All Portland Tours &amp; Excursions in 2026 - page 3

4.6

(11)

from USD 380

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

4.4

(7)

from USD 160

Likely to Sell Out

Portland, Maine: Black History Guided Walking Tour

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

All our tours take place in a comfortable vehicle with a local driver-guide and can be tailored to your pace. This private tour is done in our larger passenger van that can take up to 12 passengers. We’re happy to customize the experience to match your interests. This particular tour covers all the major sights in Portland, followed by a visit to the South Portland lighthouses, including admission to Fort Williams Park to see the Portland Headlight. After exploring Portland, you'll journey down the highway to Kennebunkport, a charming coastal village that served as the summer retreat for former President George W. Bush and his family. While we have a standard route, as a private tour, we can personalize the itinerary to suit your preferences.

(154)

from USD 54

Private Portland Lighthouses and Kennebunkport Tour - 12 Pax

from USD 1,508

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

Explore the stunning scenery and rich maritime history of Casco Bay on a private 2hr, 4hr or 6hr powerboat cruise. Ideal for families, friends, or small groups, this exclusive charter offers a personal adventure, allowing you to encounter marine wildlife, view iconic lighthouses, and discover unique islands at your own pace. With flexible scheduling and customizable experiences, this cruise promises an unforgettable day on the water, complete with opportunities for swimming and exploring Maine’s rugged coastline. - Private cruise for up to 6 passengers, ensuring an exclusive experience - Encounter marine wildlife like seals, porpoises, and seabirds - View famous lighthouses including Portland Head Light and Bug Light - Flexible departure times and customizable itineraries available – Alternative pickup available in Portland for added cost, saves 30 min of driving, contact us for availability

(21)

from USD 44

Private Yacht Tour in Portland, Maine 2hr, 4hr and 6hr Available

Private Yacht Tour in Portland, Maine 2hr, 4hr and 6hr Available

2 to 6 hoursFree Cancellation

Some cities are best seen from a car window. Portland, Maine is not one of them. On this fully private e-bike tour, it's just your group, a local guide, and five hours of spectacular coastal scenery — with a Maine lobster roll along the way. Ride through the Old Port's cobblestone waterfront and fishing piers. Climb to Fort Allen Park for sweeping Casco Bay views. Cruise the Eastern Promenade before crossing to South Portland to walk the breakwater to Bug Light, designed by the architect of the U.S. Capitol dome. Continue to Spring Point Ledge — the only lighthouse of its kind you can reach on foot — then Portland Head Light, commissioned by George Washington in 1791. Finish on the Western Promenade, a hidden hilltop park with views to the White Mountains that most visitors never find. Lunch is a fresh Maine lobster roll at a waterfront spot worthy of the occasion. No strangers, no set pace — just your group and the best of coastal Maine.

from USD 648

Per group

Likely to Sell Out

Private EBike Tour Portland Maine

5 hoursFree Cancellation

Looking for a romantic way to watch the sunset while in Maine? How about chartering a vintage lobster boat and heading out to Casco Bay, where you'll take in great views of the sea and coastline. Your captain and guide will be on board to point out lighthouses, historic forts, and natural features. A round of drinks is included to toast the sunset with, but more beverages are available to purchase onboard.

from USD 349

Private Sunset Charter on a Vintage Lobster Boat with Drinks

(43)

from USD 407

This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your group, your pace, and a relaxed day along Maine’s scenic shoreline. Visit historic York’s colonial landmarks, walk through the Old Burying Ground, and enjoy views from John Hancock Wharf before stopping at Cape Neddick Light, one of New England’s most photographed lighthouses. Continue to Ogunquit for time at Perkins Cove, with the option for a short scenic stroll along the Marginal Way overlooking the Atlantic. In Kennebunkport, enjoy unhurried time in Dock Square to browse shops, walk the harbor, and dine at a local restaurant of your choice. A scenic stop at The Colony Hotel adds classic New England charm and sweeping coastal views. Because this tour is private, the experience remains flexible and comfortable, allowing you to explore at your own pace and focus on the scenery and stories that interest you most.

Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

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.

(3)

from USD 300

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Learn about the rich history of Fort Williams park, Portland Headlight and Casco Bay on this guided walk. Designed for both history lovers and casual explorers, this tour offers an immersive journey from the majestic Portland Head Light, along the beautiful cliff walk path to the crumbling relics of the Fort's past. You will learn about Fort Williams and Portland headlight's storied past, from the American Revolution to World War II, with a knowledgeable local tour guide and have opportunities to stop for photos of the iconic lighthouse on this tour. The tour ends with an opportunity to explore the last unburied artillery battery and bunker at the park, a fun adventure that ties in the military history with exploration. What to Expect: Start Point: Portland Headlight Parking Lot End Point: Ship Cove Duration: Approximately 1 hour Distance: About 0.8 miles of walking Audience: Perfect for families, new visitors, history buffs, and anyone curious about Maine’s legendary coast.

(58)

from USD 75

Portland Head Light and Fort Williams Walking Tour

Portland Head Light and Fort Williams Walking Tour

1 hourFree 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.

(10)

from USD 35

New Hampshire White Mountains Day Tour

from USD 325

Sunset Tour by Kayak on Sebago Lake Maine

Amazing Scavenger Hunt: The Maine Event

(10)

from USD 59

1 hour 30 minutesFree Cancellation

3.0

(4)

from USD 15

Witness the stunning sunset over Casco Bay on this two-hour public powerboat cruise aboard the classic Maine-built vessel, Avelinda. As the sun sets, enjoy picturesque views of iconic lighthouses like Portland Head Light and serene islands such as Peaks Island. With a maximum of six guests per boat, relish an intimate experience while keeping an eye out for local wildlife like seals and seabirds. Captains with extensive local knowledge share tales of the region's rich history, making this cruise a perfect way to unwind and soak in the beauty of Maine's coast. Open to all ages, it’s a memorable outing for families and couples alike. - 2-hour scenic sunset cruise through Casco Bay - Maximum of 6 guests for an intimate experience - Spot local wildlife and iconic Portland lighthouses - Knowledgeable captains share local history and ecology

Intimate Portland Public Sunset Cruise

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small team specialises in authentic, natural photography that truly reflects your trip. In Portland, we combine creativity with local knowledge to show you hidden gems, secret angles, and the best light. You’ll not only get beautiful, professional photos but also insider tips to make the most of your time here. We’re proud to be recognised among the top-rated photography tours of 2025, trusted by travellers worldwide for our relaxed style and stunning results.

(1)

from USD 149

Private Vacation Photoshoot with Photographer in Portland

Private Vacation Photoshoot with Photographer in Portland

1 hourFree Cancellation

(1)

from USD 164

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

The hour just before sunset is the best time for stand-up paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the sun setting over the city as we paddle back to the East End Beach. This two-hour tour is designed for people of all experience levels — including those new to stand-up paddling.

from USD 139

Stand-Up Paddle Sunset Tour in Portland

1 hour 30 minutesFree Cancellation

Explore the charm, history, and vibrant culture of Portland, Maine with this self-guided walking tour! Immerse yourself in the sights and sounds of this picturesque coastal city as you traverse the cobblestone streets of Old Port and downtown. Learn about the city’s long, embattled history as you pass the myriad of shops, bars, and eateries which have put it on the map. And discover secrets only locals know! 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.

from USD 45

Portland Maine Self-Guided Walking Audio Tour

Portland Maine Self-Guided Walking Audio Tour

1 to 2 hoursFree Cancellation

4.5

(12)

from USD 13

Camden, Rockland, Pemaquid, and Belfast Private Tour

Join us for an exciting Private Coastal Tour from Portland to Camden, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the towering USS Wyoming sculpture and rich shipbuilding heritage. In Wiscasset, stroll through “The Most Beautiful Village in Maine” and visit the world-famous Red’s Eats lobster stand. In Rockland, enjoy a walk to the lighthouse and explore its maritime charm. In Camden, wander the charming streets, enjoy lunch, and see a unique waterfall flowing through town. The highlight of the tour is **Camden Hills State Park**, where you’ll take in the most breathtaking views of Midcoast Maine from the summit of Mount Battie. We'll finish with a brief stop at the Maine State Capitol, designed by the same architect as the U.S. Capitol, offering a fascinating glimpse of Maine’s history. This fun and adventurous tour is perfect for exploring Maine’s hidden gems. Book now to experience the best of the coast!

Camden, Rockland, Pemaquid, and Belfast Private Tour

8 to 12 hoursFree Cancellation

from USD 350

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.

Private Portland Head Light & Midcoast Explorer

Private Portland Head Light & Midcoast Explorer

Paint Portland, Maine: Small Group Outdoor Painting Experience

4.5

(14)

from USD 350

3 hours 30 minutesFree Cancellation

4.9

(13)

from USD 150

Private Portland to Acadia & Bar Harbor Experience

Explore the charming coastal towns of Kennebunkport, York, and Portsmouth on this private day tour. Delve into the rich maritime history, enjoy stunning ocean views, and savor local flavors. With a personalized itinerary, this tour offers the flexibility to explore at your own pace, while an expert guide provides insights into each destination. Enjoy a relaxed atmosphere with included snacks, bottled water, and lunch to keep you energized throughout the day. - Private tour lasting approximately 7 to 8 hours - Customizable itinerary to suit your interests - Included lunch, snacks, and bottled water - Pickup from your location in an air-conditioned vehicle

4.9

(32)

from USD 400

Kennebunkport, York and Portsmouth NH Private Tour

Kennebunkport, York and Portsmouth NH Private Tour

7 to 9 hoursFree Cancellation

from USD 325

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Top Attractions in Portland

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Attractions

What are people saying about Portland

Sunset Lighthouse Cruise

Maridee_E, Aug 2026

We were all glad we chose this activity.

The crew/captain/guide and land staff were all great, highly professional, courteous, and genuinely pleased to have us as guests (unlike some tourist activities). Very interesting historical info provided by guide. Captain was gracious and provided excellent smooth ride, making sure all sides of the boat could have clear views of the sights. There is a bar on board, again with friendly, knowledgable bartender. We saw some seals, interesting birds, several islands, 3 lighthouses and a beautiful sunset. Well worth it!

Portland City and Lighthouse Tour

Elaine_D, Aug 2026

Great quick tour of Portland and Lighthouse!

The tour was very nice and informative. Driver/ tour guides had lived there many years. The lighthouse was the highlight of the trip. The office of the tour company was so nice they stored my luggage so I didn’t have to drag it on the trolly tour. The open air was very nice too with a pleasant breeze. Tour was not crowded so I had 2 seats. Highly recommend.

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!

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

Kelly_B, July 2026

Great Crew and Cruise, despite bad weather

Our Casco Bay cruise with Megan and Colton was fantastic. The weather was grey, windy and then the rain came in, but we made the most of it! They had cozy blankets for everyone and took us to as many locations as the weather safely allowed. We learned a few fun facts about each site, and they were happy to answer any questions we had. We were able to bring our own drinks and food was allowed too! This was a wonderful tour, despite the weather and because of the lovely crew! Also: we accidentally double-booked for another cruise that afternoon and they were so helpful in allowing us to cancel at the last minute. Fantastic customer service and highly recommended!!!🙌🏻✨

Sunset Windjammer Cruise Along the Coast of Portland Maine

Nicole_S, July 2026

This was such a great...

This was such a great evening activity! The people operating the ship were very friendly and attentive, and I felt very safe the whole time! I went solo and ended up sitting next to a really awesome family- even invited me to dinner with them after! Was a wonderful night for a sail, and I’m so glad I went! 10/10 recommend!!

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

Mary_A, July 2026

Informative and Enjoyable Portland, Maine Tour

We took an excellent tour of Portland and the 3 lighthouses. Our guide was incredibly knowledgeable and funny. He shared fascinating history about the buildings and the city itself. We visited the 3 lighthouses, with plenty of time to take photos and enjoy the views. I highly recommend if you want and informative and enjoyable experience

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Besiana_J, July 2026

Amazing

unforgettable⭐⭐⭐⭐⭐ Absolutely amazing boat tour! The crew was outstanding—friendly, professional, and genuinely caring. They went above and beyond to make sure everyone was comfortable, safe, and having a great time. Their positive attitude and attention to every guest made the experience unforgettable. I highly recommend this tour to anyone looking for a memorable day on the water. Thank you for such a wonderful experience!

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

David_V, July 2026

Ally (sp?) was a great...

Ally (sp?) was a great guide on our tour of Portland (in the city) and a few lighthouses. She was very knowledgeable of the area and the trips to the lighthouses were especially enjoyable for us. Love the rugged coastline of the area. We did the tour in a comfortable air conditioned van and got out of the van to walk around at the lighthouses. Highly recommend this tour.

Small Group Sunset Lighthouse Boat Cruise With Local Drinks

Melanie_R, July 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.

Port City Lights Cruise

Monica_D, July 2026

Smooth Sailing

Loved the lighthouses! I only wish the tour had been longer—it left us wanting more. It was a fantastic excursion, and the captain and crew were absolutely top-notch: friendly, knowledgeable, and made the trip so enjoyable. One more thing… my friend Dawn may have developed a slight crush on the captain. 😄 She wanted me to mention that if he’s single and looking for a fan club, she’d gladly take his phone number! Thanks for an unforgettable experience!

Casco Bay Morning Windjammer Sail

Alyssa_B, July 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.