Best 169 things to do in Kennebunk, ME

Ride a 14-passenger RIB through Casco Bay’s forts, lighthouses, and islands

Tour Bar Harbor and Acadia in a private vehicle from Portland

Sip local flavors and uncover Portland stories aboard a guided trolley

Craft drinks, waterfront views, and Prohibition stories by trolley

Taste Portland’s local flavors while sightseeing by trolley

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

Pair fresh oysters and prosecco with Portland coastal views

Taste local flavors while exploring Maine’s historic coastal lighthouses

Follow seasonal migration with an expert guide, local tastings, and comfortable transportation

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

Cruise Casco Bay on the Joseph S. Kennedy with optional lobster roll add-ons

Relax on a 1.5-hour Casco Bay cruise with views of Portland

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

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

Explore Portsmouth’s historic downtown and waterfront on a guided 2-hour walk with an expert local guide

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

Explore coastal habitats with a naturalist and visit the science center