Sailing in South Freeport, ME

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

Sail Portland Harbor with your own snacks and drinks

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

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

A private evening sail with ocean sunset views

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

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

Set sail for an extended evening on the ocean

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

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

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

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

More time to explore the Saco Bay coastline by private sailboat

Celebrate or unwind aboard Endurance on a custom sail

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