Sail Selina, St. Michaels MD


Sunset Champagne Cruises on the Selina II Sailing Yacht

In the evenings we set sail to enjoy the late afternoon sun from 5:30 pm – 7:30 pm, April 26-Sept 30. (Oct 1-31 is 4:30 pm – 6:30 pm). Cost is $85 per person plus there is a 10% amusement tax in St Michaels harbor, and it is customary to tip the ship’s mate like a restaurant, 15%-20%. Reservations are highly recommended as we limit our guests to just six passengers for a very personalized experience.

Included in these outings are a brief harbor tour. Capt Iris (or her relief captain) talks about what you are seeing along the picturesque waterfront, the history of St. Michaels and about the history of her grandfather’s boat. Then we depart the harbor and go out into the Miles River, put up sails, and follow the wind.

Immediately following the raising of the sails, we raise our glasses and toast the wind. You are welcome to a choice of a really easy to drink Champagne, an un-oaked Chardonnay, Pinot Grigio, Shiraz, a selection of handcrafted beers from all over Maryland, sodas and water, all accompanied by a light tray of hors d’oeuvres: carrots, sesame rounds, and black olive tapenade hummus.

Guests often ask what they should wear. We recommend you come ready to go to dinner, wear comfortable shoes, and don’t forget your camera. We suggest a light jacket in spring and fall. And ladies: no heels please!

Tour Includes

  • Binoculars, sunscreens, sunglasses
  • Beer, Wine & Champagne, Bottled Water, Soda, lite h’ordeurves
  • Free parking, 7 days a week
  • Rain Jackets, hats, blankets
  • We also offer this cruise as a private charter

Why Choose Sail Selina?

Rated #1 in TripAdvisor

Reviews tell the story; Sail Selina is ranked the #1 Boat Tour in St Michaels and has been for 15 years running. Folks who have sailed with us often tell us their cruise with us was the highlight of their vacation. Plus, we are proud of all our other great 5 star ratings on sites like Yelp, Google, Facebook and Wedding Wire.

Everything is included

Sit back and relax. Want a drink? we’ve got it! Beer, Wine, Champagne and soda is available for sale on all trips and is included on our evening sails. Bottled Water is complimentary. Binoculars, blankets, and should you forget them hats, sunglasses, sunscreen, etc are available for our guests.

92+ Years Experience

Sail Selina has been offering sailboat rides to guests in the Chesapeake Bay area for over 15 years, her skippers have a combined sailing history of 90+ years, her crew another combined sailing history of 30+ years. We all love to sail !!

Spacious/Beautiful Boats

Cat Boats are known for their roominess. At 41′ long and 16′ wide, we have gracious uncovered seating in the cockpit with four captains chairs and 2 double settees. Even the tallest guests have plenty of room to stretch out. And all that in a gorgeous setting. Sail Selina was built as a gentleman’s yacht in the Gatsby era and is finished in freshly varnished mahogany and brightly polished bronze. Many people tell us the photos dont due justice to how beautiful the wood workmanship is.

Best Captains

Our Captains are known for their story telling skills and offer a trip balanced with some touring, some sailing, and some opportunity to simply relax and kick back. They share a passion for sailing, have a deep understanding of the area’s history, ecology & environmental issues, and have a great affection for our vessel Sail Selina.
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