things to do in Casco Bay, ME

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

Help sail Boothbay Harbor’s oldest windjammer

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

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

Craft drinks, waterfront views, and Prohibition stories by trolley

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

Learn how Maine oysters are raised, then taste them from the water

Pedal Boothbay’s coast and visit working local art studios

Discover 200 years of Boothbay Harbor history on a scenic two-hour stroll

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

Island-hop by sea kayak in Casco Bay with a beach break

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

Take in Maine’s rugged coastline with open views from every seat

Cruise Casco Bay by powerboat with a max of 6 guests

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