Weddings on a Sailboat

Celebrate your love with a wedding or elopement on the water. St. Michaels Sailing Charters offers private sailboat ceremonies aboard the historic 1935 ketch Lady Patty or the spacious, modern 44-foot catamaran Epiphany, all departing from the charming waterfront of St. Michaels, MD. With sweeping Chesapeake Bay views, our intimate sailboat weddings offer a beautiful alternative to traditional venues—no travel, no crowds, and no unnecessary stress.

From small ceremonies to simple elopements, our dedicated crew helps create a ceremony that feels personal, effortless, and true to you. Surrounded by peaceful waters and open skies, you’ll enjoy a relaxed, romantic experience you’ll cherish forever.

We offer two unique options that are sure to make your special day a truly unforgettable experience! Choose the perfect sailboat wedding package from the following wedding cruises options.

Ceremony Under Sail Package:

Departing from St. Michaels Harbor, each sailboat wedding includes a two-hour private sail. Our historic 1935 ketch Lady Patty can accommodate up to 12 guests total, including the bride and groom, while our modern 44-foot catamaran Epiphany can accommodate up to 6 guests total. Weather permitting, ceremonies are performed under sail.

This experience is ideal for intimate sailboat weddings and elopements. Our officiant offers a range of ceremony styles, from traditional to alternative, allowing you to create a celebration that feels personal and meaningful.

The package fee includes a two-hour sail aboard either Lady Patty or Epiphany, Maryland State amusement tax, officiant services with a fully customized ceremony, captain and crew gratuity, and a celebratory champagne toast for your guests. Please note that the officiant tip is not included.

Wharf Side Wedding Package:

For couples wishing to include a larger group of family and friends, our modern 44-foot catamaran Epiphany offers a wonderful ceremony option. During the service, up to 6 guests (including the bride and groom) may be aboard the vessel, while up to 50 additional guests are welcome to watch from the dock.

Following the ceremony, couples may choose to depart for a private, one-hour post-ceremony sail with up to 6 guests while enjoying a champagne toast before joining the rest of their party at a local restaurant or venue for a reception.

Epiphany is also available for private bareboat charters for up to 13 guests. Please note that bareboat charters do not include champagne, captain and crew, officiant, or associated fees which must be arranged and paid for separately.

Officiant:

Both packages include the wonderful Maryland-ordained wedding officiant, Bonnie Brown Scott of Beginnings and Ends. With extensive experience performing ceremonies aboard sailboats, Bonnie creates heartfelt, personalized ceremonies by taking the time to learn your unique love story. She will connect with you directly, asking thoughtful questions to craft a custom ceremony that feels meaningful, authentic, and perfectly suited to your special day.

Champagne Toast:

Immediately following the raising of the sails and your marriage ceremony, we raise our glasses with a celebratory champagne toast to you! Additional beverages are available for purchase including beer, wine, and non-alcoholic options.

Food:

We partner with local businesses to offer custom, pre-ordered food options that can be ready when you arrive. This is the perfect cruise for catered appetizers or a charcuterie board.