Best 100 things to do in South Portland, ME

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

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

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

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

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

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

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

Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide

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

Paddle with a morning group on Tuesdays or Thursdays

Sail into the evening with a small-group sunset cruise

Private 4-hour whale watching cruise for up to 6

Fish the Saco River on a private fly-fishing charter for up to 2 guests

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

Shark fish offshore with a private captain for up to 4 guests

Watch Old Orchard Beach fireworks from your private sailboat or powerboat