About
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.
“We could not have found a better person to officiate our November wedding! Bonnie made us feel like we have known her for a long time, and that showed in the ceremony she performed. After just one introduction call and a few questionnaires, Bonnie captured the essence and true nature of our love and relationship so well that my husband and I, our parents and guests were all blown away at her service. She made the legal aspect of this process painless and worry free. We found Beginnings and Ends to be extremely affordable which helped us stay within our budget. We highly recommend Bonnie to officiate the wedding of any future couples (seriously, look no further). Thank you Bonnie for making the most important part of our day so perfect!” – Client Review
Marriage License:
A valid marriage license from the Talbot County Courthouse in Easton is required. Licenses may be obtained in person or by mail and must be in your possession at least two days prior to your ceremony. Please note that the license becomes valid 48 hours after application and the marriage must take place within Talbot County. Additional details and requirements can be found on the county’s marriage license information page.
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.
Ready to book or learn more? Contact us today:
- Website: www.stmichaelssailingcharters.com
- Facebook & Instagram: @stmichaelssailingcharters
- Phone: 410-849-9864
- Email: info@stmichaelssailingcharters.com
- Woman-owned
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Frequently asked questions
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Reviews of St. Michaels Sailing Charters
Review summary
Sail Selina, specifically the stunning Selina II vintage preserved yacht, offers an intimate and unique coast wedding experience that many couples rave about. Captain Iris and her crew are praised for their warm hospitality, professionalism, and attention to detail, ensuring a memorable and effortless day. From the personalized ceremony officiated by Captain Iris to the post-ceremony cruise in Chesapeake Bay, the venue provides an unforgettable and picturesque setting for weddings and elopements, making it highly recommended for those seeking a special and magical celebration onboard.
Professional Network & Endorsements
I had the pleasure of working with Captain Iris for an elopement aboard the Sail Selina II and she did such a great job! Not only did she captain the ship, she performed a sweet ceremony while under sail. This was the perfect way to celebrate an intimate marriage ceremony!
I was invited aboard the Selina II for two beautiful September weddings. It was an event that I will never forget. Captain Iris Clarke mixes a splash of nautical teachings, and a dash of humor, with spiritual observations as she takes you along the Miles river aboard the magical ship that is the Selina II. Her wedding services are inspirational and she truly brings out the joy of that very moment. By the time we were back at the dock, I felt as if she was a dear friend I had known all my life. As a photographer, you can not beat the scenery - I could not ask for a better backdrop than the St. Michael's harbor, the open water, and most importantly the Selina II herself. I've been on a few boats but none quite as photogenic. I'm hoping to return this sailing season to photograph more weddings.
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St. Michaels Sailing Charters frequently asked questions
- Clean Up
- Event Planning
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- Glassware
- Parking
- Set Up
- Server(s)
- Champagne Toast
- Boat/Yacht
- Covered Outdoor
- Uncovered Outdoor
- Ceremony
- Bridal Shower
- Engagement Party
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- Pet Friendly