ST. MICHAELS BOAT TOUR FIELD GUIDE
Leopard 44 Days: A Private Catamaran Passage on Chesapeake Bay from St. Michaels
A private, three-hour-plus sailing aboard the Leopard 44 catamaran Epiphany from St. Michaels, offering spacious cockpits, customizable routes, and waterfront views of the Chesapeake Bay.
Leopard 44 Days: A Private Catamaran Passage on Chesapeake Bay from St. Michaels.
From the historic harbor of St. Michaels, Maryland, the Leopard 44 Epiphany slips onto the Chesapeake with an open-forward cockpit and covered living spaces that make three-hour charters feel like a taste of coastal cruising luxury; the vessel’s layout and customizable routes let groups trade the town’s piers for sweeping bay horizons and sheltered cockpit dining.
Highlights
Outing Highlights
Leopard 44 Epiphany — modern cruising comfort
Built by Robertson & Caine in 2016, Epiphany is a Leopard 44 catamaran with a three-cabin layout, an open forward cockpit with direct saloon access, and covered forward and aft cockpits designed for visibility, ventilation and protected living space.
Spacious cockpits and tailored routes
The catamaran’s open cockpits and a large aft seating and dining area make the charter comfortable for relaxing or socializing, while routes are customizable so the outing can be shaped to your group’s preferences.
Chesapeake Bay from St. Michaels
Charters operate from St. Michaels and use the waters of the Chesapeake Bay, offering broad water views and the option to start or end at alternate locations for an additional fee.
What the day feels like
What the charter feels like
This private sailing charter moves at an easy rhythm: embark in St. Michaels, settle into the shaded forward or aft cockpit, and spend two to three hours (or longer) cruising the bay on a Leopard 44 whose layout emphasizes open sightlines, covered seating and a social dining area—an experience calibrated for comfort and adaptable to your group’s wishes.
Suitability
Who it's for
Who this private charter suits best.
Practical planner
Details to review before reserving
Charters typically run two or three hours in St. Michaels; the advertised experience is a three-hour sailing adventure and the vessel can be booked for three or more hours.
Embarkation is listed at 23672 Mt Pleasant Landing Circle, St. Michaels, MD 21663 (Epiphany’s home base is St. Michaels, though alternate start/end locations are possible for an additional fee).
Bring food and drinks if desired; also recommended are sunscreen, hats, life jackets for any children (adult life jackets and generic child life jackets are provided aboard), and a jacket or coat for chilly weather.
The charter uses Epiphany, a 2016 Leopard 44 catamaran with a three-cabin layout, an open forward cockpit and covered forward and aft cockpits for dining and seating.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is a typical charter?
Most charters last two or three hours; the advertised experience is a three-hour sailing adventure and trips can be three or more hours.
Where do I meet the boat?
The listed meeting location is 23672 Mt Pleasant Landing Circle, St. Michaels, MD 21663; Epiphany’s home base is in St. Michaels.
What boat will we sail on?
Charters are aboard Epiphany, a Leopard 44 catamaran produced by Robertson & Caine in 2016 with a three-cabin layout and an open forward cockpit.
What should I bring aboard?
Bring food and drinks if you wish, plus sunscreen, hats, a jacket or coat for chilly weather; adult life jackets and generic child life jackets are provided, though you may want specialized child jackets if needed.
Can the charter start or end somewhere other than St. Michaels?
Yes — trips can be started or ended at alternate locations for an additional fee.
Is the experience private?
Yes — this is a private sailing catamaran charter tailored for your group operating out of St. Michaels.