black history tour portland maine

@BLACKTRAVELMAINE

Our mission is to expose Black and multiethnic travelers and organizations to the cultural beauty, richness and delightfully friendly people of the gorgeous State of Maine. Our custom curated cultural tours will highlight everything from the arts, entertainment and the spectacular food Maine has to offer visitors from around the World in hopes to help dispel the age old myth of, "why go there it is too cold and too white."

Welcome to Maine

Nestled on the northeastern coast of the United States, Maine boasts a rich history, scenic landscapes, and bustling coastal towns. Whether you're looking for adventure in the great outdoors, or a relaxing getaway, Maine has something to offer for everyone. With its rugged coastline, dense forests, and rolling hills, Maine is a true gem waiting to be explored. Come join us and discover the beauty and charm of this incredible state.

Maine is a top travel destination for those seeking adventure and relaxation. From scenic hikes in Acadia National Park to indulging in fresh seafood, there's something for everyone to enjoy in this stunning state. Whitewater rafting is a must for any, and visiting the state's lighthouses is a unique way to take in the scenery. Portland's art scene is vibrant and not to be missed, and going on a whale watching tour is a once-in-a-lifetime opportunity. The Penobscot Bay Islands offer a peaceful getaway, while kayaking and ice fishing are exciting activities to try. The Moosehead Lake Region is a popular spot for boating and fishing. With so much to see and do, Maine is the perfect destination for those looking to escape and immerse themselves in nature.

About Our Founder

Lisa Jones founded the proprietary booking engine Worldwide Group Travel & Events in 2006. Her mission has always been to provide a unique blend of travel and event-planning services for large and small travel groups. With over 20 years of corporate digital marketing experience marked by a unique ability to spot emerging trends, Jones established the Worldwide Group Travel & Events platform to help meet the needs of the growing market that most of her contemporaries virtually ignored – group travel. Long before other professionals noticed, she knew that solo travel and “tribe travel” –people seeking unique, authentic travel experiences shared with others – would mark a new era for the travel industry.

Providing seamless travel is her expertise, the founder of the experiential travel series Jamaica Fit Trip previously featured twice on Fox 5 Good Day New York. Along with being featured in Black Enterprise Magazine both online in their print edition. Lisa’s specialty in luxury destination wedding planning landed her a featured article in Contemporary Bride Magazine and Style me Pretty blog.  The technology behind Worldwide Group Travel has attracted groups from as far away as Poland and Brazil. With a 17+ year history, her technology exceeds the powers of leading hybrid travel agencies like Expedia, Travcoa, Kayak and many others.

Upcoming Tours

Highlights of maine : arts & culture tour.

August 2-8, 2024

The Black Travel Maine Summer Tour 2024 offers an exclusive and meticulously curated experience that celebrates the richness of Black History, culture, art, and culinary delights in Maine. With two distinct options available, the tour commences on August 2, 2024, in the enchanting city of Portland, Maine, concluding on August 5th for Option 1 or August 8th for Option 2. Attendees are kindly requested to arrange their own travel to and from Portland, where an unforgettable adventure awaits.

Host Your Event in Maine

Allow us to plan your next event for your organization in Maine. Whether it is a company excursion, a sorority or fraternity conference, a family reunion, your next sports tournament, or just a ski trip, our custom curated tours got you covered!

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Portland Freedom Trail

Location: Portland Region: Greater Portland & Casco Bay Activity: Self-Guided Walking Tour

An immersive way to see and learn about Maine’s African American history is to follow the Portland Freedom Trail, which wends through downtown Portland for about two miles through downtown Portland.

The Portland Freedom Trail is a self-guided tour through some of Portland’s oldest and most historic neighborhoods. The Trail will take you to important sites in African American history, specifically those dealing with 19th-century Black Mainers who stood in the vanguard of the fight against slavery.

By the early 19th century, Portland had a small, vital African American population. Black Mainers were raising families and running small businesses. Many worked in maritime trades as sailors, longshoremen and fishermen. As the country was roiled by the question of slavery, African Americans in Maine became leaders in the anti-slavery movement, founding and leading local organizations. They were also conductors in the local Underground Railroad, spiriting formerly enslaved people through Maine to freedom in places like Canada.

Included on the Freedom Trail is the Abyssinian Meeting House , the third-oldest African-American meeting house that survives in America; Mariners’ Church, which once held an anti-slavery bookshop; and sections of Portland’s waterfront, where local African Americans worked to move the formerly enslaved along the Underground Railroad. Also on the trail is the home of Elias and Elizabeth Widgery Thomas, located at 53 India Street, which was known as a safe house for fugitive slaves, and the home of Charles Frederick Eastman, a conductor on the Underground Railroad, is located near the Abyssinian Meeting House.

The markers for the Portland Freedom Trail were designed and created by Daniel Minter , a Portland contemporary artist. In 2019, Minter co-founded the Indigo Arts Alliance , cultivating the work of African American artists. The gallery is located on Cove St.

Driving Distance:

From Lewiston/Auburn: 35 miles From Bangor: 130 miles

Businesses & Organizations

• Maine's Heritage

Thomaston Place Auction Galleries - July Splendor 2023

Thomaston Place Auction Galleries announces their annual summer feature auction, July Splendor, which will include fine art, antique, custom & modern design furniture, jewelry & watches, estate silver, Asian artifacts, folk art & marine items and more.

Phone: 207-354-8141

Website: thomastonauction.com

Address: 51 Atlantic Hwy , Thomaston

Southern Aroostook Agricultural Museum

The Southern Aroostook Agricultural Museum showcases the rich rural heritage of Aroostook County, Maine.

Phone: 207-538-9300

Website: southernaroostookagriculturalmuseum.org

Address: 1664 US Highway 1 , Littleton

Portland by the Foot guided historical walking tours

Guided walking tours that will knock your socks right off!

Phone: 207-200-5885

Website: www.portlandbythefoot.com

Address: PO Box 784 , Portland

Embark Maine Tours - Walking Tours of Bath, Maine

Walking tours of historic Bath, Maine, the City of Ships.

Phone: 207-208-7639

Website: www.embarkmainetours.com

Address: Downtown Bath, Maine , Bath

Windjammer Emporium Maritime Heritage Exhibit

Highlighting local maritime history.

Phone: 207-315-6125

Address: 16A Wharf St. Pier 1 , Boothbay Harbor

Veterans Count Heroes Wall

A beautiful monument to Maine's Veterans, the Veterans Count Heroes Wall is a place for reflection and giving thanks to all who have served our great country. With two great locations- this monument is one to top your list when visiting Maine.

Phone: 207-828-0754

Website: vetscount.org

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Maine transportation museums, maine history & heritage, androscoggin river history, get inspired at the maine quarterly, jennifer neptune, the woodenboat school.

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Travelers from all U.S. states are able to travel to Maine without providing a negative COVID-19 test result or quarantining, unless otherwise determined by the Maine CDC. International travelers from approved countries will be subject to any federal requirements for travel.

Learn how our safe travel protocols are helping ensure everyone's visit is a safe one.

Portland Black History Tour

Trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality.

Maine’s earliest settlements couldn’t have existed without Black labor, skill, and insight — and since those first moments, Black Yankees have agitated and organized to resist indignity and realize power. They founded Maine communities, overturned slavery statewide, drove our maritime industries, and crossed color boundaries.

Walking tour is 2 hours long and 1.5 miles. It’s offered Daily April 1 – November 9, 2024. And it’s amazing.

Like, it’ll blow your mind.

For more details and online booking, visit www.portlandbythefoot.com .

2 Hours | Portland, Maine Hidden Histories Walking Tour

• Two hour fully narrated guided tour.
• Donation toward restoring the Abyssinian Meeting House, America's third-oldest standing Black church
• 10% off water tours with Portland Paddle (instructions at confirmation)
• A tip for your guide!
• Post Office Park, 167 Middle St, Portland, ME 04101, USA Meet at the corner of Middle and Exchange Streets by the boulders in the park. Your guide will be holding a sign that says "Portland by the Foot." Arrive 10 minutes early so we can leave on time. This is one half mile from the cruise ship terminal.
• Bell Buoy Park, 54 Commercial St, Portland, ME 04101, USA Bell Buoy Park is on Commercial Street at the Casco Bay Lines ferry terminal. If you need to head back to where we started, it's only 0.3 miles (6-minute walk) away. It's also next door to the cruise ship terminal. Or sit a while to enjoy the ocean views!
• Wheelchair accessible
• Stroller accessible
• Service animals allowed
• Near public transportation
• Transportation is wheelchair accessible
• Surfaces are wheelchair accessible
• Confirmation will be received at time of booking
• Most travelers can participate
• Pets are not allowed on tours unless medically required.
• This tour/activity will have a maximum of 15 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.
• Commercial Street

Similar experiences

• You'll start at Post Office Park 167 Middle St, Portland, ME 04101, USA Meet at the corner of Middle and Exchange Streets by the boulders in the park. Your guide will be holding a sign that says "Portland by the Foot." Arrive 10 minutes early so we can leave on time. This is one half mile from the cruise ship terminal. See address & details
• 1 Downtown Stop: 45 minutes See details
• 2 Old Port Stop: 45 minutes See details
• 3 Commercial Street Stop: 30 minutes See details
• You'll end at Bell Buoy Park 54 Commercial St, Portland, ME 04101, USA Bell Buoy Park is on Commercial Street at the Casco Bay Lines ferry terminal. If you need to head back to where we started, it's only 0.3 miles (6-minute walk) away. It's also next door to the cruise ship terminal. Or sit a while to enjoy the ocean views! See address & details

• 46merediths 0 contributions 5.0 of 5 bubbles History Gem We’re locals, and tickets for this tour were gifted to me and my husband. I’m so glad, because we may not have found it on our own. The tour was so fascinating. I highly recommend for both tourists and locals. Thanks for an awesome tour, Dugan! Read more Written April 14, 2024
• dleewilloughby 0 contributions 4.0 of 5 bubbles Well Done Sir! Duggan and his wife have a very nice tour business. The instructions/information about the tour were sent ahead of time. (Also a Liability Waiver to sign...so smart!) The instructions were thorough with a sense of humor thrown in. The tour was paced just right with enough time at stops. Duggan has a great wit and a firm grasp of the history of Portland, which I believe is his home town. Additionally, he always had time for questions. What I thought would be a rather boring port of call, was made interesting and enjoyable! Read more Written November 19, 2023
• Parker_An_Icon 0 contributions 5.0 of 5 bubbles Who knew???? Where do I start????? Dugan was TRULY AMAZING!!! He was so knowledgeable and passionate about the Black Experience in Portland, I truly had no idea. I kept asking him to repeat himself.. I was taking ssssoooo many notes!!!!! 😂😂 I should have recorded him.. he was EXCELLENT!!!!!!! Smart!!! He has truly done his research. He was dropping so much history, I felt as though I needed to research more history of the Black Experience in the north. No matter what part of the world we are in, you will always find Black History. The gems Dugan was dropping from the past are still relevant today!!! Thank you for seeing us!🤎🤎🤎🤎🤎. Taking his time to show the relevance of the Black Experience meant a lot to my sweetie and I. Thank you Dugan!!!!! We will be back!!! By the way… The Highroller… Good Choice!!!!👍🏽👍🏽👍🏽 Read more Written November 19, 2023
• pattilaugh 0 contributions 5.0 of 5 bubbles Sign-up!! Such a fun walking tour. Dugan is on-point! He is a wealth of knowledge and is enthusiastic to share all he knows about Portland AND a great storyteller. What more could you want in a walking tour! Read more Written November 5, 2023
• Connector24220754609 0 contributions 5.0 of 5 bubbles Packed with information and fun! Our guide Dugan showed us so many aspects of Portland’s history in an energetic and participatory lesson. He was so serious and earnest that the hilarious jokes he included were unexpected and even funnier as a result. Highly recommended to people of all levels of interest in history and culture! Read more Written October 16, 2023
• Ppdoc123 0 contributions 5.0 of 5 bubbles Fantastic tour of historic Portland! Best tour guide ever! Dugan took our group all around the historical places in Portland yesterday and was incredibly knowledgeable and funny and made this walk most enjoyable. I learned a lot about Portland that I never before knew and Dugan made this learning fun. Everyone in our group of around 16 people loved this tour and strongly recommend Dugan for a very informative fun filled tour of Portland. Read more Written October 16, 2023
• LindaR157 0 contributions 5.0 of 5 bubbles Loved Portland by the Foot's Black History Tour! We loved this tour! Unlike another walking tour we did in Boston, Dugan hasn't just memorized facts, but he is PASSIONATE about the history of Portland, and specifically about the Black history of Portland. During our tour, one of the other couples who joined had information on a gentleman not often mentioned in the history books, but who Dugan has been collecting information about. It was so much fun watching a true historian corroborate information and collect new facts with such pure joy. The tour proved to be a great introduction to the city, while also teaching us about the many significant contributions (and suffering) by the Black residents of Portland over the past few centuries. Dugan is witty, kind, and crazy smart. For those who might be wary that a "Black history" tour might get political, Dugan just stuck to the facts - there was nothing in the tour that was divisive. It would be a great way to spend the day as a family (probably tweens and older would have a great time), even if everyone doesn't see eye to eye on our polarized political discussions. We HIGHLY recommend doing one of Portland by the Foot's tours - It was truly eye-opening and entertaining at the same time! Read more Written October 15, 2023
• tnestore 0 contributions 5.0 of 5 bubbles Hidden history of Portland Maine Guide was well informed and presented a comprehensive history of the city with well researched, informative and interesting details. He presented the information with enthusiasm and it was clear he loves his history. We thoroughly enjoyed the tour and would have taken another one if time permitted. Definitely a must do! Read more Written October 14, 2023
• Ladonna1968 0 contributions 5.0 of 5 bubbles A Must! Dugan, the guide and owner, is pleasant and has a sense of humor as he deliveries the extensive history of Portland. He is engaging and interactive. This is the best tour in the city! Just book it. Read more Written October 12, 2023
• S3972GKnicolek 0 contributions 5.0 of 5 bubbles Interesting and fun! The tour was super interesting! As a local, I thought I knew a lot about Portland but this tour had so many interesting stories that I hadn't heard before. It was an easy walk and Dugan was considerate of people who might have wanted to sit for a moment. Highly recommend and would definitely go again! Read more Written September 28, 2023
• Y4100ZNevanc 0 contributions 5.0 of 5 bubbles Dugan is a Natural! Dugan's passion for the history of Portland is infectious! He shared stories puzzling and shocking, absurd and impactful, terrible and thought provoking. I am a Portland Resident and learned a ton that I had never heard about. The stories and information were engaging and detailed. The description of this tour ends with the long list of prehaps-taboo subject that will be covered, but the tour is done in the spirit of honesty and understanding, not sensationalism. I brough my 9yo and 11yo sons, and some of the subject matter was a lot for them, but they were captivated. I certainly plan to check in with them on what they heard. Dogan did a wonderful job connecting the events of Portland with the complicated history of our Country. Read more Written September 26, 2023
• LoriW688 0 contributions 5.0 of 5 bubbles Fabulous Black History Tour We really enjoyed our Black History Tour on our recent visit to Portland. Having never been to the city, or Maine, it was a great way to get an historical overview of the city’s important African American figures and cultural heritage. Dugan really knows his stuff. He made it fun & informative, full of tidbits of background info not commonly known, and presenting these stories with humor and style. Having become big Dugan fans, we HIGHLY recommend touring with him if you have the chance. And, ask where to find a great Italian sandwich—it was delicious! Read more Written September 25, 2023
• Keys1998 0 contributions 5.0 of 5 bubbles Informative and very interesting My husband and just took this tour. We were actually the only 2 people as it seemed no one else had booked for this night. ( It had called for rain). We had a great time and we’re given a great deal of information. The tour guide was well educated and well informed. There was so much information I don’t think I can remember it all. I would highly recommend this tour for anyone interested in history of things not usually discussed. Read more Written September 13, 2023
• leiyahs 0 contributions 5.0 of 5 bubbles To make America great again, remember that it didn't become great without the sacrifice of immigrants! Amazing and informative! Dugan was probably as excited as we were to relive our ancestral history. The wealth of knowledge and legacies are still thriving today! Dugan had great backstories and even live testimonies from family members. I'd definitely do the tour again! Read more Written September 12, 2023
• 133susanm 0 contributions 5.0 of 5 bubbles Incredibly enjoyable! Dugan really made this tour work. He is a great story teller, weaved in a huge amount of interesting history with wit and humor. He made us think, he quizzed us lol (don’t worry) It was so enjoyable I could not believe 2 hours passed! I definately recommend this tour. Read more Written September 11, 2023

More to explore in Portland

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2 Hours | Portland, Maine Hidden Histories Walking Tour provided by Portland by the Foot

16 Awesome Walking Tours in Portland, Maine

Portland, Maine is a beautiful city that’s perfect for taking a walking tour. With its historic architecture, coastal views, and delicious fine dining restaurants , diners , and cafes, there are plenty of sights to take in.

It also happens to be Maine’s largest city, so you get all the energy of a city without all the crowds (well, some places can be kind of crowded).

From a cultural exploration of the city to a jaunt along the waterfront in Old Port, each of the walking tours offers something unique. Whether you’re looking for a leisurely walk around town or an in-depth look at local history and culture, there are tours to suit all interests.

You can choose from a variety of walking tours, including learning about Portland’s cool history , a culinary journey through some of the best eateries in town, or even a craft beer tour .

Whether you’re an architecture buff, a foodie, or just looking for some fresh air and exercise, there’s something for everyone on these fun Portland Maine walking tours.

If you know you are coming to Portland but aren’t sure where to stay, why not opt for a place with an indoor pool? Here are the top-rated hotels in Portland that have indoor pools .

No matter which tour you choose, you can be sure to get an unforgettable experience while exploring the best of Portland Maine on foot. So lace up your shoes, grab your camera or phone, and get ready to experience a wonderful walking tour of the city!

Walking Tours Portland Maine

✅ Walking Tours: Portland, Maine’s History

Exploring the history of Portland, Maine is a great way to really get to know this vibrant city. For those looking for an in-depth look into the past, guided walking tours offer a unique opportunity to explore the historic sites, culture, and stories of the area.

Whether you’re interested in learning about the city’s founding fathers or seeing the grandeur of its post-Industrial Revolution architecture, there’s something for everyone on these informative, educational tours.

With an engaging, and often locally-raised tour guide who shares their passion and knowledge of Portland’s past, visitors will learn about everything from the city’s maritime history to its vibrant food culture.

So put on your walking shoes and get ready to explore the past of this beautiful city!

Walking Tours Portland Maine: History Tours

1. a walk through time tour in portland.

~$50/two ppl

If you’re looking to explore Portland’s history, join this captivating walking tour. You’ll have the opportunity to view many amazing attractions throughout the historic cobblestone streets of Old Port, downtown, and the waterfront area.

Your experienced guide will share intriguing stories of Portland’s rich past. Snacks are provided for all participants and group sizes are capped at 20 people!

Book, or Learn More About A Walk Through Time Here

2. Portland Hidden Histories Walking Tour

~$49/Two ppl

Discover Portland’s unique culture as you explore the city with a local guide. Learn about the tenacious souls who have shaped Portland’s identity through centuries of rebuilding, uncovering stories both inspiring and awe-inspiring.

As you wander down historic avenues, your curiosity for this vibrant destination will be sure to grow! Explore the eons of history in Portland’s historic Old Port and working waterfront on this Hidden Histories Tour!

Feel the palpable presence of Indigenous Wabanaki leaders’ earliest relationships with European colonizers as you are taken through a 1.5-mile route along historic streets like Congress Street, The Old Port, and Commercial Street.

This tour offers an exclusive collection of hidden histories over the course of the 2-hour walking tour that are not offered in other tours. It is sure to be entertaining and informative all at once!

Book, or Learn More About Hidden Histories Tour Here

3. Portland Black History Walking Tour

~$49/two adults

Step back in time and see the journey of the Black Portlanders who strived to move our city, state, and nation toward freedom, democracy, opportunity, and equality.

The success of Maine’s early settlements was propelled by Black labor, expertise and intelligence – all while they continually fought against oppression in order to gain power. Join this guided tour that will walk you through these monumental moments!

Explore the incredible history of Maine and some legendary people of the area with the Portland Black History Tour. With two hours of captivating narration, you will journey 1.5 miles through the Old Port and East End neighborhoods.

You’ll discover stories that are often overlooked in traditional tours- such as those who founded local communities, overturned slavery statewide, drove maritime industries, gained political influence, and fought for equal rights.

Created by uncovering piles of research and historic documents, this tour will open your eyes to a different, and unexpected, history.

Book, or Learn More About Black History Walking Tour Here

4. Portland Women’s History Walking Tour

Portland women have served as driving forces of the city’s culture and national progress toward equality.

Listen to the stories of incredible women, such as the Indigenous Penobscot performer who shifted immigration policy, a Chinese immigrant laundress named American Mother of the Year, a white tavern keeper confronting British Navy ships, and an enslaved Black maid abolishing slavery in her state!

Their indomitable spirit shines through their outstanding accomplishments both within factories and on ballots. Unlock the captivating charm and rich history of a city that was almost lost had it not been for the substantial power of women.

Hear stories told with humor, heart, and abundant enthusiasm by your guide, a Portland native. Explore museums, grand row houses, noble churches, and flawless Federal-style mansions on this two-hour walking tour across 1.3 miles through Portland’s Arts District and West End neighborhood!

Book, or Learn More About Portland Women’s History Walking Tour Here

5. Downtown Portland: Coastal Vibe and Old Mansions

During this self-guided tour, you’ll embark on an enlightening journey as you go back in time to the City Hall, where a rich history awaits.

You’ll be in good hands with your tour guide who will then lead you down Congress Street – Portland’s most celebrated thoroughfare – and introduce you to iconic and historic landmarks such as Monument Square, the Wadsworth-Longfellow House, and the Museum of Art.

Afterward, explore the city’s architectural masterpiece: Victoria Mansion. Boasting an impressive and intricate Italianate design, it is one of the area’s prized attractions. Then, make your way to Old Port, an amazing port district with plenty of historical charm.

Wander through its antique stores, art galleries, and picturesque buildings for hours on end, or enjoy some delicious seafood in any one of its top-rated restaurants! Old Port is one of the best places in Portland to do all those things all within a short distance of each other.

When you return to Congress Street, prepare to be awestruck by the grandeur of the Gothic Cathedral of the Immaculate Conception. You’ll also have an opportunity to climb up the Portland Observatory for unbeatable 360-degree scenic views!

To top it off, the tour will conclude at the Eastern Promenade where spectacular ocean vistas and a myriad of historical monuments await—it’s sure to create lasting memories of your stay in Portland.

Book, or Learn More About Coastal Vibes & Old Mansions Here

Walking Tours Portland Maine: Culinary Tours

✅ Walking Tours: Portland, Maine’s Culinary Scene

If you’re a foodie, then Portland, Maine is the perfect destination for you! With its abundance of delicious eateries and unique culinary experiences, it’s no surprise that many people flock to this city to sample its cuisine-it’s definitely home to the hottest restaurants in the state.

(While Portland restaurants might dominate, there are amazing fine dining spots around the state as well. )

Now, you’ll have the chance to explore the best restaurants in town on foot – with walking tours of Portland Maine’s culinary scene. From enticing seafood restaurants to mouthwatering bakeries, these guided tours offer a tasty exploration of the city’s best eateries.

Learn about the area’s unique food culture as you sample local specialties and get behind-the-scenes looks at some of Portland, Maine’s best restaurants. So grab your appetite and get ready for an unforgettable foodie adventure!

6. Old Port Culinary Walking Tour from Portland

~$140/two ppl

Aspiring epicures can wander through Portland’s picturesque Old Port on their own, but to expose the city’s hidden gems and authentic culinary delights, a Maine foodie tour with a reliable guide is the best bet.

Uncover all that Portland has to offer with this guided foodie tour. You’ll visit up to six eateries and tantalize your taste buds with enough samples for an entire meal! With one exciting tour, you get an unforgettable experience of some of Maine’s finest fare.

With no more than 14 travelers, you’ll get familiar with the local food as your guide regales stories about Portland’s lively culinary scene. Visit five to six eateries along Commercial Street in the heart of Old Port and savor delicious Maine-inspired cuisine!

Book, or Learn More About The Old Port Culinary Walking Tour Here

7. Donut Tasting Walking Tour: Portland’s Old Port

~$45/two ppl

Portland, Maine has made a name for itself as one of the top culinary hotspots nationwide. Okay, so you might not think of donuts when you think culinary tour, but that would be a mistake!

On this tour, you’ll get an awesome opportunity to savor some of the city’s best donuts while also gaining insight into its remarkable history! Your guide will take you to The Holy Donut (famed everywhere!), and you won’t have to wait in line!

You’ll also visit other local favorites that are equally delicious. What an awesome memory–an unforgettable journey through Portland’s delectable doughnut scene!

Book, or Learn More About Donut Tasting Walking Tour Here

✅ Walking Tours: Portland, Maine’s Beer Scene

Portland, Maine is becoming a well-known destination for its craft beer scene. With so many breweries to choose from, it can be hard to know where to start. But now, visitors can explore the city’s best beer offerings on foot!

Guided walking tours of Portland Maine’s beer scene offer a unique opportunity to get in some craft beer tastings while learning about its history. Get an insider look at the area’s breweries as you sip your way through this beautiful city.

So grab a map and get ready for an adventure that takes you to the best beer spots in Portland!

8. Old Port Walk, Talk, and Taste Brewery Tour

~$87/two people

Take a guided, leisurely, walking tour and discover the storied past of Portland’s waterfront.

Explore prohibition-era landmarks as you learn about importing goods to the area while sampling delicious beer from three iconic local breweries: Shipyard Brewing Company, Gritty McDuff’s, and Liquid Riot Bottling Company.

Travel in small groups with an experienced local guide on comfortable minibuses (though you are walking for the tour of the breweries) for maximum enjoyment. Snacks and beverages are included throughout your journey, plus convenient pickup services at our centrally located meeting point!

Book, or Learn More About Old Port, Walk, Talk, and Taste Tour Here

Walking Tours Portland Maine: Scavenger Hunts

✅ Walking Tours (sort of): Do a Portland, Maine Scavenger Hunt

Like a self-guided tour but better, because you get to experience the sights and sounds of Portland, Maine like never before – by taking part in a fun-filled scavenger hunt at your own pace! Guided scavenger hunts are a really fun way to explore this charming city.

As you wander through the streets of Portland, you’ll get to experience its vibrant culture while discovering hidden gems tucked away in unlikely places. With exciting tasks to complete and interesting facts about the city to uncover, you’ll have a blast as you make your way through town.

Portland is full of surprises, so take part in this unique activity and explore the city like a local. With the help of your friendly (remote) guide, you’ll get to experience Portland from a new perspective and gain a better understanding of its culture and history.

And with fun tasks to complete along the way, you’re sure to have an adventure you won’t soon forget. So grab your map, pick up a few clues, and get ready for an unforgettable scavenger hunt in Portland, Maine!

9. Portland Scavenger Hunt: The Maine Event

~$12/ two ppl

Are you craving a thrilling outdoor activity in Portland? The Let’s Roam scavenger hunt app has the answer! Whether you’re from here or somewhere else, this is sure to make a fun afternoon of wandering the city.

Get ready for some exploration on foot and discover what Portland has to offer. See if you have what it takes by taking pictures, racing against time limits, and navigating your way through locations like Congress Street and Old Port with The Maine Event Scavenger Hunt!

Book, or Learn More About The Maine Event Scavenger Hunt Here

10. Portland, Maine Madness Scavenger Hunt

~$28/two ppl

Unlike with most scavenger hunts, guests get their own remote host to help and motivate them along the way. These specially crafted adventures blend tour-like elements with creative challenges and detective hunts that the whole family can enjoy.

You’ll uncover off-the-beaten-path gems and creatively interpret clues related to art, history, and culture – all for points! Ready to take your talents global and make a name for yourself? You can compete with teams from all over the world for international fame and glory!

Plus, even if there’s no competition in sight near where you live, it doesn’t mean that fun should be out of reach. You’ll still get a chance to shine by showcasing your favorite hangouts or uncovering unusual oddities along the way.

Book, or Learn More About Maine Madness Here

11. Scavenger Hunt in Portland, Maine by Zombie Scavengers

Are you ready to face the ultimate challenge? Portland is calling and it needs your help! With Zombie Scavengers, you will have the opportunity to explore this city in search of essential items required for surviving a zombie apocalypse.

You’ll earn points each time you find something – but that’s not all: complete some thrilling zombie-themed challenges on the app for extra points! Strategize carefully if you want to amass as many points as possible and avoid becoming a victim of this merciless apocalypse.

Don’t worry; they’ve got your back with their remote host available through chat in case anything goes wrong. So, can YOU survive an epic battle against zombies in Portland?

Book, or Learn More About Zombie Scavengers Here

12. Unique Wacky Walks Scavenger Hunt

~$10/two ppl

Join Wacky Walks on an exciting scavenger hunt around Portland and become the King or Queen of your group as you compete with others. The app-based game will lead you to locate hidden items in the city while also completing fun tasks along the way.

As a reward for finding each item and finishing these missions, points are awarded to players. Gain the highest possible score and be crowned King or Queen of Portland for a day by playing Wacky Walks!

With no time limit, take your time exploring the city as you play. Not to worry if you need assistance – the host will always be on hand through chat support.

Book, or Learn More About Wacky Walks Scavenger Hunt Here

13. Crazy Dash Scavenger Hunt Adventure

Discover Portland like never before with Crazy Dash! The app and the remote host provide a checklist of thrilling tasks to complete and exciting locations to explore. You are free to visit them in any order you choose, earning points along the way for each challenge completed or object found.

Best of all, there is no time limit on this laid-back adventure, so you can take your time exploring the fantastic city that is Portland! In addition, the helpful remote host will be available throughout your game if assistance is ever needed.

Book, or Learn More About Crazy Dash Scavenger Hunt Here

14. Operation City Quest Scavenger Hunt

Ready to discover Portland? Look no further than Operation City Quest! Download the app and complete tasks all around the city for points. Whether you decide to start with an item or challenge is completely up to you!

Track your progress on the leaderboard, and don’t forget about the helpful remote host ready via chat if problems occur during your journey.

Book, or Learn More About Operation City Quest Scavenger Hunt Here

15. 3Quest Challenge Scavenger Hunt

Take a tour of Portland in an entirely unique way, with the 3Quest Challenge! Download the app and explore the city following clues written as riddles. As you complete tasks, collect points to check your ranking on the leaderboard.

Whether competing with friends or colleagues, find out who will be crowned victor at this exciting scavenger hunt! Take on three quests and explore the city of Portland in just two hours! All you need is your wits, and a remote host to assist virtually along the way.

Divide up objects and tasks into 3 different excursions: first quest, second quest, and third quest; finish them one by one to complete the game. Set yourself a time limit if you want more of a challenge!

Book, or Learn More About 3Quest Challenge Scavenger Hunt Here

16. Portland Freedom Trail

$0/Self-guided

Experience Portland, Maine’s history and culture like never before with a self-guided walking tour on the Freedom Trail. This exciting journey takes visitors through some of the city’s most significant locations and attractions, highlighting important stops along the Underground Railroad.

Learn about this powerful movement as you explore churches, schools, homes, and businesses that played a role in helping thousands of enslaved African Americans find freedom. You’ll also gain a better understanding of the city’s past.

Get The Self-Guided Portland Freedom Trail Map Here

Conclusion: Walking Tours in Portland Maine

As you can tell, there are many Portland walking tours for you to choose from–Maine foodie tours, brewery tours, educational tours about the (surprising stories) and people who made Portland what it is today, and some plain old fun tours like the scavenger hunts.

If walking tours of Portland aren’t your thing, maybe a boat tour of Casco Bay, or a bus tour of local breweries is more your style.

No matter what you choose, you’re sure to have a great time sightseeing and learning something new on any of these Portland tours. It’s an amazing city, and experiencing it on foot is really the best way to tour Portland.

If you’re not from the area and want to avoid having to take a car at all, here are some great Portland hotels with free airport shuttles . Several of the hotels are right downtown, too! This means you could spend all your time without the hassle of renting a car.

If you want to venture a little further away, in the winter, why not try some great skiing just a couple of hours away? During the other seasons, Portland is still close enough that you could take a day trip to Acadia National Park !

Get Your Guide To 7 Beautiful Sandy Beaches In Maine

Meet the heart and soul behind Wandering Through Maine – a true New Englander at heart, originally from NH, who found their forever home in the beautiful state of Maine. Maine called to them like a lighthouse beacon, and they've embraced it wholeheartedly ever since. This blog isn't just a guide; it's a heartfelt invitation from someone who's walked the trails, sailed the waters, and knows Maine not just as a place on the map, but as a vibrant community and an adventurer's paradise that they call home.

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10 Places to Learn about Black History in Portland

Perhaps you pass them every day during your commute, or you live in a neighborhood adjacent to some. Regardless, Portland’s many landmarks and locations involving Black History stand for us to visit and admire year round, this month especially. It’s that time of year to educate, respect and appreciate the wealth of Black History Portland holds, and what better way than to lace on your tennis shoes and head out for a walking tour? Historical landmarks are aplenty and so are our recommendations of where to visit. Read on for more!.

Golden West Building

The third and final site included in U.S. Rep. Earl Blumenauer's appeal for ensured protection is the Golden West Hotel. Located on the corner of Broadway and Everett in NW Portland, you and your family are sure to have passed this historic building numerous times. Now it is used as space for subsidized housing but did you know it used to be a hotel? In fact, it was the first hotel in Portland to allow African Americans to stay as guests! Starting in 1906, the hotel acted as crucial housing for Black transient workers as they helped build north American railroad lines. Further, it became a gathering place of the NW Portland Black community, as several Black congregations were located nearby. Of course, there is much more to be learned about a building with such a seasoned history. If you find you and the family in northwest Portland soon, you should take the time to stop by so the next to you pass it, it'll mean more than just its name.

707 NW Everett St., Portland OR Online: centralcityconcern.org/goldenwest

Mt. Olivet Baptist Church

Live in northeast? Great, you're probably just blocks away from this historical site! Located in Portland's Eliot neighborhood, Mt. Olivet Baptist Church marks the beginning of Black congregations in the city. Built in 1923, Mt. Olivet Baptist Church has stood for nearly a hundred years and served as a hub for Portland civil rights organizations between the years 1923 and 1973. U.S. Representative Earl Blumenauer is currently nominating Mt. Olivet Baptist Church to be added to the National Registry of Historic Places. If successful, this will ensure protection of the church from demolition and guarantee that you and your family have a place to visit for many Black History Months to come! 

8501 N Chautauqua Blvd. (503) 596-2944 Online: mtolivet.com

Unthank Park

Located in Portland's northeast neighborhood between N Shaver and N Failing Street sits Unthank Park. This community hub offers numerous amenities and activities for you and your family like basketball courts, playgrounds and baseball fields! Beyond the nature of the park, though, is its history. Unthank Park is named after Dr. DeNorval Unthank who worked in several Portland hospitals (Providence, Good Sam, etc.) and engaged heavily in public service work. The city of Portland dedicated the naming of this park to him in 1969 for his work against racial discrimination. So whether your family are more sports fanatics or picnic goers, head to Unthank Park this Black History Month to honor Dr. Unthank and his accomplishments!

510 N Shaver Street Portland, OR  Online: portland.gov/parks/unthank-park

Charles Jordan Community Center

Take your kids on a field trip to this local community center that was renamed in2012, in honor of Charles Jordan, Portland’s first African-American City Commissioner and Portland Parks & Recreation Director. Known as the force behind the creation of beloved Portland landmarks like Pioneer Courthouse Square, the Interstate Firehouse Cultural Center, Delta Park, and Southwest Community Center, Charles Jordan broadened the agenda of the environmental movement and land conservation to make it more inclusive on a national stage. Additionally, he is known for putting people of color at the heart of the American Conservation Movement.

9009 N Foss Avenue Portland, OR

Online: portland.gov/parks/charles-jordan-community-center

Verdell Burdine Rutherford Park Playground Project

Spring is on it's way, and you will want to head to the parks. Your first stop should be the Verdell Burdine Rutherford Park. If the name isn't familiar, that's because, the former Lynchview Park was renamed Verdell Burdine Rutherford Park in June of last year. Verdell Burdine Rutherford is a prominent black female civil rights leader and historian who lived in Oregon from 1913 to 2001. She lead the civil rights movement in Oregon and as secretary of the Portland chapter of the NAACP she helped pass the Oregon Civil Rights Bill in 1953, which outlawed discrimination in public places on the basis of “race, religion, color or national origin.”

The parks has been renovated with new playground area, pathways, irrigation improvements, and other park amenities that little and big Portlanders will love and enjoy year round. Now it's also the perfect place to give your child a quick Oregon Black History lesson.

SE 167 th Avenue and Market Street in east Portland Online : portland.gov/parks/construction/verdell-burdine-rutherford-park-playground-project

Dean's Beauty Salon And Barber Shop

Along with Mt. Olivet Baptist Church, U.S. Rep. Earl Blumenauer is requesting that NE Hancock Street's Dean's Beauty Salon and Barber Shop be added to the list of protected historical places. Since 1956, Dean's has been serving the Portland community and is Portland's oldest Black-owned salon! This space is a coveted staple of the Black community of Portland and still flaunts its 50s charm for us today. Take the family for a photo and appreciate this Black owned business that will surely go down in history. 

215 NE Hancock St. (503) 282-3379 Online: Deansbeautysalon.com/

The Dream Statue

ComicCon, COVID Vaccinations and Black History Month - the Oregon Convention Center [OCC] truly does it all. But this month, don't worry about donning a mask and going inside. This historical landmark can be enjoyed outside in the courtyard! While the Oregon Convention Center has over 20 art displays, "The Dream" statue boldly represents Dr. Martin Luther King Jr. as he delivers his revolutionary speech. Built in 1990 by sculptor Michael Florin Dente, this is a monument you and the family must surely visit on your February walking tour of Portland's historical sites. Linked below is an online map detailing all 23 of the OCC's installations and information regarding each one!

Where: 777 NE MLK Blvd., Portland OR 97232 Virtual map:   https://www.oregoncc.org/sites/default/files/FY21%20OCC%20Public%20Art%20Walk%20Brochure_0.pdf

777 NE Martin Luther King Jr Blvd, Portland, OR  Online: oregoncc.org/

Abbey Creak Vinyard

This month is dedicated to celebrating Black History Month, right? And what's a celebration without wine? Great question! I'm sure the folks at Abbey Creek Vineyard have the answer you're looking for, and being a parent, we're always looking for ways incorporate a little red, white, or rosé into our jam-packed days. Abbey Creek Vineyard is spearheaded by Bertony Faustin, a.k.a. Portland's first Black wine maker! Their tasting rooms, known as Cricks at Abbey Creek, have delicious selections of wines and snacks that you have certainly earned after a day spent walking through Portland. And, bonus points, they switch up the typical winery vibe and play hip-hop music that is sure to get you reenergized! Make sure to plan a stop at one of Abbey Creek's Cricks on your Portland tour.

31441 NW Commercial Street ​North Plains, OR 

912 SW Morrison Street ​Portland, OR  online: abbeycreekvineyard.com/

PCC Margaret Carter Technology Education Building

Margaret Loise Carter was born in Shreveport, Louisiana in 1935. She graduated salutatorian of her senior class. She escaped an abusive relationship by moving to Oregon where she became a teacher's assistant in the Portland Public Schools. After attending and graduating from Portland State University in 1972, she enrolled for her Masters in educational psychology and eventually ended up working as a counselor at PCC.Sen. Margaret Carter’s personal and professional association with the college covers five decades, when she began taking classes at the Cascade Campus to support her baccalaureate studies. In 1984 she rand for state office and became the first African American woman elected to Oregon legislature and spent serving in either the House or Senate for the next 28 years. Take your family to Carter's old school stomping grounds where they can check out PCC Margaret Carter Technology Education Building: a tribute to this history making woman.

705 N Killingsworth St Portland, OR Online: pcc.edu

All Power to the People: Remembering the Legacy of the Black Panther Party

While this isn't a site to see nor a historical place, it is a great way to encapsulate the entire idea that is protecting and appreciating Black history in Portland. This program, hosted at the Cerimon House in northeast Portland by Vanport Music, includes many different live performances detailing the history of the Black Panther Party in Portland. With three different days of events spanning a wide range of topics, all of which are free and open to the public, there is more knowledge to be gained than there is time. Jot down one of these spectacular live events in your calendar and bring you and your family to revel in the importance that is Black history in our city. 

Cerimon House - 5131 NW 23rd Ave.1 Free Online: here

—Hannah Judge

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Media boost black bear advantage program.

The Bangor Daily News , WABI (Channel 5 in Bangor), WFVX (Fox 22 in Bangor) and WMTW (ABC 8 in Portland) highlighted the formalization of the Black Bear Advantage program by the University of Maine, the University of Maine at Machias and the Maine Community College System on Thursday, April 18. The new co-enrollment program will benefit community college students statewide and ultimately grow the size and skill of Maine’s workforce by creating a seamless pathway for students to transfer from community college to UMaine or UMaine Machias.

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Regina Spektor Announces Limited-Run Of Summer Tour Dates: “An Evening With Regina Spektor”

Tickets Available Starting at 11 AM Local Via Presales; General Onsale Begins Friday, April 26 at 10 AM Local on LiveNation.com

Regina Spektor , the acclaimed singer-songwriter, has announced a special series of performances set to grace stages this summer – An Evening with Regina Spektor . Produced by Live Nation, the eight city tour kicks off on July 24 at The Egg* in Albany, NY making stops across North America in Toronto, Philadelphia, Baltimore, Montclair, Boston, and Portland (Maine) before wrapping up in Stamford, CT at The Palace Stamford on August 3.

Spektor’s eighth studio album, the long-awaited Home, before and after , was released in 2022 and met with critical praise from New York Times , NPR Music , and more.

TICKETS: Tickets will be available starting with an artist presale that begins today at 11 AM local time ahead of the general onsale which starts on Friday, April 26 at 10 AM local time at LiveNation.com .

TOUR DATES:

Wed Jul 24 | Albany, NY | The Egg*

Thu Jul 25 | Toronto, ON | HISTORY

Sat Jul 27 | Philadelphia, PA | The Met Philadelphia presented by Highmark

Sun Jul 28 | Baltimore, MD | Modell Performing Arts Center at the Lyric

Mon Jul 29 | Montclair, NJ | The Wellmont Theater

Wed Jul 31 | Boston, MA | MGM Music Hall at Fenway

Fri Aug 02 | Portland, ME | Merrill Auditorium at City Hall

Sat Aug 03 | Stamford, CT | The Palace Stamford

*Not A Live Nation Date

About Regina Spektor

Regina Spektor calls them sandcastles. There’s a million of them, songs that rise up and multiply in her brain — the fruits of months, sometimes years, of channeling and crafting. But what happens to them when it’s time to make new music? “They all have to be slowly washed away. Some of them are really well built, and they’re really high up on the beach,” she says. “It all has to be gone, and then I can start to hear new songs and make a new record.”

Starting with a clean slate, with six momentous years between albums, Spektor returned in 2022 with Home, before and after. The eagerly awaited eighth studio album was the follow-up to 2016’s Remember Us to Life. It paired Spektor with John Congleton (St. Vincent, Sharon Van Etten, Angel Olsen), who produced the album from afar in Los Angeles with Spektor co-producing in upstate New York.

The years between her albums weren’t exactly fallow. In 2016, at her friend Lin-Manuel Miranda’s invitation, she contributed a song (“Dear Theodosia,” featuring Ben Folds) to The Hamilton Mixtape. Former New York City Mayor Bill de Blasio declared Regina Spektor Day in her hometown in June 2019, she got a street sign with her name at the Bronx Walk of Fame, and that same month staged a sold out residency on Broadway at the legendary Lunt- Fontanne Theatre.

Her work for television and film continued. “You’ve Got Time,” from Netflix’s Orange Is the New Black, entered the pantheon of classic TV theme songs, so much so that Spektor released an orchestral version of the award-winning tune for the final episode. She wrote “One Little Soldier” for the closing credits of the film Bombshell and multiple songs for the animated series Central Park.

Time has been kind to Spektor’s work. Twenty years have passed since she self-released her 2001 debut, 11:11, which recently received a remastered reissue, as well as a limited-edition box set. In the decades since, Spektor, who was born in Moscow, Russia and raised in the Bronx, New York, has defied classification. With a sophisticated marriage of classical training and a gift for sharp pop hooks and nuanced lyrics, she has created her own genre. She makes Regina Spektor music.

About Live Nation Entertainment

Live Nation Entertainment (NYSE: LYV) is the world’s leading live entertainment company comprised of global market leaders: Ticketmaster, Live Nation Concerts, and Live Nation Sponsorship. For additional information, visit www.livenationentertainment.com .

MEDIA CONTACTS:

Regina Spektor

Cara Merendino | [email protected]

Ryan Matteson | [email protected]

Live Nation Concerts

Monique Sowinski | [email protected]

Nadine Peña | [email protected]

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