Choose your trip length, interests, and pace to build a flexible Portland itinerary. Add other destinations, compare experiences, and reserve time for travel between stops.
Plan my Portland trip →Explore more in Maine.
June–September
Seasonal guidance is a starting point; check weather and dates for your chosen experiences.
Pearl District: Central, walkable, great galleries, restaurants, and easy transit access. Alberta Arts District: Creative neighborhood with street art, local shops, and food carts. Nob Hill / NW 23rd: Shopping, cafes, and close to downtown and Washington Park.
Browse these experiences as a starting point. The planner considers your interests, pace, and published schedules when building your days.
Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour of Portland, Maine and 3 lighthouses with an experienced guide who is a real lo…
Approx. 105 minutesView on Viator →
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most famous sights on the Portland peninsula. Towards th…
Approx. 105 minutesView on Viator →
Skip the city and head straight to the coast on this dedicated lighthouse tour of Maine’s best lighthouses. Explore three iconic beacons that have guided sailors for centuries, eac…
Approx. 120 minutesView on Viator →
This 50-minute sightseeing tour is a fun and unique way to discover Portland, Maine. Board a Vintage Fire Engine and travel back in time as your knowledgeable guide helps relive Po…
Approx. 50 minutesView on Viator →
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Po…
Approx. 105 minutesView on Viator →
Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will captivate you with…
Approx. 120 minutesView on Viator →Start with the number of days you have, then choose an unhurried, balanced, or fuller pace. Review the suggested route before generating your daily plan. Transport allowances are estimates; confirm services and meeting points before booking.
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