The 8 Most Popular Walking Tours In Portland Maine

Discover the best walking tours in Portland Maine, from culinary adventures to ghost walks and historical explorations—perfect for every interest.

Discover the best walking tours in Portland Maine, from culinary adventures to ghost walks and historical explorations—perfect for every interest.

Discover the best tours and things to do in Portland Maine, from scenic lighthouse cruises to historic walks and delicious food tours—find your perfect experience.

Discover Portland Maine's top historical tours, from Black history walks to food tours. Find the perfect mix of culture, cuisine, and storytelling.

Discover the best drinking tours in Portland, Maine, from brewery walks to brewery and spirits bus tours. Find the perfect fit for your taste and schedule.

Discover Portland Maine's best coffee tours, from bike rides through craft coffee spots to walking tours of local roasters, perfect for caffeine lovers.

Discover the top brewery tours in Portland, Maine, from walking pub crawls to private bus excursions, perfect for beer lovers and curious travelers.

Discover the best boat tours and cruises in Portland Maine—from lighthouse sightseeing to sunset sails—and find the perfect way to enjoy Casco Bay.

Discover Portland’s vibrant waterfront with a guided seafood tour, tasting Maine’s fresh catch while learning about its maritime heritage—all in 3 hours.

Discover Portland’s Old Port with a guided walking tour combining delicious donuts, local landmarks, and lively stories—perfect for foodies and history buffs alike.

Enjoy a 1-hour fully narrated boat tour through Casco Bay, visiting Portland’s historic lighthouses, forts, and spotting seals—perfect for history and scenery lovers.

Explore Portland's stunning coastline on this guided bicycle tour featuring historic lighthouses, scenic parks, and local bites—all at a friendly price.

Experience a peaceful sunset sail along Casco Bay in Portland, Maine, with stunning views, knowledgeable crew, and the freedom to bring your own food and drinks.
Discover Portland from land and sea on a land and sea duck tour, exploring historic districts and enjoying scenic waterfront views—perfect for history lovers and explorers.
Experience Portland’s scenic Casco Bay on a two-hour schooner cruise. Enjoy stunning views, wildlife, and the chance to help hoist the sails.

Discover Portland’s craft coffee and doughnut scene on a guided bike tour, tasting local favorites and exploring hidden gems in this 2-hour experience.

Experience Casco Bay’s stunning lighthouses and historic forts on a 1.5-hour sightseeing cruise with drinks from Portland, Maine. Perfect for relaxing water adventures.

Experience Maine’s stunning Casco Bay on a private vintage lobster boat cruise with drinks, wildlife sightings, and panoramic views — perfect for intimate groups.

Experience Portland’s scenic Casco Bay on a historic windjammer. Enjoy sailing, wildlife, and stunning views with options to bring your own food and drinks.

Discover Portland’s stunning Casco Bay on a 1.5-hour lighthouse cruise aboard Ruth, with expert guides, breathtaking views, and space for your picnic.

Discover Portland, Maine's haunted past on this engaging 1-hour ghost walk, featuring historic landmarks, underground tunnels, and local legends.

Discover the beauty of Silver Falls State Park on a guided waterfall hike from Portland. Enjoy stunning views, light snacks, and a moderate outdoor adventure.

Discover Portland's charm on a 2-hour trolley tour featuring downtown sights, scenic views, and a stop at the historic Portland Head Light.

Discover Black history in Portland, Maine with an engaging 2-hour guided walking tour led by a local historian, exploring over 400 years of impactful stories.

Explore Portland's vibrant craft beer scene on this 2.5-hour Old Port Brewery & Pub Walking Tour, blending history, tastings, and local vibe.

Discover Casco Bay’s lighthouses on this 1.5-hour Portland cruise, featuring stunning views, knowledgeable guides, and a relaxed boat ride suitable for all ages.

Experience stunning Maine coastlines and historic lighthouses on this 105-minute Portland lighthouse cruise. Perfect for wildlife lovers and history buffs.

Discover Portland's vibrant Eastside with a 2-hour walking tour of local coffee roasters, tasting unique brews and exploring the neighborhood’s creative spirit.

Experience stunning Maine sunsets on a 1.5-hour Casco Bay lighthouse cruise. Enjoy scenic views, historic forts, and a relaxed, family-friendly vibe for $67.

Explore Maine’s coast on a well-equipped bike rental, enjoying lighthouses, beaches, and scenic trails—an authentic, flexible way to see Portland’s shoreline.

Sail into Casco Bay on a private sunset cruise aboard Heart's Desire. Enjoy stunning coastal views, lighthouses, and seals with your small group.