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Learn sail handling, steering, knots and tacking aboard a modern 44-foot Leopard catamaran in St. Michaels. This two-hour private ASA 104 lesson on Epiphany is built for focused, hands-on learning in sheltered Chesapeake waters—perfect for first-timers and sailors sharpening skills.
Learn sail handling, steering, knots and tacking aboard a modern 44-foot Leopard catamaran in St. Michaels. This two-hour private ASA 104 lesson on Epiphany is built for focused, hands-on learning in sheltered Chesapeake waters—perfect for first-timers and sailors sharpening skills.
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Operated by St. Michaels Sailing Charters · Saint Michaels, Maryland
On the Eastern Shore of Maryland, St. Michaels sits on the sheltered edges of the Chesapeake Bay, and it's here that the ASA 104 Bareboat Cruising Course on Epiphany teaches you to sail a modern catamaran. The meeting point is Harbour Inn, 101 N. Harbor Rd, St. Michaels, MD 21663; the lesson departs from the marina and asks guests to arrive at the dock 15 minutes before scheduled departure. Aboard a 44-foot Leopard catamaran called Epiphany, this focused two-hour private lesson blends hands-on practice with clear explanation. Instructors lead small groups, private sessions for one to six students, through line handling, raising and trimming sails, steering, points of sail, knotwork, and practiced tacks. The platform is stable and responsive, which shortens the learning curve and leaves time to feel the wind rather than worry about balance. The local scene is a maritime classroom. Low marsh grasses, oyster reefs, and tidal creeks lace the shoreline; osprey quarter the sky and blue crabs paddle the shallows. These sheltered waters make St. Michaels an ideal place to practice maneuvers before pushing into wider Chesapeake fetches. The course teaches the physics of sail and the rules of the road alongside practical boat handling, so you come away with skills you can use on any keel or hull. St. Michaels itself carries a compact maritime history, its shipyards and waterfront played roles through the 19th century and the War of 1812, so every course launch feels like part of a longer seafaring story. The town's marina, restaurants, and museums make for an easy overnight before or after a lesson, and the instructors' local knowledge often includes safe anchorages and quiet creeks to explore once you're comfortable. Why this experience stands out is the combination of a modern catamaran platform and intensive private instruction. A Leopard catamaran's dual hulls offer a forgiving ride and clear sightlines for learning sail trim and helm feel, and the small group size means the instructor tailors drills to your pace. For sailors who want to progress toward a bareboat certificate or simply skip the intimidation of crowded group classes, this two-hour session is both efficient and confidence-building. Bring a wind-ready attitude, layers for spray and sun, and a curious mind. Whether you're preparing to charter a boat of your own or just want a spirited afternoon on Chesapeake waters, the ASA 104 on Epiphany is a direct, practical path from landlubber to active crew. Expect hands-on correction, concise theory, and time at the helm; privacy keeps the pace brisk. The course fee covers instruction but not taxes or gratuity; lessons start at $895 for one to six guests, and experienced instructors can advise follow-up courses and local charter options to keep you sailing after the lesson.
moderate.
2 hours.
Light to moderate fitness - able to move on deck, handle lines, and stand for short drills.
No. The ASA 104 course is designed for beginners and experienced sailors; instructors start with basics and progress to practical maneuvers.
Private lessons accommodate one to six guests aboard Epiphany; the catamaran can be chartered privately for up to 13 guests.
Lessons start at $895 for one to six guests. Amusement tax and crew gratuity are added on.
Meet at Harbour Inn, 101 N. Harbor Rd, St. Michaels, MD 21663. Arrive at the dock 15 minutes before your scheduled departure.
Weather can alter plans for safety. Contact the operator ahead of time for specific cancellation and rescheduling rules.
Operators typically provide life jackets and basic safety equipment; bring personal items like sunglasses, layers, and motion-sickness remedies.
St. Michaels has a concentrated maritime past—shipyards and waterfront activity through the 19th century and the War of 1812 shaped the town's seafaring identity.
The Chesapeake Bay region focuses on oyster reef restoration and water-quality projects; responsible boating and proper waste handling help protect the ecosystem.
St. Michaels Sailing Charters operates private catamaran charters from Saint Michaels, Maryland, offering on-water experiences aboard Epiphany, a Leopard 44 catamaran. The company provides private Sailing Catamaran Charters for groups up to 13 people, departing from St. Michaels harbor. Trips focus on relaxed sailing, scenic views of the harbor and tributaries, and private dining or social time on deck. St. Michaels Sailing Charters presents a single primary offering described as the "Private Sailing Catamaran Charter - Up to 13 People." This trip features an open forward cockpit and covered deck spaces on Epiphany, allowing guests to enjoy fresh air and unobstructed views while remaining sheltered if needed. The charters are staged from Saint Michaels, Maryland, a harbor town on Maryland’s Eastern Shore known for maritime activity and waterfront attractions. The operation emphasizes private bookings aboard a defined vessel and accommodates groups up to the listed capacity. Information presented focuses on the vessel type, passenger capacity, departure location, and the experiential highlights of sailing and dining on the water. Third-party references or booking platforms may provide schedules, rates, and availability for the Private Sailing Catamaran Charter offered in Saint Michaels, Maryland.
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