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Maryland Directory for Sailing
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Maryland Sailing

  • Schooner Woodwind - (Annapolis, MD) - The 74-foot twin schooners sail out of Annapolis on regularly scheduled 2 hour tours, corporate charters, private parties, overnight cruises and boat and breakfast.
  • Selina II Sailing Charters - (St Michaels, MD) - "Selina II" Historic Sailing Charters - The historic 1926 catboat Selina II offers 2 hour sails daily from the St Michaels Harbour Inn & Marina departing at 10am, 12:30pm, 3pm and their sunset champagne cruise operates from 5:30-7:30PM. Private half day, full day, and overnight excursions are also available for those wanting to spend more time on the water. The Selina II limits her passengers to just 6 guests for an intimate taste of the history of sail.
  • HarborSail LLC - (Baltimore, MD) - Providing sailboat harbor tours, sunset cruises, rentals, charters and instruction. Boats depart from Fells Point. Enjoy a day or sunset cruise on Catawampus II a 41' Hunter. Our guests are welcome to sit back and enjoy the historic sites or participate by hoisting a sail. HarborSail limits her voyage to six passengers.
  • BaySail School & Yacht Charters - (Havre de Grace, MD) - Simply the best boats on the Bay! Offering a full range of ASA sailing lessons and new and recent model yachts for sailing charters on the Chesapeake Bay in Maryland. BaySail also offers small boat rentals, a Yacht Partnership Program and Club BaySail, our frequent sailor program.
  • Sailtime Baltimore - (Baltimore, MD) - The newest way for Maryland sailing on the Chesapeake Bay. You get access to a new Hunter yacht. Whether you want to sail for a half day,full day,weekend or a full week. SailTime Membership is the least expensive way to get sailing on the Chesapeake Bay. Dont buy a used boat. Join where you can sail a brand new yacht with no marina fees, bank payments, maintenance costs, or insurance fees. Enjoy luxury sailing in Baltimore for less money & zero worries. If you have no experience, we have certified instructors to get you under way.
  • Annapolis Bay Charters, Inc. - (Annapolis, MD) - Sailing yachts for bareboat charters from annapolis and fishing, corporate parties, weddings and special events for 1 to 250 people. Our reputation serves you well!

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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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