Check-in at Harbour Inn & Marina, 101 N. Harbor Rd, St. Michaels, MD 21663; arrive 15 minutes before departure.

How many people fit on Epiphany?

This private charter seats up to six guests; Epiphany is also available for bareboat charters up to 13 guests.

Are drinks and food included?

Catering is offered as an add-on through local partners; a beer/wine tasting add-on is available for $20 per person.

Is the charter crewed or bareboat?

Standard bookings are crewed by St. Michaels Sailing Charters; bareboat options are available for qualified groups as noted.

Are gratuity and taxes included?

Amusement tax and crew gratuity are added to the charter fee, per the booking details.

What is the cancellation policy?

Cancellation terms are set by the operator and shown on your booking confirmation—check your fareharbor reservation for specifics.

Full Day Private Sail on Epiphany: Private Catamaran Charter from St. Michaels, MD | Private | Catamaran

Set sail for a day that balances slow coastal luxury with the salty work of the Chesapeake. The Full Day Private Sail on Epiphany launches from Harbour Inn & Marina in St. Michaels, Maryland, and spends seven hours tracing the Miles River out toward open water. Owned and operated by St. Michaels Sailing Charters, the experience puts your group aboard Epiphany, a 44-foot catamaran that combines stable, roomy decks with crisp sailing performance.

From the dock the town’s clapboard waterfront slips by — working docks, waterfront restaurants, and historic boatyards — then the sails come up and wind takes the lead. Key features include the narrow harbor channel, tidal creeks and oyster bars, and the wider expanse of the Miles River where chop and wind deliver authentic sailing moments. The boat’s twin hulls make Epiphany forgiving in light air but quick to respond once you’re outside the shallows. Look for low marsh grasses and the flat, glinting mudflats of the Chesapeake estuary; these estuarine habitats host migrating shorebirds and bay grasses that are the backbone of local fisheries.

This charter is private for up to six guests with options to add a catered lunch, beer and wine tasting, or a champagne sunset upgrade. Because the trip is private you can set the pace—swim off the transom, drift and read, or let the crew teach you sail handling. Meeting point is exact: Harbour Inn, 101 N. Harbor Rd, St. Michaels, MD 21663; arrive 15 minutes before launch.

St. Michaels is small but storied: shipbuilding and oyster harvesting once drove the town’s economy, and today small marinas and museums keep that working-water culture alive. The sail highlights that lineage, moving from intimate harbor lanes past boatyards where you can still see wooden hulls and cradled skiffs.

Practical details make this a smart choice for gatherings: the catamaran’s stability suits mixed-ability groups; local partnerships allow pre-ordered meals to be waiting aboard; and available add-ons make it ideal for birthdays, anniversaries, or corporate outings. Be prepared for sun, wind, and spray—bring layers and non-slip shoes—and consider the beer/wine tasting add-on if you want to toast the sunset. For travelers seeking a private day on the Chesapeake that blends easy comfort with genuine sailing, Epiphany delivers a memorable, flexible, and decidedly local maritime experience.

Crewed by local sailors, the charter includes professional handling while guests relax; gratuity and amusement tax are added to the charter fee. A beer/wine tasting add-on is available for $20 per person, and Epiphany can also be booked as a bareboat charter for larger groups up to 13 guests through St. Michaels Sailing Charters. The operator coordinates with local vendors so dietary needs and timing can be arranged in advance. Book early seasonally.