Sail Selina II

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101 N Harbor Rd
Saint Michaels, MD 21663
+1 (410) 726-9400
http://www.sailselina.com
Set Sail on a Timeless Adventure with Sail Selina Step aboard the Sail Selina, a private 1926 yacht offering an exclusive sailing experience from St. Michaels, MD, from April to the end of October. With only 6 guests per tour, enjoy intimate, personalized attention on sun-soaked day sails, Champagne Sunset Cruises, moonlit voyages, or wine & beer tastings. Celebrate life’s milestones—engagements, weddings, anniversaries, or birthdays—aboard a yacht that radiates Roaring Twenties elegance with polished mahogany and gleaming brass. Cruise past the Chesapeake Bay Maritime Museum and spot Wedding Crashers filming locations. As we hoist the sails and glide through the waters, the fresh scent of the sea and St. Michaels’ historic charm will captivate your senses. Book your escape today, and create lasting memories with Sail Selina—where luxury, history, and nature unite.

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Reviews

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5.0118 reviews
Photo of Cindy F.
Cindy F.
10/22/2025

I needed to get away, and saw this excursion via Eric Oranges' wine happenings. Wine tasting and sailing! Right up my alley. I booked and made reservation at Harbour Inn- I love that I stayed at...

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Beth T.
10/15/2025

We had a lovely afternoon sail on the Selina. The weather was not great most of the day but Capt Iris took us out safely and we were rewarded with a gorgeous sunset. The boat is lovely and we...

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Rich S.
8/28/2025

great trip on Selina. Capt iris was awesome Had to cancel my trip last minute and she was able to let me switch for a later date

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Dasey T.
6/30/2025

Beautiful cruise. Captain Iris was great. She told of the history of the area which was nice. She was very interesting to talk with. First mate was also very personable. The sailboat was a...

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Valerie T.
5/1/2025

Captain Iris provided us with a wonderful bit of history and local lore. Selina II is a well maintained boat and you can tell how much the captain cares about it. We were one of 3 couples on the...

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