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...
St Michaels Sailing Charters
Closed
(119)
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101 N Harbor Rd
Saint Michaels, MD 21663
St. Michaels Sailing Charters offers an exceptional way to experience the Chesapeake Bay aboard a stunning Leopard 44 catamaran. Operating from a private pier along the picturesque Broad Creek in St. Michaels, Maryland, they provide hourly sailing charters that highlight the beauty of the region.
Inspired by the words of Captain John Smith, who praised the bay as a prime location for habitation, St. Michaels Sailing Charters embraces this heritage by inviting guests to explore the area's enchanting waters and scenic surroundings. With a commitment to quality experiences, they cater to both seasoned sailors and newcomers alike.
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Reviews
5.0(119)
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...
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
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...
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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