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Enjoy a private 2-3 hour bareboat sailing experience aboard a Leopard 44 catamaran from Saint Michaels, Maryland. Discover Chesapeake Bay’s stunning views and peaceful waters on your own terms.
Enjoy a private 2-3 hour bareboat sailing experience aboard a Leopard 44 catamaran from Saint Michaels, Maryland. Discover Chesapeake Bay’s stunning views and peaceful waters on your own terms.
Book with St. Michael's Sailing Charters
Verified experiences and guided adventures in the surrounding area.
Operated by St. Michael's Sailing Charters · Saint Michaels, Maryland
Set sail aboard the Epiphany, a 2016 Leopard 44 catamaran, on a private bareboat charter departing from the charming town of Saint Michaels, Maryland. This 2 to 3-hour adventure offers an exceptional opportunity to experience the Chesapeake Bay’s serene waters from the spacious and comfortable surroundings of a modern catamaran. The Epiphany features a large open forward cockpit perfect for soaking up the sun and a covered cockpit area to relax in comfort while taking in panoramic views and refreshing breezes. Whether you’re an experienced sailor or new to the water, this private bareboat charter gives you the freedom to navigate at your own pace, exploring scenic coves and peaceful shorelines. Saint Michaels itself is a delightful maritime town known for its historic charm, making it a perfect base for your sailing excursion. With expert guidance from St. Michael’s Sailing Charters on hand for your safety and support, you’ll enjoy a memorable day on the water filled with relaxation, refreshing sea air, and beautiful natural vistas. This trip offers unique access to Maryland’s famous waterways and the chance to disconnect and unwind while surrounded by nature.
moderate.
2–3 hours.
Participants should be in reasonable physical condition to move around the boat safely and handle occasional moderate exertion.
No prior experience is required as St. Michael's Sailing Charters provides a thorough briefing and support to help you navigate safely.
The charter includes the Leopard 44 catamaran, safety equipment, and a pre-departure orientation; food and beverages are typically not included.
Yes, guests are encouraged to bring their own refreshments and snacks for the trip.
Yes, the boat is spacious and stable, but all participants should be comfortable moving safely on deck.
If weather conditions are unsafe, charters can be rescheduled or canceled with a full refund.
You can book directly through St. Michael's Sailing Charters via their online portal or by contacting them for assistance.
Saint Michaels played a significant role in the War of 1812 and remains a vibrant maritime town with preserved colonial architecture.
Efforts in this area focus on sustaining Chesapeake Bay’s water quality and protecting native aquatic species from overfishing and pollution.
St. Michael's Sailing Charters operates private sailing experiences from St. Michaels, Maryland, aboard Epiphany, a modern 2016 Leopard 44 catamaran. Epiphany features a unique open forward cockpit and a spacious aft seating area designed for passenger comfort and panoramic views of the Chesapeake Bay. Charter options include 2-hour and 2–3-hour sails with customizable routes departing from St. Michaels. Experiences are offered as private charters for groups, including options listed for engagements, weddings, elopements, photo shoots, special occasions, and seasonal events such as July 3rd fireworks sailings. One listed offering includes a private bareboat charter option for the Oxford fireworks event. Guest capacity and trip length vary by listing; one specific private charter notes capacity for groups up to 13 people. Onboard arrangements allow passengers to bring their own food and drinks; crew service is available to assist with onboard needs during the charter. Guests may choose relaxed sightseeing sails or may participate in sailing operations per the chosen charter. Several listed experiences reference customizable start and end locations and private itineraries tailored to the group's preferences. St. Michael's Sailing Charters is featured on The Adventure Collective and markets private Leopard 44 catamaran charters focused on comfort, scenic Chesapeake Bay cruising, and single-event bookings such as engagement shoots, weddings, and holiday fireworks sailings. All descriptions reference the Epiphany Leopard 44 and departures from St. Michaels, Maryland.
Book with St. Michael's Sailing Charters