Schooners & Sailboat Cruises
Experience the magic of Maine’s Mid Coast aboard a classic schooner or sailboat cruise.
Glide through pristine waters, past rugged coastlines, lighthouses, and charming islands, as you take in breathtaking views and fresh sea breezes.
From romantic sunset sails to multi-day adventures, these cruises offer a unique way to explore the region’s maritime beauty.
Whether you’re a seasoned sailor or a first-time visitor, the Mid Coast’s schooner and sailboat experiences promise unforgettable memories on the open sea.
If you're looking for a luxury, multi-day cruise, be sure to check out American Cruise Line's offering.
2 listings
Rockland, ME
Featured listing: A Morning in Maine
3 Park Drive 207-691-7245Learn about Penobscot Bay as you glide through it on board a 55-foot ketch
Spend a glorious morning in Maine — or an afternoon, or an evening — aboard the aptly named 55-foot ketch Morning in Maine as it sails on Penobscot Bay. During your two-hour cruise, you’ll learn about the beautiful bay’s natural and historic features. You’ll see seabirds and harbor seals, lighthouses and historic schooners, as you relax on deck. Or, if the spirit moves you, lend a hand with the sails or steering! In addition to regular cruises, Morning in Maine offers special sunset cruises; Science Under Sail cruises with a science educator (especially great for kids, who get to use real oceanographic equipment); and a trip to Monroe Island, ME, a six-hour adventure complete with scenic hikes, beach combing and lobster rolls. Private charters are available.
Camden, ME
Maine Windjammer Association
Sailing from Ports in Rockland andWindjammers offer lucky vacationers an experience they’ll remember for a lifetime
Windjammer cruising is like nothing else on Earth, and it starts with the magnificent tall ships themselves. The nine vessels of the Maine Windjammer Association, some of them National Historic Landmarks, have been meticulously cared for, offering guests comfortable accommodations, amazing meals prepared by professional cooks and rich experiences from trying your hand at raising the sails to stopping off at quiet fishing villages. There’s also just relaxing on deck as your windjammer weaves in and out among green-forested islands, stopping once on every cruise for a traditional lobster bake. Wildlife sightings include bald eagles, porpoises, seals and the occasional puffin or minke whale. Steady breezes and calm bays make this an ideal cruising ground for schooners, an intrinsic part of the picturesque Maine coast for centuries.