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Two Hour Chesapeake Day Sail

Join us as a crew member or just sit back and unwind while taking in unforgettable views along the Miles River!

Quick Details

Duration: 2 hours

Maximum occupancy: 6

Availability: Daily

Ages: All ages

Check-in time: 15 minutes prior to departure

A Two-Hour Sail Down Miles River in Chesapeake Bay

Want to sail with us as a crew member? With this two-hour sail, you can become part of the team! If you prefer to sit back and enjoy the scenery, this fantastic two-hour sail is also perfect for you.

We depart from the dock at the Harbour Inn and Marina in St. Michaels, and Captain Iris (or her relief captain) provides a brief harbor tour. You learn about the picturesque waterfront, the history of St. Michaels, and the story of her grandfather’s boat, the Selina II. Then we depart the harbor and go out into the Miles River, put up sails, and follow the wind.

You are welcome to participate as a working crew member or simply sit back and relax; we’re here to help you complete your historic yacht experience!

Be sure to bring comfortable shoes, cameras, and a light jacket in spring and fall.

**Beer/wine tasting add-on is only an additional $20 per person (21 and older).**

Please note: If you are not booking a private charter, this sail requires two or more people. Amusement tax and crew gratuity added on.