Cruise Casco Bay, shuck fresh oysters, and finish at a local lobster shack
Taste Maine oysters with rooftop wine pairings and coast stories
Shuck oysters beside a Prohibition-era shipwreck

Launch from Sebago Trails’ private site and paddle for up to 4 hours
Rent a kayak, canoe, or paddleboard for up to 24 hours
Paddle through autumn color with local river stories
See Portland's coast during New England's fall color season
Sail Casco Bay at sunset with live music and a BYOB vibe
Relax on a 1.5-hour Casco Bay cruise with views of Portland
Craft drinks, waterfront views, and Prohibition stories by trolley
Taste Portland’s food scene from a trolley, with lunch, drinks, and neighborhood views
Trace Portland's harbor defenses and shipbuilding history at three lighthouse stops
Trace Portland's ghost stories and history on a private lantern-lit walk
Pair fresh oysters and prosecco with Portland coastal views
Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide
Build Part I skills and practice an open-water crossing in Casco Bay
Paddle Portland’s waterfront on a slow-paced, family-friendly sea kayak tour
Learn capsize recovery skills in a 3-hour sea kayak lesson
Build sea kayaking skills in a small-group lesson on Casco Bay
Join a Monday evening kayak or paddleboard race at East End Beach
Paddle with a morning group on Tuesdays or Thursdays
Build core strength with a paddleboard workout on the water
Sail to Wood Island and tour inside the lighthouse and keeper’s house
Sail Saco Bay and tour Wood Island Lighthouse from tower to Keeper's House