Water Activities in Kennebunk, ME

Set sail for an extended evening on the ocean

Customize your Casco Bay cruise with lighthouse views and coastal wildlife spotting

Take a private 4-hour sunset cruise in Casco Bay for up to 6 guests

Cruise Casco Bay at sunset on a classic Maine-built powerboat

Cruise Maine’s coast on a private power boat with a custom route

Shape a private Maine boat outing around wildlife, lighthouses, and coastal towns

Private 2-hour sunset cruise for up to 6 in Portland Harbor and Casco Bay

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

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

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

Sail to Wood Island and tour inside the lighthouse and keeper’s house

Pair fresh oysters and prosecco with Portland coastal views

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

Spot whales off Maine with 360-degree views and expert narration

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

Tailored one-on-one instruction for first sails, returning sailors, and J/22 certification prep

Paddle coastal waters with naturalists and learn responsible wildlife viewing

Cruise Portland’s coast for islands, lighthouses, and waterfront views

Cruise Casco Bay, shuck fresh oysters, and finish at a local lobster shack

Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide

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

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

Book a private 6-hour powerboat cruise for up to 6 in Casco Bay

Haul lobster traps and explore Maine's shoreline by private boat