ME Windjammer Assoc

Maine Windjammer Association offers multi-day sailing vacations aboard a fleet of traditional schooners and tall ships on Penobscot Bay and the coast of Maine. Described as the largest fleet of traditional tall ships in the Americas, the association brings together vessels including American Eagle, Angelique, Grace Bailey, Heritage, J. & E. Riggin, Ladona, Lewis R. French, Mary Day, and Stephen Taber. Cruises range from three nights to a week, with trip options and itineraries designed to explore Maine’s islands, quiet anchorages, fishing villages, and coastal towns.

These small-ship vacations are all-inclusive and host 16 to 31 guests, offering personalized attention and Maine hospitality from captains and crews. Guests can relax aboard, enjoy fresh, fire-cooked Downeast meals, take in coastal scenery and wildlife, or participate in sailing by helping steer the ship. The association also provides private sailing charters, wedding experiences, gift certificates, brochures, trip planning information, and newsletter updates. With an emphasis on safety, quality, and the distinctive heritage of Maine schooners, it offers an immersive way to experience the region by sea.