Sweets Shipyard 45 (1935)

Step aboard a beautifully restored 1935 sailing ketch with elegant classic lines, rich wood details, and traditional rigging that harken back to the golden age of Chesapeake sailing. This timeless yacht offers an intimate, authentic experience for a small group, letting you truly connect with the wind, water, and rhythm of the Bay. Choose from 2-hour, half-day, or full-day sailing charters, each offering plenty of time to relax, explore, and enjoy the beauty of the Chesapeake. Guests can unwind on cushioned seating along each side of the wooden cabin top or in the rear cockpit beside the captain—a favorite spot for conversation and watching the sails in action. Whether you want to sit back and take in the scenery or participate in light sailing duties, she provides a hands-on, memorable experience that feels both personal and historic. Set sail from the charming harbor of historic St. Michaels and enjoy a brief harbor tour, including views of the 1879 Hooper Strait Lighthouse, before gliding out onto the scenic Miles River. Take in sweeping Chesapeake Bay vistas, peaceful waters, and the chance to spot local wildlife such as osprey, bald eagles, and occasionally even dolphins. Whether you prefer a quiet, relaxing sail or want to lend a hand as part of the crew, our friendly captains and experienced team ensure your time aboard she is safe, enjoyable, and unforgettable.