Private catamaran sailing with harbor views and Miles River breezes
7 hours
Up to 6 people
Private boat, bottled water
Set sail aboard Epiphany for a private Chesapeake Bay outing from St. Michaels. Begin with waterfront views on a harbor cruise, then raise the sails on the Miles River.
Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.
Wear comfortable shoes that are easy to remove, or go barefoot. Do not wear high heels.
Bring your own food aboard. Do not bring outside alcoholic beverages; beer, wine, champagne, soda, and sparkling water are available for purchase onboard.
All ages are welcome. Children under 13 must wear a life preserver aboard, and infant, toddler, and youth life jackets are available.
Dock behind Harbor Inn & Marina, 101 N Harbor Rd, St. Michaels, MD 21663
We had the most fabulous sunset cruise with the Selina II! Iris and her first mate, Matt, where the best. We were worried that our sail might be cancelled because of the hurricane winds and the rain, but the day ended up clearing and the sun came out for a breathtaking sunset. Even though we have lived in St. Michael's for 13 years, we learned so much that we never new about the area. It was truly a delight and would highly recommend to both locals and tourist!
Beth Berquist
October 16, 2025
We had the most fabulous sunset cruise with the Selina II! Iris and her first mate, Matt, where the best. We were worried that our sail might be cancelled because of the hurricane winds and the rain, but the day ended up clearing and the sun came out for a breathtaking sunset. Even though we have lived in St. Michael's for 13 years, we learned so much that we never new about the area. It was truly a delight and would highly recommend to both locals and tourist!
Beth Berquist
October 16, 2025
Sail a Historic 1935 Ketch on the Miles River
Sample Six Curated Wines While Sailing Chesapeake Bay
Sail the Miles River with room to relax aboard Epiphany
Propose aboard a private yacht with champagne and a harbor sail
Celebrate aboard a private 44-foot catamaran with champagne
Sip six curated wines while sailing St. Michaels’ waterfront