Top Maine Walking Tours

Learn about Portland's history with this walking tour, which will take you through the Old Port, downtown, and waterfront areas. You'll see all sorts of historic attractions, including the home of Hendry Wadsworth-Longfellow, the Eastern Cemetery, and the Abyssinian Church, all with a professional guide on hand to share stories about the city's past.

If visiting on a cruise or staying in a hotel, this 2-hour cruise of Frenchman Bay with its stunning views of Acadia National Park is a tall ship cruise that will live long in your memory.

Known for its rocky coastlines, wealth of wildlife, and evergreen forests, Acadia National Park promises dramatic scenery—and this fully narrated driving tour makes for an easy way to discover it. Set off from Bar Harbor in a luxury Berkshire minibus, and discover highlights like Cadillac Mountain (the highest point on the East Coast), Thunder Hole (where ocean waves roar), Sieur De Mont's Spring, Jordan Pond, and much more.

Experience Maine’s most beautiful sights with this narrated driving tour! Cruise through Acadia’s pristine wilderness, hear the legends of the Native tribes who once called this place home, summit the majestic Cadillac Mountain. Plus, visit the quaint, picturesque coastal town of Bar Harbor along the way. Due to poor signal in the park, enable OFFLINE MODE while driving. Recommended: purchase one tour per car. Everyone can listen at the same time! Here's how it works: Within 30 mins, we'll send you two things: a unique password and an app. Download the app onto your phone, enter the password, and download the tour. When you arrive, go to the first stop, launch the app, and follow the instructions! Stick to our recommended route and speed limit for the best experience. No expiration — the tour is available from the minute you book until forever! This is not an entrance ticket to attractions along the route. Check pandemic rules and opening hours before your visit.

Explore the heart of Portland and head out to see some of the area's hidden gems and less-visited spots with this guided sightseeing tour. Your guide, a born-and-raised Portlander who works as a college librarian by day, shows you off-the-beaten-path locations and shares with you all sorts of local lore along the way.

Sail in luxury on a 44-ft catamaran yacht! We are one of the only sailing catamaran charters in Maine, and our luxurious yacht makes for a relaxing and fun experience. Our catamaran is stable and does not bounce in waves, providing for a much more comfortable sail than other boats. The yacht boasts five different seating areas, including three dining areas and trampolines to lie on as you watch the sea ripple below you. Relax in luxury, savor the coastline, and watch for seals, whales, and bald eagles. Enjoy a romantic sunset cruise, host a cocktail party, jump off the boat into the gorgeous Saco River, or simply relax as we sail past lighthouses and lush marshland. You are welcome to bring your own food and cocktails on the boat. While we offer public tours for up to six people at a time, you can also rent out the boat for private tours, which will hold up to ten people comfortably. We are owner operated, so we take great care that every aspect of your adventure with us is flawless..

Charter a vintage lobster boat, dubbed MONHEGAN, and set sail with this two-hour tour into Casco Bay. You'll get great views of the Maine coastline, passing by four lighthouses as you go. This is a great opportunity to take photos of the coastline and waters, while learning about local nautical history from a knowledgeable captain.

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 and natural feature, and you're welcome to bring food and beverages, even the adult kind, on board.

Enjoy a one-of-a-kind perspective on Maine’s picture-perfect sunsets when you embark on an evening sailing tour. Departing from the scenic Camden Harbor, you’ll travel in comfort aboard a large, elegant windjammer that was built according to traditional methods. Sail past Curtis Island Light, chart Penobscot Bay, and take in the ruggedly beautiful coastal scenery, with views of mountains in the distance. You can spot local wildlife, enjoy drinks on board (available for purchase), and see the sun set over the water before returning to the harbor.

See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship’s wheel.

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.

Stroll through Bar Harbor with a small group on this tour focused on the local cuisine. As you walk, listen to in-depth commentary on the local food scene and stop for tastings at establishments around the Village Green. The tastings add up to a satisfying lunch, and the small group size means you'll have plenty of personalized attention and chances to ask questions.

Maine is known for its seafood, and with this tour, you'll get to learn all about the industry, with the chance to sample some local delicacies along the way. You'll take a walk along the waterfront where lobster boats dock to unload their catches before heading out to a lunch of lobster rolls served with clam or seafood chowder and craft beer or soda pop.

Immerse yourself in the food culture of Bar Harbor and Mt. Desert Island on this culinary-focused tour. This small island has a bustling food scene and this small-group tour lets sample the best that downtown Bar Harbor has to offer. Listen to commentary about the local food and agriculture as you taste; a small group means you have plenty of personalized attention and the chance to ask questions.

This 2 hour walking tour will begin in front of the Abbe Museum on Mount Desert Street. Your local, experienced guide will share highlights and secrets from the Gilded Age, stories of rum running, and tales of the town folk who influenced the development of Bar Harbor as you wend your way throughout the village.

Learn about the history of Bar Harbor, Maine during a private walking tour. Meet your local guide at Abbe Museum and set out for a town stroll. Learn about stories from the Gilded Age, tales of rum running, and people who played a big role in local history. Visit top landmarks including the Criterion Theater and St. Saviour’s Church during this sightseeing tour.

This self-guided GPS audio walk brings you through one of the most beautiful vistas in Portland, Maine. It starts with a spectacular overlook of Portland Harbor, Casco Bay and the islands, and continues down by the waterfront to East End Beach. Along the way, you’ll hear stories from a local about what it was like growing up on Munjoy Hill and having access to the Eastern Prom. As you cross the railroad tracks, you’ll hear from the engineers that keep the historic steam engines running. Included are tips on what birds to look out for depending on the time of year. Put on a pair of headphones and start the tour by downloading the app. The audio plays automatically at exactly the right place using your smartphone’s GPS. This self-guided tour is narrated by Dianne Ballon - a sound artist, sound designer and an avid bird watcher. She invites you to discover through sight and sound the Eastern Promenade — a place she returns to in all seasons.

Come along with Willow, an expert forager who knows and loves the plants and fungi of Maine. Guided Foraging Experiences will bring you and your group to the best possible locations for foraging. We will search, collect, identify, and even eat some of what we find! This is an outdoor adventure like no other.

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!

Explore Portland with Wacky Walks royal scavenger hunt. In our app-based scavenger hunt, your group will participate in competitions to become the King or Queen of your group throughout the game. The active King or Queen will lead the other players to find items around the city and complete fun tasks. For every item you find and task you complete, you will receive points. The goal of Wacky Walks is to stay the King or Queen for the longest and gain as many points as you can. Take your time playing Wacky Walks, there is no time limit and you can play in any area of the city you would like. There will be a remote host that will be chatting with you during the game in case you need anything. Come be the King or Queen in Portland for the day!

Operation City Quest of Portland is a great way to see the city! Use an app to submit photos of items you find around the city and challenges you complete for points. The items and challenges can be completed in any order you prefer! See your score on the app leaderboard to see how you compare. The scavenger hunt includes a remote host to help via chat along the way. Come discover Portland.

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?

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!