Best 106 things to do in Naples, ME

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

Craft drinks, waterfront views, and Prohibition stories by trolley

Taste Portland’s food scene from a trolley, with lunch, drinks, and neighborhood views

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

Private chef dining and drinks aboard a restored Maine lobster boat

See Portland's coast during New England's fall color season