Best 176 things to do in Portland, ME

Explore Portland landmarks and stop at Maine’s oldest lighthouse

See Portland Harbor lighthouses, forts, and Diamond Pass from the water

Trace Portland's harbor defenses and shipbuilding history at three lighthouse stops

A private evening on Casco Bay beneath the setting sun

Cruise Portland’s coast for islands, lighthouses, and waterfront views

A private early-morning escape among Casco Bay islands

Watch Maine's colorful sky from a lobster boat while passing lighthouses and Portland's scenic coastline.

Handle lobsters and help reset traps in Casco Bay

Relax on a slow cruise for great views of Portland from the water

Relax on a 1.5-hour Casco Bay happy hour cruise for up to 12 guests

Relax on a Casco Bay sunset cruise with Portland views

1.5-hour Casco Bay mimosa cruise for up to 12 guests

Cruise Casco Bay’s fall-colored islands and visit an oyster farm

Paddle Casco Bay to explore a Civil War-era fort

Island-hop by sea kayak in Casco Bay with a beach break

Paddle Casco Bay at sunset with a relaxed, beginner-friendly guided tour

Reserve camping and paddling gear rentals with limited availability

Rent a kayak or SUP at East End Beach for an easy 1-hour waterfront paddle

Choose your craft and explore Casco Bay from Portland’s waterfront

Explore Portland’s East End waterfront with gear included

Paddle Portland’s East End waterfront by kayak or stand-up paddleboard

Cruise Maine's coast aboard the classic Calista Ann

Pedal Maine’s coast past lighthouses, forts, and harbor views

Cruise paved coastal paths to two historic lighthouses