionary Boston

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

4. Tour of Historic Fenway Park, America's Most Beloved Ballpark

5. Boston Whale Watching Cruise by High-Speed Catamaran

6. The Revolutionary Story Epic Small Group Walking Tour of Boston

7. Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

8. Boston Small-Group Walking Food Tour With Tastings

9. Boston Ghosts and Gravestones Trolley Tour

10. Boston Harbor Sunset Cruise

11. Boston Photowalk

12. Boston Tea Party Ships & Museum Admission

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

14. Boston Freedom Trail Daily Walking Tour

15. Harvard University Campus Guided Walking Tour

16. View Boston Observation Deck Admission Tickets

17. Boston Seafood Lovers Adventure

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

19. Boston Signature Dinner Cruise

20. 1 or 2 Day Hop-On Hop-Off Trolley Tour with Harbor Cruise Option

21. Day Trip from Boston To Salem Witch Exhibits

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

23. Boston: North End to Freedom Trail - Food & History Walking Tour

24. Salem High Speed Ferry to/from Boston

25. The Small Group Boston Tour, I know secrets that others don't!

26. Boston Harbor Sightseeing Cruise

27. Sightseeing Day Sail around Boston Harbor

28. Walking Tour Downtown Freedom Trail + Beacon Hill & Copley Square

29. New York City Day Trip from Boston

30. Boston Small-Group Freedom Trail History Tour Pub Crawl

What travellers are saying.

• Francine P Quebec City, Canada 1 contribution 0 5.0 of 5 bubbles Enjoyable Tour Our guides Samiam (sp?) and Phillip were delightful! The tour was the right amount of time to give you an overview of Boston. They made several suggestions of things to see and do at each stop. I highly recommend this tour. Read more Review of: Boston Hop-On Hop-Off Trolley Tour with 14 Stops Written 26 April 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

• Marina P 1 contribution 0 5.0 of 5 bubbles Fantastic tour The tour guide Mike was great. He reached out in advance and close to the time of the tour. I was running late and he called to make sure I joined at the next site stop (this was a walking tour). He was knowledgeable and engaging with his group. I highly recommend 👍 Read more Review of: The Revolutionary Story Epic Small Group Walking Tour of Boston Written 26 April 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

• Freedom Trail: Small Group Tour of Revolutionary Boston
• Tour of Historic Fenway Park, America's Most Beloved Ballpark
• Boston Hop-On Hop-Off Trolley Tour with 14 Stops
• Boston Tea Party Ships & Museum Admission
• Harvard University Campus Guided Walking Tour
• North End Boston Food Tour
• Intrepid Urban Adventures - Boston
• Mobsters and Lobsters
• Walk & Talk Boston Walking Tours
• Trailblazer Tours Boston - Private Tours
• Cambridge Historical Tours
• Night Rider Private Charters of Boston
• Boston Chinatown Tours
• PhotoWalks Tours
• Boston Foodie Tours
• Tuckamore Aviation
• The Motorsport Lab
• New England Aquarium Whale Watch
• Boston Crime Tour
• Boston Segway Tours
• Boston's "Politically Incorrect" North End Food Tour