Best 132 things to do in Kennebunk, ME

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

Bike Portsmouth’s islands and harbor with a local guide

Bike through Portsmouth’s historic neighborhoods with a local guide

Bike the NH Greenway Rail Trail with a guide on an easy, flat crushed-stone route

Customize a private Portsmouth ride to coastal views, historic sites, and Prescott Park

Ride at your own pace with a planned route plus gear for a 3-hour self-guided outing

Paddle to Fort Gorges and explore ashore with a Maine-licensed guide

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

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

Reserve camping and paddling gear rentals with limited availability

Rent a kayak or SUP at East End Beach for an easy 1-hour waterfront paddle

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

Join a Monday evening kayak or paddleboard race at East End Beach

Paddle with a morning group on Tuesdays or Thursdays

Choose your craft and explore Casco Bay from Portland’s waterfront

Explore Portland’s East End waterfront with gear included

Paddle Portland’s East End waterfront by kayak or stand-up paddleboard

Build core strength with a paddleboard workout on the water

Paddle coastal waters with naturalists and learn responsible wildlife viewing

Explore Peaks Island at your own pace by golf cart

Explore Peaks Island at your own pace by golf cart

Sail into the evening with a small-group sunset cruise