We are a fully certified ASA Sailing School and Yacht Charter Operation located on the shores of the upper Chesapeake in beautiful Havre de Grace, MD between Baltimore and Philadelphia.

Whether you’re just starting out in sailing or are ready to charter one of our well-appointed sailboats, BaySail’s friendly staff and expert instructors are here to fulfill your sailing dreams!

For more than 15 years BaySail has been serving the Chesapeake Bay sailing community. Convenient to major cities such as Baltimore, Philadelphia, Washington D.C. and Lancaster, we offer all levels of sailing instruction from complete novice to advanced cruising classes.

Want to take a boat out for a day? We have a large fleet of daysail boats for you to practice your skills and explore the waters of the Chesapeake!