things to do in South Freeport, ME

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

Local ghost stories and harbor history on a guided walk

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

Take the outbound boat to Monhegan Island and explore trails, galleries, and ocean views

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

Cruise Casco Bay on the Joseph S. Kennedy with optional lobster roll add-ons

Book a private 6-hour powerboat cruise for up to 6 in Casco Bay

Reserve the boat for an intimate Maine coast sail with your own group

Sail Portland Harbor with your own snacks and drinks

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

Cruise Maine's coast aboard the classic Calista Ann

Cruise Maine’s rugged coastline with an optional lobster roll meal

See how oysters are grown and taste them fresh from the water

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

Pair fresh oysters and prosecco with Portland coastal views

Return to Boothbay Harbor from Monhegan Island on a passenger ferry

Paddle Casco Bay at sunset with a relaxed, beginner-friendly guided tour

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

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

Haul lobster traps and explore Maine's shoreline by private boat

Help sail Boothbay Harbor’s oldest windjammer

Sip local beer and wine and savor fresh Maine oysters during a scenic two-hour harbor cruise.

Private Casco Bay cruise with a guided Maine oyster tasting

Learn about Maine lobsters while cruising Casco Bay's island waters