All Portland Tours &amp; Excursions in 2026 - page 2

Walk With Ghosts in Portland

1 hour 15 minutesFree Cancellation

4.6

(90)

from US$33

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

3 hoursFree Cancellation

4.8

(154)

from US$160

Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

1 hour 30 minutesFree Cancellation

4.7

(61)

from US$87

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

3 hoursFree Cancellation

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!

(125)

from US$115

Sunset Lighthouse Cruise Along Casco Bay

Sunset Lighthouse Cruise Along Casco Bay

1 hour 30 minutesFree Cancellation

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.

(49)

from US$69

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Portland's Best Craft Beverages Bus Tour

(60)

from US$75

2 hours 30 minutesFree Cancellation

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

(43)

from US$99

MONHEGAN is equipped with a finely finished wooden table in between cushioned "booth style" benches

Price varies by group size

(67)

from US$380

Few things are more beautiful than a majestic sunset. However to see it from the waters of Portland's magnificent Casco Bay is a truly remarkable experience. Whether a first-time kayaker or experienced hand, this 2-hour tour offers phenomenal vistas of Portland harbor and cityscsape. Your only neighbors are your guide, your small group and the wildlife as you leisurely paddle back to shore.

Portland Paddle uses both tandem and solo kayaks

Sunset Sea Kayak Tour on Casco Bay

4.8

(126)

from US$60

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

Portland, Maine: Black History Guided Walking Tour

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.

(158)

from US$54

Audio Guided Walking Tour from Old Port of Portland, Maine

1 hour to 1 hour 30 minutesFree Cancellation

4.3

(61)

from US$8

Ultimate Portland Self-Guided Driving GPS Audio Tour

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

4.0

(68)

from US$17

Per group

Portland Underground Railroad Self Guided Audio Walking Tour

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

3.5

(8)

from US$10

Uncover the Old Port's deeper past—where sailors, merchants, immigrants, and reformers all left their mark.

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

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the main sites of Portland proper and then all of the South Portland lighthouses, including admission to the Portland Headlight at Fort Williams Park. After Portland, you will head on down the highway to Kennebunkport to visit this popular coastal village that former President George W. Bush and family called their summer home. We have a standard routing but being a private tour, we can tailor your experience to you interests.

(1)

from US$10

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

from US$735

Around The Peninsula Bike Tour

3 hoursFree Cancellation

4.6

(43)

from US$89

Enjoying a fun day on the lake with family

With surrounding streams and ponds, beaches, man-made canals, and natural coves and inlets, Sebago Lake is ideal for exploring on kayaks. If you haven’t brought one with you, this rental can help you get on the water. After a safety briefing, take off from a private launch designed for easily getting in your kayak and into the water, and explore the natural beauty of the lake for about 4 hours.

Half Day Kayak Rental on Sebago Lake

1 to 4 hoursFree Cancellation

(21)

from US$44

Experience the stunning beauty of Casco Bay on a personalized intimate (up to 6 guests per trip), public 2-hour powerboat cruise. Whether you're looking for a scenic sightseeing tour, an up-close encounter with Maine’s wildlife or a journey through the region’s rich maritime history, this exclusive charter is designed to provide an unforgettable adventure. Departing from the working waterfront, you’ll glide past busy wharves lined with lobster boats, ferries, and historic brick buildings that reflect Portland’s seafaring heritage. From the start, the mix of city energy and natural beauty sets the tone for an unforgettable journey on Casco Bay. Seals often bask on rocky ledges, ospreys and bald eagles soar overhead, and in the summer months, porpoises sometimes surface alongside the boat. Whether it’s spotting seabirds, breathing in the salty ocean air, or simply enjoying the thrill of the ride, a powerboat cruise from Portland offers both adventure and relaxation in equal measure.

Experience Portland's Waterfront Public Scenic Powerboat Cruise

Experience Portland's Waterfront Public Scenic Powerboat Cruise

Explore one of Maine’s most picturesque boating destinations—and enjoy a more up-close experience of the sights than most other tours offer—on this excursion by rigid inflatable boat. Departing straight from the marina, you’ll set off into the bay with just a small group for company. Spy the region’s many islands and lighthouses; look out for seals, porpoises, and other wildlife; and really immerse yourself in the maritime scenery.

from US$139

Guided RIB Boat Adventure of Portland

1 hour 30 minutesFree Cancellation

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Sail aboard Heart's Desire, a 101 year old schooner, designed by famed yacht designer, John Alden. Heart's Desire measures 53' feet and features some of John Alden's trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, Massachusetts, and Maine.

(35)

from US$69

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic rail travel, charming villages, and iconic landmarks that showcase New Hampshire’s famous mountain region. The highlight of the tour is the Mount Washington Cog Railway, where guests board the historic train and travel to the summit of Mount Washington, the highest peak in the northeastern United States. At the summit, guests can enjoy panoramic views, explore the observation area, and visit the small museum. The tour also includes scenic drives along portions of the famous Kancamagus Highway, widely considered one of the most beautiful mountain drives in the country. Along the way we visit picturesque villages such as Jackson and North Conway, see the historic Mount Washington Hotel, and stop at scenic overlooks and waterfalls that make the White Mountains unforgettable.

(2)

from US$675

Per group

Private White Mountains Tour with Mount Washington Cog Railway

Private White Mountains Tour with Mount Washington Cog Railway

6 to 8 hoursFree Cancellation

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. Your journey begins at Portland Head Light, one of the most photographed lighthouses in the United States, where dramatic rocky cliffs and sweeping Atlantic views create unforgettable photo opportunities. From there, travel along Maine’s scenic coastline to the picturesque harbor village of Boothbay Harbor. Walk across the historic Footbridge, built in 1901, and enjoy views of working lobster boats, quiet marinas, and classic New England waterfront scenery. Guests also have the option to enjoy lunch along the harbor at a unique restaurant built from a historic tugboat. With a knowledgeable local guide sharing stories and insights throughout the journey, this private coastal Maine tour offers the perfect blend of history, scenery, and authentic coastal charm.

(6)

from US$395

Private Portland Head Light & Midcoast Explorer

Private Portland Head Light & Midcoast Explorer

6 to 8 hoursFree Cancellation

4.5

(14)

from US$350

Portland Pedicab Taxi Reserve

5 to 20 minutesFree Cancellation

from US$50

Per group

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

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

4.0

(8)

from US$25

1 2 3 4

Top Attractions in Portland

1 / 2

Attractions

What are people saying about Portland

Sunset Windjammer Cruise Along the Coast of Portland Maine

Debi_R, Aug 2026

It was a great ending to...

It was a great ending to our week in Maine... I was with 2 of my grown daughters and we loved it... The captain was spectacular and his crew was fabulous.... we had an Aussie as one and we loved hearing him speak and he made sure as the other one did too, to speak to each passenger and talk to us and tell us where he was from.... the other mate was so helpful and encouraging, because one of my daughters is not really fond of boats but loves to take pictures of EVERYTHING.....and couldnt see over the rails,,,she told her she could do it and encouraged her to stand up..... before we were done she was standing taking alot of pictures... so we really had a great sail and it was all beautiful.

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Maria_R, Aug 2026

Schooner

Clean boat friendly staff Relaxing cruise Although nothing was said from the captain or the two other sailors, it was enjoyable. Wish they would’ve provided some history or other facts about the schooner or Portland. He did say he was not going to talk. And he did not!

Portland City and Lighthouse Tour

RobinLanning, Aug 2026

Enjoy the ride with a hefty dose of history and local insight!

Our tour guide, Stephen, was friendly, knowledgeable, and made the entire experience fun! After a long day of walking the ride was well worth the time to rest. I learned a lot more about the city than I would have wandering by myself. It was a great experience!

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.

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

ScottaG_H, Aug 2026

Definitely a Must-Do!

This tour was Ah-mazing! Derek was very informative (he’s lived there all his life) and he had a great sense of humor! Derek also treated us to a “rap” about Portland he wrote himself. He has many accolades and we were fortunate that he shares what he knows with visitors to Portland.,

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.