Monument Square
Visit Monument Square
Tours & day trips
See all 52 activitiesOpens in new tabHarbour Lights and Sights Cruise
Cruises & boat tours
See all 18 activitiesOpens in new tabSunset Windjammer Cruise Along the Coast of Portland Maine
Private & custom tours
See all 13 activitiesOpens in new tabCity centre Golden Adventure Quest Experience in Portland
Classes & workshops
See all 3 activitiesOpens in new tabPortland: Schooner Tall Ship Cruise on Casco Bay
Adventure & outdoor
See all 3 activitiesOpens in new tabPortland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll
Popular places to visit
Wadsworth-Longfellow House
As you tour this historic brick home, trace three generations of Maine family history and learn about the cultural and political impact of its family members.
Maine College of Art
You can enjoy some culture when you stop by Maine College of Art in Portland. Stroll along the area's waterfront or experience its great live music.
Charles Q. Clapp House
Demonstrating the wealth and artistic sensibilities of 19th-century Portland, this masterpiece of Greek Revival architecture is next to the Portland Museum of Art.
Portland Museum of Art
Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.
McLellan-Sweat Mansion
Providing a window into Maine’s prosperous past, this well-preserved early 19th-century brick mansion and house museum forms the back of the Portland Museum of Art.
Maine Historical Society
You can spend time exploring the galleries in Maine Historical Society during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.