Water Activities in Kennebunkport, ME

Enjoy a private sail aboard Endurance with views of Casco Bay’s islands and lighthouses

Fish 20 miles offshore with a multigenerational New England captain

Celebrate or unwind aboard Endurance on a custom sail

Fish offshore with a private boat, licensed captain and mate

Sail Casco Bay at sunset past islands, lighthouses, and local wildlife

Create a personal farewell at sea, shaped around your loved one's life

Handle lobsters and help reset traps in Casco Bay

Paddle Casco Bay to explore a Civil War-era fort

Sail Kennebunkport at midday with a local captain, public or private

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

Cruise the Gulf of Maine with small-group whale watching and 360° views

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

Sail longer and see more of Saco Bay on a half-day trip

Sail Portland Harbor with your own snacks and drinks

Cruise Maine's coast aboard the classic Calista Ann

Cruise Portland’s coastline aboard a classic wooden vessel with all-inclusive drinks

Cruise Casco Bay with waterfront narration and a local drink included

Paddle sheltered harbor waters and visit Goat Island's historic lighthouse

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

Feel the sea breeze and spot coastal wildlife on a 1.5-hour private cruise

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting

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

Lounge on deck or lend a hand with the sails

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