All Portland Tours &amp; Excursions in 2026

Private Half Day Sailing Charter in Portland Maine

4 hoursFree Cancellation

Uncover the mysteries of Portland’s history with an innovative outdoor escape game that weaves together facts, folklore, and fishy tales. Venture through the city’s historic landmarks as you solve puzzles connected to Portland's stories, from shipwrecks to whispered legends. Guided by a user-friendly app, each clue you discover immerses you deeper into the captivating narrative of Portland, blending reality with fiction. Ideal for families, friends, or team-building, this adventure offers a unique exploration experience where curiosity reigns and puzzle solving is key. With our innovative outdoor escape games your surroundings become the game. Guided by your phone, your team explores real landmarks, uncovering virtual clues and solving puzzles that connect directly to the world around you. It’s part treasure hunt, part walking tour, and part mystery thriller. An immersive experience where history, legend, and imagination collide right in the streets beneath your feet.

Portland Maine Outdoor Escape Room Game

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully outfitted yacht designed to feel warm, welcoming, and comfortable from the moment you step aboard. A half-day sail is the easiest way to get out on the water and see the Maine coast from a completely different perspective. This small group Maine sailing charter is perfect if you want a relaxed few hours to cruise, take in the views, brush up and your sail trim, or just relax and maybe sneak in a swim on a warm day.

Casco Bay Sailing Escape: Half Day Custom Boat Charter

4 hoursFree Cancellation

$199$189

Experience the enchanting history of Portland through a captivating exploration! Solve intricate riddles and uncover local gems while learning fascinating trivia about the city's roots. This adventure encourages playful engagement—snap pictures of landmarks, answer questions about your surroundings, and embrace the unexpected (like pretending to fly!). It's the ultimate way to enjoy Portland's unique charm, discover its ties to Japan and the sea, and test your wits.

Portland Maine Puzzling Adventure Scavenger Hunt Walking Activity

Portland Maine Puzzling Adventure Scavenger Hunt Walking Activity

Book your private Arrival transfer from Portland International Jetport (PWM) to Portland hotels. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.

Portland Jetport (PWM) to Portland - Arrival Private Transfer

15 minutesFree Cancellation

$84$80

While walking tours are helpful for getting oriented, they rely on guides and discourage independent exploration. With this interactive scavenger hunt, explore Portland at your own pace while completing game-like challenges and hunting for particular items along the way. Submit photos of items found around the city, communicate with a game host via chat during the hunt, and compare scores with other teams across the country when you’re done.

Fun Scavenger Hunt in Portland, ME by Operation City Quest

Fun Scavenger Hunt in Portland, ME by Operation City Quest

Walk around Portland while completing the 3Quest Challenge scavenger hunt! Use our app to find a list of objects (provided in riddle form) around the city and participate in fun challenges for points. Collect points and take a look at your score compared to others on the app's leaderboard. All of the objects and challenges will be divided into 3 quests. Complete the 1st quest, 2nd quest, and 3rd quest, in order, to complete the game! Set a time limit of 2 hours for yourself if you'd like to make the challenge even more intense! During the game, you'll have a remote host who will follow along virtually with you and chat if you need any help! Come explore Portland with us by completing all 3 Quests!

Adventurous Scavenger Hunt in Portland, ME by 3Quest Challenge

$10$10

Enjoy a relaxing morning paddleboarding along Portland's Casco Bay. After a brief instruction, set out for a stand-up tour of the area—searching out native wildlife such as great blue herons and osprey as you slowly explore the waters. Learn about the area's fascinating history, from ways Native Americans used the land to how lobsters play a big part in the local economy. This leisurely and informative 2-hour tour includes an on-shore snack break before making your way back to Mere Point.

Stand Up Paddleboard Tour with Complimentary Oyster Tasting

Stand Up Paddleboard Tour with Complimentary Oyster Tasting

2 hours 30 minutesFree Cancellation

Sea Kayak to an Island Tour in Casco Bay

3 hoursFree Cancellation

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

$325$309

Book your private transfer from Portland International Jetport (PWM) to Portland hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

Portland Jetport (PWM) to Portland - Round-Trip Private Transfer

Portland Jetport (PWM) to Portland - Round-Trip Private Transfer

30 minutesFree Cancellation

$169$160

Use an app to survive a zombie apocalypse in Portland . In Zombie Scavengers, explore the city however you'd like to search for items needed to survive a zombie apocalypse. You'll get points for finding these items. You can also do some zombie themed challenges for points on the app as well. Strategize in order to get the most points and survive the apocalypse. Your remote host will be there for you via chat if you need anything. Can you survive the apocalypse in Portland?

Scavenger Hunt in Portland, Maine by Zombie Scavengers

Scavenger Hunt in Portland, Maine by Zombie Scavengers

1 hourFree Cancellation

During Crazy Dash of Portland, you'll use an app and walk through the city to collect points by finding items around the city and performing challenges. You can find the items in any order you want. Check out the rankings in the app to see your score compared to other teams across the nation. Crazy Dash comes with a remote host to chat with you in case you need anything. Crazy Dash is our most relaxed scavenger hunt. Come explore with us in Portland!

Scavenger Hunt Adventure in Portland by Crazy Dash

$10$10

The streets of Portland, Maine, are the site of this exciting scavenger hunt. Scour these city streets in search of a variety of objects, landmarks, and works of art. You’ll be given clues about the town’s art, history, and culture to help you find your way from item to item. As you find and photograph each item, your team will earn points. Try to get the most points to rank highest on a leaderboard with other teams across the country completing other scavenger hunts.

Portland, Maine Madness Scavenger Hunt

Holly Jolly Hunt is a scavenger hunt that is played using an app on your smartphone, that brings your entire family and friends together for holiday cheer. During the adventure you’ll be seeking out all the traditional, and even the non-traditional holiday items we all see this time of year around the city. You’ll get points for each item you find. The goal is to capture as many items as you can in order to score as many points as possible and get 1st place on the leaderboard. Along the way you’ll be asked to perform silly holiday themed tasks meant to bring laughter and smiles to everyone involved. Come play with us. Young or old, this is a scavenger hunt for everyone that enjoys this time of year. We promise you will create holiday memories that you will not forget! Holly Jolly Hunt can be played in any city!

Holiday Scavenger Hunt in Portland by Holly Jolly Hunt

1 hourFree Cancellation

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Must-Dos in Portland

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What are people saying about Portland

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.

Portland City and Lighthouse Tour

Mark_H, Oct 2026

It was a delightful tour....

It was a delightful tour. The driver was knowledgeable and entertaining. We toured most of the highlights of Portland and then South Portland. We stopped at the lighthouse and had time to explore the grounds and take pictures. We are glad we chose this tour.

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 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.

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.

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 Explorer | Maine History, Culture, & 3 Lighthouses Tour

jim_s, Oct 2026

A Fantastic, Personal Lighthouse Tour!

Great experience! The tour was very personal, with a small group of only about 10 people, (van capacity) which made it even more enjoyable. ⭐⭐⭐⭐⭐ Great experience! The tour was very personal, We had a group of around 10, tour capacity, which made the experience feel intimate and enjoyable. Christian was our tour guide and did a fantastic job. The tour lasted a little over two hours, as we were able to get an early start. We had a wonderful time and would highly recommend this tour to anyone visiting Portland!

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.