Offshore Sailing School Tip: The Inn at Perry Cabin in historic St.. Michaels, Maryland is a great choice for a Chesapeake Bay sailing school. Here you’ll find a luxurious bayside resort steeped in rich colonial history. And with its grand maritime theme, sailing embraces you to the core the minute you walk in the door!

You can learn to sail in four days at this Chesapeake Bay sailing school. You’ll learn from a certified instructor on an award-winning Colgate 26 from Offshore Sailing School – a fun, responsive 26-footer that reflects the beauty of the Chesapeake.

With spectacular natural surroundings, the finest cuisine, amenities and modern communication technology, Perry Cabin is also a perfect setting for Offshore Sailing School’s Corporate Sail-Race Challenge®. Choose team building or leadership programs in half-full or multi-day sessions. And no sailing experience required!

This Chesapeake Bay sailing school is a perfect first time sailing destination, with so much to see and do, you’re sure to be back for more.

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