Sailing in Casco Bay, ME

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

Make your time on the water your own

Celebrate or unwind aboard Endurance on a custom sail

Unwind on the water as evening settles over the coast

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

More time to sail, relax, and explore the Maine coast

See Maine's lighthouses and islands from the water

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

Reserve the boat for an intimate Maine coast sail with your own group

Sail Portland Harbor with your own snacks and drinks

Help sail Boothbay Harbor’s oldest windjammer

Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip

Build confidence on the water with a lesson shaped around your goals

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

Take in Maine’s rugged coastline with open views from every seat

Sail Saco Bay and tour Wood Island Lighthouse from tower to Keeper's House

Take in Maine's rugged coast with 360-degree views from your seat

Sail the Saco River and Maine coast on your own private boat

Take in Maine's rocky coast with 360-degree views from your seat

A private evening sail with ocean sunset views

Build sailing confidence with a lesson tailored to your experience and goals

More time to explore the Saco Bay coastline by private sailboat

Sail Saco Bay with island, river, and coastal route options

Set sail for an extended evening on the ocean