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Maryland Directory for Sailing Schools
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Maryland Sailing Schools

  • R&R Charters and Sail School - (Chester, MD) - R&R Charters and Sail School is an ASA affliate school teaching sailng from basic keelboat through advance coastal cruising.
  • BaySail School & Yacht Charters - (Havre de Grace, MD) - Simply the best boats on the bay. BaySail offers new and recent model sailing yachts for charter either bareboat, captained or instructional. Smaller daysailers are also available for rent. In addition, BaySail offers a full range of sailing courses from beginner through bareboat certification all of which are certified by the American Sailing Association. We're located on the Chesapeake Bay only an hour from Philadelphia and 45 minutes from Baltimore.
  • Annapolis Sailing School - (Annapolis, MD) - America's oldest and largest sailing school. Learn from the best. Children's and adult programs 2 to 5 days.
  • Maryland School of Sailing & Seamanship - (Rock Hall, MD) - The Maryland School offers basic to advanced sail training cruises, and is unique in their ability to bring students from the beginner sailing level to their dream of advanced ocean cruising. Beginning live-aboard cruises are offered in the Chesapeake Bay and the Virgin Islands aboard Island Packet cruising sized yachts. Advanced training cruises have destinations such as Bermuda, Bahamas, Virgin Islands, Florida, New England, and Canadian Gulf Islands. ASA certifications from 101 through 108 offered.


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Serving the cities of Aberdeen, Accokeek, Adelphi, Andrews AFB, Annapolis, Arbutus, Arnold, Aspen Hill, Baltimore, Bel Air, Beltsville, Berlin, Bethesda, Bladensburg, Bowie, Bowleys Quarters, Brooklyn Park, Burtonsville, California, Calverton, Cambridge, Camp Springs, Cape St. Claire, Carney, Catonsville, Cheverly, Chevy Chase, Chillum, Clinton, Cockeysville, Colesville, College Park, Columbia, Crofton, Crownsville, Cumberland, Damascus, Darnestown, Davidsonville, Dundalk, Easton, Edgemere, Edgewater, Edgewood, Eldersburg, Elkridge, Elkton, Ellicott City, Essex, Fallston, Ferndale, Forestville, Fort Meade, Fort Washington, Frederick, Frostburg, Gaithersburg, Gambrills, Germantown, Glen Burnie, Glenarden, Glenmont, Glenn Dale, Greenbelt, Hagerstown, Havre de Grace, Hyattsville, Jessup, Joppatowne, Kensington, La Plata, Landover, Langley Park, Lanham, Lansdowne, Largo, Laurel, Lexington Park, Linganore, Linthicum, Londontowne, Lutherville, Marlow Heights, Marlton, Middle River, Millersville, Mitchellville, Montgomery Village, Mount Airy, Mount Rainier, New Carrollton, Ocean City, Ocean Pines, Odenton, Olney, Overlea, Owings Mills, Oxon Hill, Parkville, Parole, Pasadena, Perry Hall, Pikesville, Potomac, Randallstown, Reisterstown, Riverdale, Riviera Beach, Rockville, Rosedale, Salisbury, Savage, Seabrook, Severn, Severna Park, Silver Spring, St. Charles, Stevensville, Suitland, Takoma Park, Temple Hills, Timonium, Towson, Upper Marlboro, Waldorf, Westminster, Wheaton, White Marsh, White Oak and Woodlawn.

Serving the counties of Allegany, Anne Arundel, Baltimore, Calvert, Caroline, Carroll, Cecil, Charles, Dorchester, Frederick, Garrett, Harford, Howard, Kent, Montgomery, Prince Georges, Queen Annes, Somerset, St. Marys, Talbot, Washington, Wicomico and Worcester. Maryland is sometimes referenced as MD and mis-spelled as Marland or Marylnd.

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