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.

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.

Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made her who she is today. Your locally-raised tour guide will captivate you with extraordinary, exciting, and surprising stories about the hardy folks who destroyed and rebuilt Portland time and again over 400 years while you stroll historic streets past spots you’ll surely want to come back to explore. We’ll see where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk through the centuries in the historic Old Port and working waterfront. The Portland Hidden Histories Tour includes 2 hours of entertaining and enlightening historical narration over a 1.5-mile route through downtown Congress Street, the Old Port, and working waterfront along Commercial Street. Owner and guide, Dugan Murphy, takes guests to the most intriguing landmarks and presents an inclusive collection of hidden histories not included on other tours.

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.

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.

Acadia National Park is as big as it is beautiful, making it simple to get lost when going on your own. Instead, choose this Acadia National Park Self-Guided Driving Audio Tour and see the park’s pristine wilderness while hearing about its history from the safety of your own vehicle. You’ll follow a route through the park on an easy-to-download app that gives recommended speed limits and commentary for a unique experience.

Take a deep dive into Bar Harbor, Acadia National Park, and Mt. Desert Island on this half-day bus tour. Since your transportation is provided, you can focus on the scenery and taking in the insightful narrative instead of driving and directions. Make three stops within the town of Bar Harbor and the National Park to witness firsthand the views and wildlife that make this island so special. Stops include Cadillac Mountain, Sieur de Monts Spring, and Thunder Hole.

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.

Cruise along the waters of the Atlantic Ocean aboard a spacious catamaran during this small-group tour. Board the vessel and relax in one of the many seating areas during your cruise. Take in the coastal views, keep your eyes peeled for wildlife like seals and bald eagles, or simply relax on board. You are also welcome to bring your own food and drink to complete the experience.

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.

Discover Bar Harbor by sailboat with this romantic sunset small-group cruise. Climb aboard a boat for a scenic tour of Frenchman Bay and into Acadia National Park. Go sightseeing at sunset and keep an eye out for wildlife during the tour. This sailing adventure often has live music aboard and a cash bar with beer and wine is available.

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.

Take a guided walk tracing the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality. Maine’s earliest settlements couldn’t have existed without Black labor, skill, and insight—and since those first moments, Black Yankees have agitated and organized to resist indignity and realize power. You'll meet the people who founded Maine communities, overturned slavery statewide, drove our maritime industries, gained political influence, founded houses of worship, crossed color boundaries, and expanded Mainers’ rights in the modern era. The Portland Black History Tour includes 2 hours of entertaining and enlightening historical narration over a 1.5-mile route through the Old Port and East End neighborhood. Owner and guide, Dugan Murphy, dug through piles of research and historic documents to present an amazing constellation of stories left out of most tours.

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.

Running the factories or running for office, Portland women boldly shaped our city’s culture while continually moving the country toward equal rights. Hear stories of women who achieved remarkable things, like the Indigenous Penobscot performer who reframed immigration policy, the Chinese immigrant and laundress who won American Mother of the Year, the white tavern keeper who went up against the British Navy, and the enslaved Black maid who abolished slavery statewide. Experience the charm and depth of a city that was almost lost were it not for the impact of women’s collective energy and passion. Stories are told with heart, humor, and humanity by locally-raised and exceedingly-excited tour guide, Dugan Murphy. See museums, stately row houses, soaring churches, regal Federal-style mansions, and other landmarks on this 2-hour guided walking tour over 1.3 miles in Portland's Arts District and West End neighborhood.

The Maine Donut Tour - Portland is Maine's ONLY donut tasting tour that provides skip the line access to all (3) Downtown donut shops, and the only guided access to sample (6) different flavors and/or styles of donuts, with access to flavors that often sell out.

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.

Step away from the hustle and bustle of the Lower Village and into the quiet neighborhoods of the first residents of Kennebunkport in the Kennebunkport Historical District.

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.

This guided mushroom hunting tour in Bar Harbor is a foodie tour like no other, combined with a relaxing walk through Maine’s wilderness. You’ll join an expert forager for a trip into the fields and forests around Bar Harbor in search of fauna and fungi. They’ll identify different species along the way, including those that you can take home and eat. You’ll also learn about the area’s ecology and how native cultures preserved this land.

Welcome to Portland, Maine, a seaside city known for its architecture, marine industry, art, and bustling vibes. This in-app audio tour will walk you through the memorable sights of Portland, letting you explore the area at your own pace. Fall in love with Portland with your private self-guided audio tour. Take a historical stroll and find the first house made entirely of bricks. Look at the Romanesque, Shingle, and Colonial Revival architectural styles. Feel yourself in the paradise for foodies and craft beer lovers'. Get artistic touch and dive into the spirited atmosphere of the city. The mobile app helps you explore Downtown Portland with a private audio tour (included). Download tours in advance to listen without WiFi. The audio guide on the mobile app is the best way to enjoy the tour at your own pace. WeGoTrip app is available on the App Store and Google Play and works offline. Enjoy your party only!