Swap the downtown stroll for a two-hour sail: sample six rotating craft beers aboard a 44-foot Leopard catamaran while gliding through Saint Michaels harbor. Intimate groups, panoramic waterfront views, and private charter options make this a standout Chesapeake experience.
Swap the downtown stroll for a two-hour sail: sample six rotating craft beers aboard a 44-foot Leopard catamaran while gliding through Saint Michaels harbor. Intimate groups, panoramic waterfront views, and private charter options make this a standout Chesapeake experience.
Book with St. Michaels Sailing Charters
Verified experiences and guided adventures in the surrounding area.
Operated by St. Michaels Sailing Charters · Saint Michaels, Maryland
easy.
2 hours.
Light activity; suitable for most adults comfortable with short, relaxed boat rides
Guests must be 21 or older to participate; bring a government-issued ID to check in.
The tasting cruise runs approximately two hours departing from the Harbour Inn dock.
Outside alcohol is not permitted; contact the operator ahead of time about small snacks or special requests for private charters.
Public tastings are limited to six passengers; private bareboat charters are available for up to 13 guests.
Accessibility details are not specified in the listing; contact the operator directly to discuss boarding logistics and accommodations.
Dress in layers, bring sun protection, and wear stable shoes for boarding and moving around the deck.
Saint Michaels is known for a War of 1812 episode in which locals misled British gunners with lanterns, a story still told along the waterfront.
Small-group sailing reduces wildlife disturbance; follow crew guidance to avoid bird nesting areas and pack out all waste.
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