things to do in Westbrook, ME

Cruise Maine's coast aboard the classic Calista Ann

Private chef dining and drinks aboard a restored Maine lobster boat

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

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

Taste local flavors while exploring Maine’s historic coastal lighthouses

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting

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

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

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

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

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

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

Paddle sheltered harbor waters and visit Goat Island's historic lighthouse

Craft drinks, waterfront views, and Prohibition stories by trolley

Private Casco Bay cruise with a guided Maine oyster tasting

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

Savor Maine flavors on a guided lunch walk, offered June–October at 10:30am

Sail Kennebunkport with options to relax or take the helm

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

Spot whales off Maine with 360-degree views and expert narration

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

Taste fresh oysters and lobster rolls on a Maquoit Bay cruise

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

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