Best 83 things to do in Portland, ME

Extend your private sunset sail to 4 hours, with space for up to 6 guests

Take a private 2-hour cruise for up to 6 in Casco Bay

Take a private 4-hour sunset cruise in Casco Bay for up to 6 guests

Cruise Casco Bay at sunset on a classic Maine-built powerboat

Cruise Maine’s coast on a private power boat with a custom route

Cruise Maine’s coast at sunset on a private boat for up to 6

Learn lobstering on a private sunset cruise for up to 6

Fish Saco Bay on a private 4-hour charter for up to 6 guests

Watch Old Orchard Beach fireworks from a sailboat or powerboat—skip the shore crowds

Cruise Saco Bay on a private boat and choose scenic cruising, lobstering, or fishing

Cruise Casco Bay by powerboat under the full moon, up to 6 guests

Watch Old Orchard Beach fireworks from your private sailboat or powerboat

Customize a private Maine coast cruise for up to 6 guests

Private 2-hour sunset cruise for up to 6 in Portland Harbor and Casco Bay

Private 4-hour Saco Bay boat charter for lobstering, fishing, and coastal views

Private 2-hour fishing charter for up to 4 on a 27-foot boat

Paddle a winding stream to Jordan Bay on a guided Sebago Lake tour

Launch from Sebago Trails’ private site and paddle for up to 4 hours

Paddle Panther Run to Sebago Lake for sunset views

Rent a kayak, canoe, or paddleboard for up to 24 hours

Taste Maine oysters with rooftop wine pairings and coast stories

Savor oysters, a lobster roll, and a golden hour cruise in an intimate 6-guest experience

Dine together on Maine oysters and steamed lobster on a tidal dock

Haul a lobster trap, shuck oysters, and enjoy a lobster roll in Casco Bay