All Portland Tours &amp; Excursions in 2026

Portland City and Lighthouse Tour

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

Sunset Lighthouse Cruise

Avoid the tourist traps and taste Portland, Maine's best donuts on a small-group walking tour. Follow your guide around the Old Port and sample several hand-picked donuts at award-winning bakeries with coffee or water included. Walk a scenic loop while hearing stories of Portland’s history and the invention of the donut. This tour offers a flavorful mix of food and local tales, perfect for food lovers and families alike.

Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

Visitors to Portland can easily miss some of Maine's most stunning sights, since you really need a car to explore the scenic coastline. Avoid the headache of arranging your own transportation or renting a car on this small-group guided tour of Portland's must-see sights. Stop in downtown Portland and visit three lighthouses, including Portland Head Light—an historic lighthouse perched on the rocky coast.

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

Introducing Portland’s World of Flavors Walk highlighting hidden gems and great flavors that give Portland its cosmopolitan flair. Enjoy this walkable city with a big palate on our international journey, tasting locally sourced foods prepared with the recipes, customs and spices from other lands. On this 2.5-3 hour tasty romp through Portland’s historic Old Port and waterfront, you will enjoy the flavors while learning their food pathways and the owners journeys to Maine. Portland’s World of Flavor serves up a diversity of tastes and ethnicities in a compact area, packing a punch of flavors you will love. All tour experiences are highly educational and entertaining with trained, local guides.

Portland's World of Flavors Tour

3 hoursFree Cancellation

The most immersive way to see Historic Portland is on foot. Our 1 hour 15 minute walking tour takes you down the cobblestone pathways of our historic city in search of spirits that linger from times long past. Our knowledgeable guides will enchant you with tales of Portland’s most renown ghosts as well as the area's vast and rich history. You’ll hear fascinating and spooky tales from the first European settlement in 1632 right up to the present day. Discover the many times Portland has fallen and risen anew, and hear about the restless spirits who remain, unable or unwilling to move on. Follow our guides as they lead you by lantern-light sharing the ghost stories, legends, and folklore of this beautiful city.

Walk With Ghosts in Portland

1 hour 15 minutesFree Cancellation

Food lovers can explore Portland's historic Old Port independently, but to uncover the best places serving traditional local fare, you really need a guide to lead the way. Taste the best that Portland has to offer on this guided foodie walking tour, complete with stops at up to seven different eateries—and enough tastings to replace a meal. Along the way, your guide offers some stories about Portland's food scene, so you can get familiar with the local culinary stalwarts.

Old Port Culinary Walking Tour from Portland

3 hoursFree Cancellation

Experience Portland's rich history from its most impressive vantage point: the water. Adventuring along Diamond Pass, you'll glimpse a Civil War–era fort, old-school lobster boats, and all the lighthouses Portland is so famous for, including Portland Head Light, Maine’s oldest. Suitable for all ages, this excursion is both a dive into Portland's past and a sightseeing adventure, a two-fer that’s leisurely, scenic, and fun.

Port City Lights Cruise

1 hourFree Cancellation

With this small-group walking tour, you'll go beyond lobsters and lighthouses and get a look at the true Portland, Maine—across 400 years of history. Meander downtown and the Old Port, visiting hidden landmarks and learning about Wabanaki leaders and other people and events left out of the history books. Discover centuries of destruction, revival, underrepresented perspectives, and other elements that mainstream tours gloss over.

Portland, Maine: Hidden Histories Guided Walking Tour

Harbor Lights and Sights Cruise

Step into the shoes of a newly-minted detective, tasked by Commander Mahoney to solve a gripping case. murder on the streets of Portland. Throughout this crime-solving audio adventure, visit each of the 10 mapped locations. You'll have the option to explore the downtown area using the Walking Map or follow a Driving Map on the city's outskirts. Refer to ‘Meeting Point’ for the starting location. See images for route. Park or stop at each location, listen to the audio story, and put your detective skills to the test by gathering clues and piecing together the evidence. Finally, make your deductions and issue an arrest warrant. Your overall detective skills will be evaluated, culminating in a Case Performance Score to measure your sleuthing prowess. This game is suitable for solo detectives, dynamic duos, or groups of mystery enthusiasts, offering an immersive audio tale filled with intrigue.

Murder Mystery Detective Experience in Portland ME

2 hours 30 minutesFree Cancellation

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

3 hoursFree Cancellation

A Walk Through Time Tour in Portland

On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's location-aware walking step by step through the city. You’ll see the cobblestones streets, wharf street, Henry Wadsworth Longfellow’s home, stops on the underground railroad, city hall, exchange street, the lobster square, historic buildings, and the best spots to eat, including the best donut shop ever. Really, it’s that good. You'll hear the stories of Portland, Anna Kendrick’s favorite hangs, Longfellow’s history, stories of lighthouses, adventure, prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, colonial times, and much more.

Audio Guided Walking Tour from Old Port of Portland, Maine

1 hour to 1 hour 30 minutesFree Cancellation

On this walking tour, we’ll explore the city’s significant role in the Underground Railroad and the individuals who helped shape its fight for freedom. The tour is self guided on our walking tour app. It's hands free, plays as you walk and you can go at your own pace, anytime, it never expires. You’ll walk through historic streets where ordinary citizens took extraordinary risks to assist those escaping slavery. We’ll visit former homes, churches, and workplaces that served as safe havens and meeting places for abolitionists, reformers, and community leaders. Each stop demonstrates how Portland’s waterfront and neighborhoods became centers of courage, compassion, and quiet resistance. Let’s start our journey at the Mariner’s Church Banquet Center, a landmark that saw both Portland’s growth and its dedication to justice.

Portland Underground Railroad Self Guided Audio Walking Tour

1 hour to 1 hour 30 minutesFree Cancellation

Portland Tall Ship Cruise on Casco Bay

Discover the vibrant history of Portland’s Old Port on this engaging walking tour. Wander through cobblestone alleys and merchant blocks rich with stories of sailors, reformers, and immigrants. Learn about the Portland Freedom Trail, which honors the city’s fight for freedom and civil rights. The tour showcases the Old Port’s architectural charm and its transformation from a bustling shipping hub to a cultural center. Experience the tales of resilience embedded in its streets, from the Great Fire of 1866 to the revitalization efforts of the 1970s. Join fellow history enthusiasts for a memorable journey through Portland’s past and present. — Explore the historic Old Port district, a cultural and commercial hub — Walk along the Portland Freedom Trail, learning about civil rights — Discover stories of resilience, fire, and maritime life — Ideal for history lovers and those curious about Portland's heritage

Self-Guided Audio Tour of Portland’s Historic Old Port District

2 hours to 2 hours 30 minutesFree Cancellation

Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by the sparkling bay. Dive into the city’s long and embattled history at a church still sporting British cannonballs. See iconic Maine lighthouses and visit pristine beaches. Portland may be a small city, but it packs a big punch! Purchase one tour per car, not per person. Everyone listens together! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Ultimate Portland Self-Guided Driving GPS Audio Tour

1 to 2 hoursFree Cancellation

Maine's Black community is small, but its history here goes back more than 400 years. On this guided tour, you’ll dive deep into Portland’s Black history, discovering how this community—national leaders, laborers, skilled workers, activists, and more—fought for freedom and equality and defined the state's path. From Frederick Douglass to lesser-known Black Yankees, there’s far more here than meets the eye, and with this tour, you’ll learn all about it.

Portland, Maine: Black History Guided Walking Tour

Discover the fascinating Desert of Maine, a unique ecological wonder nestled in the lush pine forests of Freeport. This general admission and mini golf combo ticket grants you access to acres of rolling sand dunes, rich history, engaging exhibits, and mini golf. Explore the Tuttle Farmhouse interactive museum, embark on a self-guided ecology tour, and enjoy activities like a scavenger hunt. The Desert of Maine not only offers a glimpse into geological processes but also provides a fun-filled day of adventure for families and curious travelers alike. Come uncover the stories of this century-old attraction today.

Desert of Maine - Wander in Wonder and Mini Golf Combo

1 to 3 hoursFree Cancellation

Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit bustling neighborhoods like Old Port and the Art District, stop at shops and restaurants whenever you please, and breathe in the coastal air. Then take a drive out to the east and west promenades, before swinging down to the famous Portland Head Light lighthouse. It’s the most comprehensive way to experience this unique, quirky city! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

3 to 5 hoursFree Cancellation

Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and hidden natural wonders. Unlike larger, rushed tours, we keep our groups small for a more personal experience, allowing time to explore, photograph, and connect with each stop. From the iconic Kancamagus Highway to the massive Madison Boulder, every stop has a story—and our guides bring it to life. Guests also have the option to add a ride on the historic Mount Washington Cog Railway for an unforgettable summit experience.

New Hampshire White Mountains Day Tour

6 to 8 hoursFree Cancellation

Price varies by group size

Amazing Scavenger Hunt: The Maine Event

1 hour 30 minutesFree Cancellation

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Must-Dos in Portland

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What are people saying about Portland

Old Port Culinary Walking Tour from Portland

Karen_M, Oct 2026

Fantastic

We had a great time on this tour. We had the best guide, Pete. He was friendly, informative, and just really seemed to enjoy leading this tour. All of the stops and food were amazing. You will not leave this tour hungry. It was a great way to spend some time in Portland. I highly recommend it.

Harbor Lights and Sights Cruise

Scott_T, Oct 2026

Excellent Scenery and History

This was a fantastic tour. They covered a lot of water including the harbor and several islands. Not only did we see several lighthouses and beautiful homes on the shores but lots of historic fortifications from the war. The narrator was fantastic - describing what we were seeing along with backstories and history throughout the tour. We sat on the top deck and was a little chilly but well worth it. At the end we went downstairs which is enclosed where it was warmer. They had a bar and snacks and two bathrooms on board.

Portland, Maine: Hidden Histories Guided Walking Tour

Christina_W, Oct 2026

Portland by Foot is a Must!!

Dugan was a wonderful tour guide & very informative on the history of Portland. He was very engaging with the group and answered all questions. I definitely recommend experiencing this tour during a Portland visit. I can't wait to return and do the Black History tour with Dugan.

Portland, Maine: Black History Guided Walking Tour

Elaine_L, Oct 2026

Portland Maine little black history facts

Dugan Tours provided an exceptional experience. I truly valued the diligent research and commitment dedicated to uncovering the narratives of Black families who significantly shaped the Portland, Maine area. His efforts have inspired me to further explore these histories independently. Thank you, Dugan, for your instrumental work in bringing this historical legacy to life.

Portland City and Lighthouse Tour

Alan_H, Oct 2026

Great way to see lighthouse with Portland insights along the way

Loved the trolley bus and our driver Steve did a great job showing off his hometown. Not much to see at the lighthouse (other than the obvious!) but we enjoyed a short cliff walk before re boarding the trolley to return to the city. This tour does exactly what it says on the tin.

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

Andresen_I, Oct 2026

Wow… what can I say.....

Wow… what can I say.. This tour was amazing. Derek is a gem. He was born and raised here in Portland. He is very vibrant and had so much information about Portland. Van was very comfortable and warm. Ever in Portland definitely do this tour yiu will not be disappointed.

Portland Explorer | Maine History, Culture, & 3 Lighthouses Tour

Julianne_B, Oct 2026

Joe our Tour Guide was GREAT!

Very conveniently located meeting & check in location within a 5 minute walk from our Windstar/Star Pride ship docked in Portland, ME. Joe, our tour guide, was very nice, informative and accommodating. He offered us water during our trip and we had a Portland Beer Hub sample 3oz if their draft beer either before or after our tour. Very tasty!

A Walk Through Time Tour in Portland

Cindy_H, Oct 2026

An Outstanding Tour That Brought Portland’s History to Life

The best part was how Ross connected all these places into one big story. We weren’t just looking at old buildings; we were learning how fires, immigration, commerce, politics, food, and people shaped the Portland we see today. We walked away with a whole new appreciation for this city—and a camera full of pictures to remember it all! Ross even treated us to cookies at a special bakery before we finished. What a day! Ross was an exceptional guide who went above and beyond to make this tour memorable. His knowledge, storytelling, and ability to connect Portland’s history to the places we visited made this so much more than an ordinary walking tour. We highly recommend this experience to anyone visiting Portland!

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Patty_M, Oct 2026

Biking Lighthouse Tour

Excellent way to be outside to experience the beauty and the history of this section of Maine's coast. Our tour guide, Josh was wonderful with his knowledge of the area, and our small group was great. I recommend getting out of your car and getting a little exercise. I find I feel more connected to a place when I'm on a bike!

Sunset Lighthouse Cruise

William_B, Oct 2026

Made our day in Portland

The sunset cruise was just what we hoped for. John shared so much interesting information about the lighthouses and islands we passed, lobstering, and local history; and Howard skillfully navigated usamong the islands and then positioned us to see a beautiful sunset. He also found some rocks where seals and cormorants were resting. Sit on the right side for the best views. Arrive early to get an outside seat on the top deck and dress very warmly.

Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

Paula_S, Oct 2026

History and donuts

We love to take some kind of historical tour any time we arrive in a city - it helps us to get our bearings to the city and gives context to the stay. So when I found one that added donuts - pure bonus! The donuts were great - especially the part where we got to skip the massive line at Holy Donuts. But even better than the donuts were the fun facts we learned about Portland. Our guide was knowledgable and fun. He didn't let facts get in the way of having fun - he definitely had some embellished stories but gave us full warning they were embellished ;) We also loved that he gave a card with personal recommendations at the end of the tour - it was super useful for our trip. We'd recommend to everyone as a first stop when you arrive in Portland.

Port City Lights Cruise

Joan_C, Sep 2026

Great Tour from a Boat

This was a tour from one of the boats. It was rather windy this day in addition to a lot of boats on the water, so the boat had a lot of movement of rocking and rolling. The guide was very informative and told us about all the light houses we encountered and the Civil War maritime history. He also told about the various people that lived along the shore line where some areas they were only there during the warmer weather and some actually stayed year around. I was amazed to hear that the water temperature never went higher than 50 degrees.