All Portland Tours &amp; Excursions in 2026

Portland City and Lighthouse Tour

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

1 hour 30 minutesFree Cancellation

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

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

Experience the scenic coastline of Casco Bay in Portland, aboard a traditional Maine windjammer. Sail past lighthouses, rocky islands, and wildlife while enjoying the peaceful pace of a classic schooner cruise. Bring your own picnic and drinks to enjoy on board as you take in the views. Suitable for all ages, this relaxing sailing experience offers an authentic way to discover the beauty of the coast.

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Dive straight into Portland’s working waterfront—where the smell of the sea, and the bustle of the wharves, set the tone for an unforgettable walk through the city’s past. This immersive experience blends local history with maritime culture, offering a deeper look at how Portland grew from a rugged seaport into one of New England’s most vibrant coastal cities. As you stroll the cobblestone streets and working wharfs, your guide will share tales of shipbuilders, merchants, fires, and fishermen who shaped Portland’s story.

Portland Explorer: Working Waterfront Walking Tour with Seafood

2 hours 30 minutesFree Cancellation

Visit Portland’s scenic coast, historic sites and most vibrant neighborhoods with a sightseeing and shopping tour on a classic fire engine. Get great views of picture-perfect lighthouses and architecture from high up on the engine, and listen to live narration as you tour the city. Learn about Portland’s maritime past as you explore cobblestone streets with enjoy plenty of time to browse souvenir shops and sample the area’s most distinctive foods. Finish your tour in the heart of downtown, near historic wharves, restaurants and boutiques.

Vintage Fire Truck Sightseeing Tour of Portland Maine

50 minutesFree Cancellation

Sunset Lighthouse Cruise

Sunset Windjammer Cruise Along the Coast of Portland Maine

Harbor Lights and Sights 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

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

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

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

Embark on a boat to a private island historic fort that’s only accessible with this tour. Leave from Portland and for a boat ride on Casco Bay, landing at the privately owned Fort Scammel on House Island. There, explore the architecture and preserved ruins of the stone fort—the only fort in the Portland harbor to see battle. Discover underground passages and learn the history of this previously inaccessible site.

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

2-Hour Portland Old Port Ghost Walking Tour

1 hour 30 minutes to 2 hoursFree Cancellation

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the tranquil waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, cruising aboard Ruth is a unique adventure, a 39’ long classic, picnic style tour boat built in 1935 at Handy Boat in Falmouth, Maine.

Morning Lighthouse Cruise Along the Coast of Portland Maine

1 hour 30 minutesFree Cancellation

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

3 hoursFree 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

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

3 hoursFree Cancellation

Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks

Price varies by group size

Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four of Maine's most iconic lighthouses, spot seals and seabirds, and take in the historic forts that dot the landscape. Bring your favorite wine or beer and a delicious meal, and unwind as we cruise through the serene waters of Casco Bay. Journey aboard Ruth—a charming 39-foot classic picnic-style tour boat crafted in 1935 at Handy Boat in Falmouth, Maine. Don't miss out on this unique sunset experience!

Sunset Lighthouse Cruise Along Casco Bay

Sunset Lighthouse Cruise Along Casco Bay

1 hour 30 minutesFree Cancellation

Hop on the “Guardians of the Harbor” trolley tour, a narrated journey with three lighthouse stops. Explore Portland’s maritime history and scenic beauty, disembarking at each location. First, visit Bug Light Park and the Liberty Ship Memorial, reflecting wartime shipbuilding. Next, discover Fort Preble and Spring Point Ledge Light, learning its unique construction and the remaining WWII gun batteries. Finally, witness the iconic Portland Head Light at Fort Williams Park, Maine’s most vital and the nation’s third oldest lighthouse, also revealing remnants of coastal defenses. The nation’s third oldest lighthouse and one of Maine’s most important beacons. This area also features great examples of remnants of coastal defenses.

Guardians of the Harbor Trolley Tour

2 hours 30 minutesFree 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

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Must-Dos in Portland

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What are people saying about Portland

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

Catherine_M, Oct 2026

Fantastic fun-filled tour with Eric Pray

It was a fantastic tour, mainly due to our guide & driver, Eric Pray. The tour was a bit of history around & about the Old Portland area & stops at 3 lighthouses. Eric is a native, a son of a lobster fisherman & he worked with his father while growing up. Very knowledgeable & personable. Great facts about lobstering in Portland, but not at all boring. He also gave us tips about restaurants & places of interest after the tour. If you choose Gilbert’s Chowder House, as we did, Eric suggested the super seafood chowder, a mix of lobster, crab, shrimp, etc. it was excellent. Comes in 3 sizes. I also had an appetizer clam cake for only $4.50. He also recommended a place called Highroller that has a lobster taco, where the taco is just flattened and grilled cheese…no bread. I would have loved to try that, too. He said it was an “oops” that has become a big seller. 2 sprinter vans took our group. Very nice to be in a smaller group. If you book this excursion, I would highly recommend you ask for Eric to be your guide. (One Eric joke. He said he wanted to name his daughter Letus, as in “Let Us Pray.” 😂😂😂) This is what you get with Eric Pray as your guide. Loved the tour & Eric.

Old Port Culinary Walking Tour from Portland

Cayla_B, Oct 2026

Ray was an amazing tour...

Ray was an amazing tour guide. Not only did we eat delicious food, he learned a lot about Portland’s history. He took us to restaurants that some may overlook (hidden gems of Portland) and the food was incredible. It’s not a hard walk at all either. Would definitely do this tour again

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

Brian_K, Oct 2026

Great Personal Cruise of the Casco Bay

We enjoyed the smaller boat with a more personal experience. We thoroughly enjoyed our excursion and our Captain Nick and First Mate Niko made it a fun and educational experience. We took along our own wine and cheese which made the cruise extra special. We highly recommend!

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Deirdre_N, Oct 2026

Wonderful sail in Portland!

Take Bonine if you are prone to sea sickness and bundle up against the wind in the cooler months. And try your hand at hoisting up the sails! Above all, simply enjoy the scenic coastline and the experience of sailing on a schooner that is over 100 years old. Talk to the Captain and the crew-- they will tell you all the history and stories.

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

Raymond_A, Oct 2026

A must do Portland tour

I would give this tour 10 stars if it were an option. We were greeted promptly at 10:00 by Derek, a real native Portlander. He is very courteous and personable. He knows the area well and made the two hours fly by. He is not only informative but hilarious. He knows his stuff. We saw what was in the itinerary and then some. If you have only two hours or two weeks in Portland this is a must do. I very much appreciate how informed Viator keeps you and so does Derek. He also texted me a list of the books and documentaries that he mentioned and I will be researching them. Hats off to a fantastic tour and one of the best tour guides ever.

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.

Vintage Fire Truck Sightseeing Tour of Portland Maine

abishop, Oct 2026

Fun Day of Learning

It was a well run tour from taking pictures before to having blankets to keep warm on board and pictures on a screen in case you couldn’t see what we were passing well. Our tour guide, Miles, was passionate about his city’s history and stuck in funny parts throughout. Our 7 year old enjoyed the ride too. Good tip is that the check in is at kiosk not a building so no bathroom.

Sunset Windjammer Cruise Along the Coast of Portland Maine

Jessica_D, Oct 2026

Book this sunset cruise!

This was the best sunset cruise! The crew was so friendly. They offered an opportunity to help hoist the sails for those that wanted a full sailing experience. We had ample space. There’s a bathroom on board and you could bring your own beverage and snacks. Views were amazing in October.

Harbor Lights and Sights Cruise

Brian_S, Oct 2026

Awesome tour, wonderful crew

Excellent tour. I arrived on a cruise ship and the tour dock was very easy to find. It’s about a 10-15 minute walk from the terminal. The tour started right on time and we were back in exactly 1 hour and 45 mins. The crew were friendly and welcoming when we boarded. The captain did the introductions and safety stuff and we were in our way. Amazing views of the lighthouses and diamond islands, casco bridge etc the narration was excellent. Really intelligent guy that definitely knew his stuff. I’ve been to Portland a few times via car but never went out on the water. I learned more about Portland in this under 2 hour journey than every prior trip combined. Highly recommend this tour. Captain Kelton was the captain and Islander was the vessel.

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, Sept 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.