Best 133 things to do in Portland, ME

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

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

Walk a working waterfront, uncover shipwreck lore, and learn to shuck Maine oysters

Discover 300 years of Kennebunkport history from a classic trolley

Narrated private trolley sightseeing through the Kennebunks

Cruise Kennebunk's coast with local history and easy e-bike riding

Coast through Kennebunk’s beaches, landmarks, and countryside by e-bike

Paddle sheltered harbor waters and visit Goat Island's historic lighthouse

Pedal Maine’s coastal byway with a local guide, historic sights and ocean views

Create a handmade Maine keepsake with a local craft expert

Cruise Casco Bay, shuck fresh oysters, and finish at a local lobster shack

Learn capsize recovery skills in a 3-hour sea kayak lesson

Build sea kayaking skills in a small-group lesson on Casco Bay

Sail into the evening with a small-group sunset cruise