Paddle Casco Bay to explore a Civil War-era fort
Sail Kennebunkport at midday with a local captain, public or private
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
Cruise the Gulf of Maine with small-group whale watching and 360° 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
Sail longer and see more of Saco Bay on a half-day trip
Sail into the evening with a small-group sunset cruise
Lounge on deck or lend a hand with the sails
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
Explore Portsmouth’s historic downtown and waterfront on a guided 2-hour walk with an expert local guide
Taste local flavors while exploring Maine’s historic coastal lighthouses
Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting
Paddle sheltered harbor waters and visit Goat Island's historic lighthouse
Paddle Casco Bay at sunset with a relaxed, beginner-friendly guided tour
Island-hop by sea kayak in Casco Bay with a beach break
Sip local beer and wine and savor fresh Maine oysters during a scenic two-hour harbor cruise.
Sail to Wood Island and tour inside the lighthouse and keeper’s house
Feel the sea breeze and spot coastal wildlife on a 1.5-hour private cruise
Craft drinks, waterfront views, and Prohibition stories by trolley
Savor Maine flavors on a guided lunch walk, offered June–October at 10:30am