THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Step aboard Epiphany, a 2016 Leopard 44, for private charters out of Saint Michaels, Maryland. With room for up to 13 guests, covered cockpits, and flexible hours, this catamaran is ideal for family sails, celebrations, and wildlife‑watching on the Chesapeake.
Step aboard Epiphany, a 2016 Leopard 44, for private charters out of Saint Michaels, Maryland. With room for up to 13 guests, covered cockpits, and flexible hours, this catamaran is ideal for family sails, celebrations, and wildlife‑watching on the Chesapeake.
Book with St. Michaels Sailing Charters
Verified experiences and guided adventures in the surrounding area.
Operated by St. Michaels Sailing Charters · Saint Michaels, Maryland
Epiphany, a sleek Leopard 44 catamaran, slips out of St. Michaels harbor under a low Maryland sky. Based in Saint Michaels, Maryland on the Chesapeake Bay, this private sailing charter invites groups up to 13 aboard a three‑cabin cruising platform with an open forward cockpit, continuous hardtop covering both forward and aft decks, and a roomy aft dining area. The design—Robertson & Caine’s 2016 Leopard 44—puts guests where the action is: foredeck sunning, shaded dining, and clean, stable sailing ideal for families and friend groups. Choose a 3‑hour outing or extend your time for an additional hourly fee; standard pricing lists $1,300 for 3 hours and $350 per extra hour. Epiphany comes stocked with plates, glasses, silverware, cushions, and life preservers; captains and crew, fuel, and provisions are not included. Most charters start and finish in the town of Saint Michaels, though trips can be arranged to begin or end at alternate marinas for an extra fee. On the water you’ll pass tidal marshes and oyster beds that define the mid‑Chesapeake landscape: low marsh cordgrass, mudflats at low tide, and winding creeks that feed into wider bays. Look for marsh sparrows, ospreys circling overhead, and the occasional blue heron stalking the shallows. The town itself bears maritime history—St. Michaels has long been a shipbuilding and watermen community and is known for a War of 1812 story in which locals reportedly tricked British forces. What sets this charter apart is the Leopard 44’s open‑forward cockpit and continuous hardtop, which combine visibility, ventilation, and weather protection without sacrificing the social spaces that make deck life enjoyable. The catamaran’s stability makes it accessible for guests who prefer to relax while supervising kids or enjoying a picnic on deck. Because the charter can be booked bareboat, experienced skippers can take the helm; inexperienced groups commonly hire a captain for safety and local knowledge. Practical tips: bring layered, non‑marking shoes for boarding, sunscreen and a wind layer, and plan food and drinks before you arrive. Timing matters—late‑afternoon sails deliver warm light and calm winds, while mornings are quieter and better for birding. Whether you’re celebrating a reunion, photographing coastal light, or chasing an afternoon breeze, a private Leopard 44 charter from Saint Michaels offers a convivial, marine‑forward way to experience Chesapeake Bay. Large groups will appreciate that the vessel accommodates up to 13 guests, making it a popular choice for milestone celebrations and corporate outings. Bring a cooler and a picnic—there’s ample deck space for a communal meal—and consider hiring a local captain if you want narrated cruising through nearby waterways. Booking in spring and fall avoids the peak summer heat and often coincides with calmer winds and migrating birds, enhancing comfort and wildlife viewing.
easy.
3+ hours.
Light activity; you should be able to step aboard a boat and move on deck. No significant stamina required.
Captain and crew are not included by default; this listing can be booked bareboat. Many groups hire a local captain for safety and local navigation.
The charter accommodates up to 13 people, making it suitable for family gatherings and small group celebrations.
The vessel’s home base is in Saint Michaels, Maryland, and most charters start and finish in the town; alternate start or end locations are available for an additional fee.
Standard pricing is $1,300 for 3 hours with an additional $350 charged per extra hour.
Pet policies vary by operator; confirm the vessel’s rules when booking to ensure animals are allowed and safe on deck.
Epiphany comes with necessary equipment, plates, glasses, silverware, cushions, and life preservers; fuel, crew, and provisions are not included.
St. Michaels is a long‑standing Chesapeake Bay shipbuilding and watermen community and is locally famed for a War of 1812 tale in which townspeople reportedly misled British forces.
The Chesapeake faces nutrient and habitat challenges—support oyster restoration, avoid discharging waste, and observe no‑wake zones around marshes to protect shorelines.
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.
Book with St. Michaels Sailing Charters