6 Spaces Available. Double Berth Starting at $1650pp. Includes Accommodations and All Meals Onboard.

Explore Maine’s hidden islands on this 4 day sailing adventure from Rockland. Discover secluded beaches, hike trails only accessible by boat, and swim in local freshwater spots like the Quarry Anchorage. Highlights include Barred Island’s hidden beach, Duck Harbor on Isle au Haut, and the serene beauty of Seal Bay. Cap off the trip with a special dinner at Aragosta on Deer Isle, known for its unforgettable cuisine, before anchoring for the night. Perfect for those who love hiking, remote exploration, and sampling the best of Maine’s coastal scenery (including the amazing food).