Best 151 things to do in South Freeport, ME

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

Taste Maine oysters with paired wines and stories from Oyster Society

Sail Casco Bay at sunset with live music and a BYOB vibe

Cruise Casco Bay at sunset past lighthouses, forts, and islands

Relax on a 1.5-hour Casco Bay cruise with views of Portland

Pair fresh oysters and prosecco with Portland coastal views

Taste local flavors while exploring Maine’s historic coastal lighthouses

Craft drinks, waterfront views, and Prohibition stories by trolley

Taste Portland’s food scene from a trolley, with lunch, drinks, and neighborhood views

Private chef dining and drinks aboard a restored Maine lobster boat

See Portland's coast during New England's fall color season

Learn recreational kayaking while exploring Sebago Lake’s streams and Jordan Bay

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

Easy evening paddling with Maine guide stories

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

Paddle Sebago Lake’s coves, islands, and shoreline at your own pace

Fish for mackerel on a 2-hour cruise aboard The Miss Boothbay

Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip

Ride the ferry to Burnt Island and climb the lighthouse tower with staff guides

Climb the Burnt Island Light tower on Maine Open Lighthouse Day

Trace maritime legends, local lore, and unexplained stories along Boothbay Harbor

Pedal Boothbay’s coastal backroads while uncovering ghostly local lore

Enjoy eight hours on the water with a choice of power pontoon boats.

Sail to Wood Island and tour inside the lighthouse and keeper’s house