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Float out of Saint Michaels on a 44-foot catamaran as champagne sparkles in the sunset. This intimate two-hour cruise on Epiphany is ideal for couples, small celebrations, and anyone seeking a relaxed Chesapeake evening.
Float out of Saint Michaels on a 44-foot catamaran as champagne sparkles in the sunset. This intimate two-hour cruise on Epiphany is ideal for couples, small celebrations, and anyone seeking a relaxed Chesapeake evening.
Book with St. Michaels Sailing Charters
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Operated by St. Michaels Sailing Charters · Saint Michaels, Maryland
On the edge of Maryland’s Eastern Shore, Saint Michaels opens onto the broad sweep of Chesapeake Bay; from the Harbour Inn dock at 101 N. Harbor Rd you step aboard Epiphany, a modern 44-foot Leopard catamaran, and trade shoreline bustle for a two-hour evening of wind, water and soft gold. The Sunset Champagne Cruise on Epiphany is exactly the kind of small-boat ritual that turns coastal scenery into a shared memory: six guests max on public sails, or reserve the yacht privately for up to 13 people.
The scene is elemental—shallow estuary water, low salt marshes, and the long, flat horizon distinctive to the mid-Atlantic. The crew trims canvas and eases the bow into the setting sun while champagne flutes catch reflected light. Ospreys circle, great blue herons lift from marsh grass, and terns flicker across glassy channels. Those plant and bird details are part of the charm: cordgrass and salt marshes filter Bay water, and submerged aquatic vegetation drives the ecology that supports crabs, striped bass, and the migratory birds you'll likely see.
This outing is an elegant, sensory-focused ride rather than a hardcore sailing lesson—expect gentle heel, roomy deck space, and covered seating for conversation. Complimentary beverages and light hors d’oeuvres keep the mood celebratory. The captain will steer so that guests get dramatic vantage points on Saint Michaels’ waterfront, the historic ships in the harbor, and the way the sunlight outlines the Eastern Shore’s low-slung piers and boathouses.
Saint Michaels wears maritime history plainly: a wharf-side museum culture, restored clapboard buildings, and stories tied to Chesapeake commerce and the War of 1812—local guides often point to the town’s "town that fooled the British" anecdote, when townspeople allegedly dimmed lights to evade attack. That context gives an evening sail an extra layer; you’re not only watching light on water but sliding past the same harbor that shaped regional livelihoods for two centuries.
Practical notes: check-in is at Harbour Inn & Marina; arrive 15 minutes early. Plan for breezy temperatures after sundown—layers are a must. The boat runs with a small group for intimacy; private charters scale up for special occasions. Whether you’re celebrating an anniversary, proposing, or simply wanting a quieter way to watch the day close, Epiphany delivers a compact, well-crafted Bay experience: elegant, accessible, and unmistakably Chesapeake.
The two-hour sail departs promptly; public tickets are $195 per passenger with a 21+ age requirement and private charters start at $995 for up to 13 guests, with amusement tax and crew gratuity added. Guests check in at the Harbour Inn dock 15 minutes early, bring photo ID, and dress in layers; non-slip shoes help on deck. For a short, celebratory Bay evening, Epiphany is a reliably polished choice.
easy.
2 hours.
Suitable for most fitness levels; you should be comfortable standing for short periods and moving about a small vessel.
Check in at Harbour Inn & Marina, 101 N. Harbor Rd, Saint Michaels; arrive 15 minutes before departure.
Yes, public sails require guests to be 21 or older — bring government-issued photo ID.
The cruise lasts two hours and includes champagne, complimentary beverages, and light hors d’oeuvres.
Yes, private charters are available for up to 13 guests and must be booked in advance.
Amusement tax and crew gratuity are added on; check the booking details for the exact charges.
This is a sheltered Bay cruise with gentle conditions, but if you’re prone to seasickness consider medication beforehand and focus on the horizon.
Saint Michaels has deep Chesapeake maritime roots and local lore from the War of 1812, often referenced by guides during harbor sails.
The cruise operator emphasizes low-impact sightseeing; staying on marked channels and avoiding disturbance of marsh edges helps protect submerged vegetation and bird nesting areas.
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