All Portland Tours &amp; Excursions in 2026

Portland City and Lighthouse Tour

(1,205)

from US$61

Sunset Lighthouse Cruise

Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling marine adventure. As we cruise along the rugged coastline, keep your eyes peeled for the majestic giants of the sea – humpback whales, fin whales, and minke whales are frequently spotted in these waters. Our experienced naturalist guides will be with you every step of the way, providing fascinating insights into the behavior and biology of these incredible creatures. The tour also offers the opportunity to observe a variety of other marine life, including seals, porpoises, and a wide range of seabirds. Don't forget to bring your camera, as you'll want to capture these unforgettable moments.

(225)

from US$71

Maine Whale Watching Tour in Portland

3 hours 30 minutesFree Cancellation

3.7

(63)

from US$129

Afternoon Windjammer Cruise Along the Coast of Portland Maine

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

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

4.7

(255)

from US$69

1 hour 30 minutesFree Cancellation

4.5

(105)

from US$64

Portland Explorer: Working Waterfront Walking Tour with Seafood

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

Sunset Windjammer Cruise Along the Coast of Portland Maine

(16)

from US$79

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.

4.7

(190)

from US$77

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

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

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.

(992)

from US$79

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

Harbor Lights and Sights Cruise

(222)

from US$69

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.

(790)

from US$61

Morning Lighthouse Cruise Along the Coast of Portland Maine

Morning Lighthouse Cruise Along the Coast of Portland Maine

1 hour 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.

(70)

from US$59

Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

50 minutesFree 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.

(916)

from US$45

Port City Lights Cruise

1 hourFree Cancellation

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

(306)

from US$43

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.

(1,631)

from US$74

Old Port Culinary Walking Tour from Portland

Old Port Culinary Walking Tour from Portland

3 hoursFree 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.

(466)

from US$160

Likely to Sell Out

Portland, Maine: Hidden Histories Guided Walking Tour

Portland, Maine: Hidden Histories Guided Walking Tour

Discover the lighthouses and coastal landmarks of Portland on a small-group biking tour. Hop on a provided bicycle and follow your guide to the Bug Light, Spring Point Ledge, and Portland Head lighthouses. Along the way, learn about their storied histories. Other highlights include the Liberty Ship Memorial, Cape Elizabeth, and Willard Beach. Set at a leisurely pace, the adventure also includes a complimentary lobster roll lunch at an award-winning food truck.

(599)

from US$54

Likely to Sell Out

Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll

5 hoursFree Cancellation

A Walk Through Time Tour in Portland

(161)

from US$165

Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites). All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. See Fort Gorges, Bug Light Park, and the beautiful Portland coastline. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.

(515)

from US$49

Casco Bay Morning Windjammer Sail

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.

(38)

from US$61

Kid's can enjoy a scavenger hunt and lanterns on their exploration of the private island!

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

Lighthouses are an iconic image associated with coastal Maine and Portland showcases some from the 1800s. Join this bicycling tour in Portland and see two of the city’s lighthouses from the 19th century. Follow quiet roads along South Portland’s coast to reach a small lighthouse called Bug Light, still in use today. Ride farther to Spring Point where a larger lighthouse awaits at the end of a long granite breakwater.

(80)

from US$109

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

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!

(60)

from US$75

Sunset Lighthouse Cruise Along Casco Bay

Sunset Lighthouse Cruise Along Casco Bay

1 hour 30 minutesFree 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.

(49)

from US$69

Likely to Sell Out

Portland, Maine: Black History Guided Walking Tour

Portland, Maine: Black History Guided Walking Tour

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

(158)

from US$54

3 hoursFree Cancellation

(154)

from US$160

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Top Attractions in Portland

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Attractions

What are people saying about Portland

Sunset Lighthouse Cruise

Shelly_K, Aug 2026

We enjoyed our sunset...

We enjoyed our sunset cruise of Portland. The captain and crew were fun and informative. There was plenty of room on the boat to walk around and take pictures. The captain also offered guests to helm the boat, which my daughter accepted. The evening was cloudy so we didn’t get the beautiful sunset views but the trip was worth it no matter. We saw seals and lots of birds.

Portland City and Lighthouse Tour

Anonymous, Aug 2026

Comfortable and enjoyable way to see the sites

Great way to see the city and learn about it's history. Our tour guide and trolley driver, Wendy, was very informative and entertaining. The pick up spot is right on the wharf and convenient to restaurants and shopping. We did not rent a car for our stay in Portland and appreciated seeing all sides of the city.

Afternoon Windjammer Cruise Along the Coast of Portland Maine

RD_J, Aug 2026

Wonderful experience and...

Wonderful experience and quite educational for a non-sailor (but I have been out twice in my youthfuul days).. The only drawback was sailing in a fairly heavy marine layer for about half the trip. We sat near the captain as we enjoy asking and learning....and he was quite experienced and forthcoming in answering whatever popped into our heads.

Sunset Windjammer Cruise Along the Coast of Portland Maine

Michelle_B, Aug 2026

Beautiful sunset opportunity...

Sail was so peaceful... as u have read, you do need to bring your own beverages (which is no biggie) but the sail boat is very clean and the crew is super friendly. This isn't a tour so there isn't any information provided but if you are looking for an opportunity to take in a sunset from the water - this is the ticket! The evening and experience was awesome!!! Would highly recommend...

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

Michelle_W, Aug 2026

Great tour!

This was a great tour. There was something for both the adults and kids. The donuts were delicious, and Kris was able to accommodate the gluten restrictions for some of our party. Kris was also great about including our daughter and not just focusing on the adults. We highly recommend this tour.

Port City Lights Cruise

Betsy_M, Aug 2026

Jersey Girl

The tour was amazing. You get to see all light houses and islands. Our tour guide was very knowledgerable and funny. You can sit in chairs or explore around the boat. My granddaughter loved it too, and she is six. It was smooth ride and about an hour. A must do if you are in Portland. Also, price is reasonable compare to other tours.

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

Jonathan_M, Aug 2026

We really enjoyed our...

We really enjoyed our tour of three lighthouses and Joe was an excellent tour guide. There were 10 of us in our group, which was a nice size for the vehicle, and we really liked that we were able to include two lighthouses that were too small for our ship's tour buses to be able to visit.

Old Port Culinary Walking Tour from Portland

Eileen_F, Aug 2026

Authentic Portland Food History and Tastes

Ray was a great tour guide, and definitely gave us an authentic experience! The exposure to the different chowders (seafood chowder was incredible!) and the lobster roll with seasonal beer were fantastic. I also love a great dessert, and we had a few. Thanks Ray for the great Portland history and food origin stories!

Small Group Sunset Lighthouse Boat Cruise With Local Drinks

Melanie_R, Jul 2026

Chill & Relaxing

Very chill and relaxing. It was a beautiful evening and the bay was calm. We saw harbor seals and birds. Capt. Pete and Danny were very knowledgeable. With fewer than 20 passengers there was plenty of room. The Elizabeth Grace is a nice boat. I highly recommend this cruise for a calm Summer evening.

Casco Bay Morning Windjammer Sail

Alyssa_B, Jul 2026

Incredible seafaring!

This was a perfect start to the day! Captain James and his crew were wonderful hosts. We saw so many lighthouses, porpoises and spent 2 hours basking in the beautiful sun on Casco Bay. It was an incredible and much more personable experience than some of the other “harbor cruises” I’ve been on before. I would give them 6 stars if I could.