Set sail from Rockland for an unforgettable adventure through Maine’s remote bays and coves. Hike on islands only accessible by boat, explore secluded beaches, spot seals, eagles, and other wildlife, and soak in stunning sunsets from a private dinghy cruise. Nights are spent anchored in scenic spots like Seal Bay or the Merchant Islands. Cruise at your own pace—take the helm and trim the sails with guidance from the captain, perfect for brushing up on Sailing 101–104, or simply relax on deck and let the crew do the work. Adventure, nature, and breathtaking views at every turn—this is Maine sailing at its finest.

Explore Maine’s hidden islands on this 3–4 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).

Sail from Belfast to Bar Harbor on this scenic multi-day voyage through Maine’s most stunning coastal stretches. Explore the serene beauty of Seal Bay and the quiet charm of the Merchant Islands before venturing farther Downeast to Frenchboro and the Cranberry Isles. Along the way, enjoy peaceful anchorages, island hikes, and classic Maine sunsets from deck. Cap off your journey in vibrant Bar Harbor—wander ashore for a lobster roll or simply soak in the view from the harbor before your final morning departure. A relaxed and unforgettable way to experience Maine by sea.