Best 49 things to do in Naples, ME

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

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

Ride an amphibious duck boat through Portland streets and into Casco Bay

Tour Portland by vintage fire engine on a 50-minute narrated ride

Relax on a slow cruise for great views of Portland from the water

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

Relax on a 1.5-hour Casco Bay happy hour cruise for up to 12 guests

Relax on a Casco Bay sunset cruise with Portland views

1.5-hour Casco Bay mimosa cruise for up to 12 guests

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

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

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

Watch Maine's colorful sky from a lobster boat while passing lighthouses and Portland's scenic coastline.

Handle lobsters and help reset traps in Casco Bay

5-hour pontoon charter on Ossipee Lake with a captain for up to 14

Enjoy eight hours on the water with a choice of power pontoon boats.

Paddle the Presumpscot River to a historic covered bridge

Learn essential skills and ski classic ravines on Mount Washington with expert guides

Build Part I skills and practice an open-water crossing in Casco Bay

Build sea kayaking skills in a small-group lesson on Casco Bay