Private charters available for all trips!
Check out our most popular sailing tours! From two hour day sails with optional wine tastings and beer tastings, sunset champagne cruises, to private sailing lessons and moonlight sails, plus private charters including up to half or full-day sails, romantic elopements, and nautical weddings, we offer a wide variety of boat tours. We can also cater your St Michaels Chesapeake Bay sailing trip to create a one-of-a-kind experience!
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Learn about St. Michaels Harbor while cruising in a historic sailing yacht along the Miles River. Sit back, relax, and enjoy the scenery!
Enjoy a breathtaking Chesapeake Bay sunset while sipping a glass of Champagne or beer or wine on this cruise!
Enjoy free Champagne while taking in the beauty of a sunset or the rising of the moon with this cruise!
Come aboard the Selina II and learn the basics of wine tasting and sample great vintages with Capt. Iris.
Sit back and enjoy some great St Michaels area breweries aboard the Selina II!
Enjoy a small tour of St. Michaels harbor before heading out for a half-day sail up the Miles River!
Learn to sail with our fantastic team aboard the Selina II sailing yacht! Learn all of the basics and more.
Join us for a full day of sailing that includes a mini-tour of St. Michaels before cruising along the Miles River.
Make your engagement, honeymoon, or anniversary unforgettable experience with our Romance Sail aboard the Sail Selina II.
Take a sail aboard the Selina II with whole family and enjoy a picnic lunch!
Have an unforgettable wedding ceremony aboard Sail Selina’s yacht! You have two different wedding packages to choose from!
Getting engaged? Surprise your fiancé with a nautical wedding proposal on a private yacht with this Engagement Package. If you’re looking for a creative engagement on a boat this is a unique way to propose!
Join us aboard our yacht and enjoy an open bar and a three-course meal from the finest restaurants in St. Michaels.
Experience a night on the water with our overnight excursion. You also get to enjoy a picnic-style dinner and breakfast!
