Water Activities in South Freeport, ME

Cruise Boothbay Harbor on a one-hour mailboat tour with quick island stops

Handle lobsters and help reset traps in Casco Bay

Pair artisan charcuterie with quiet coves and wooded lake views

Cruise Casco Bay with waterfront narration and a local drink included

See Casco Bay lighthouses, working boats, and coastal wildlife with live narration

Make Casco Bay your own with a crewed yacht for your group

Enjoy a private sail aboard Endurance with views of Casco Bay’s islands and lighthouses

Make your time on the water your own

Slow down on the lake with extra cruising time and the option to swim

Sail into dusk with Casco Bay views, landmark narration, and a local drink

Sail Casco Bay at dusk with lighthouse views and live narration

Celebrate or unwind aboard Endurance on a custom sail

Unwind on the water as evening settles over the coast

See quiet coves and classic Maine lake cottages from the water

Slow down together with quiet coves, artisan treats, and instant photos to keep

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

Sail Casco Bay at sunset past islands, lighthouses, and local wildlife

More time to sail, relax, and explore the Maine coast

See Maine's lighthouses and islands from the water

Paddle Casco Bay to explore a Civil War-era fort

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

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

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

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