2 Hour Chesapeake Day Sail

A 2-Hour Sail Down Miles River in Chesapeake Bay

Want to sail with us as a crew member? On this 2-hour Chesapeake sailing tour, you can become part of the team! Or if you prefer to sit back, relax and enjoy the Eastern Shore scenery, this fantastic 2-hour Maryland sailboat cruise is perfect for you.

Unique, upscale, and exclusive, the luxury sailing yacht Selina II limits her passengers to just 6 guests for an intimate taste of the history of sailing. With Freshly varnished mahogany and brightly polished brass let the premier charter boat in St Michaels, MD help you sail into another time and place.

We depart from the dock at the Harbour Inn and Marina in St. Michaels, MD and Captain Iris (or her first class relief captain and crew) provides a personalized harbor tour. You learn about the picturesque waterfront, the history of St. Michaels, MD and the story of her grandfather’s boat, the Selina II, on this amazing Chesapeake sailing tour. We pass right by the Hoopers Strait Lighthouse at the Chesapeake Bay Maritime Museum and 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).  The beer tasting is an unlimited sampling of 6 Maryland craft beers, the wine tasting is a flight of 3 whites & 3 reds plus a glass of your favorite wine. Or you can simply buy by the glass.**

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