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Maryland Sports and Recreation/Sailing

  • Scott Sailmakers Inc. - (Annapolis, MD) - Custom sails for racing and cruising, repair of existing sails.
  • Fantasy Sails Inc. - (Middle River (Baltimore), MD) - Sail the Chesapeake in FANTASY II, a Gemini Catamaran. Sleeps 6 in 3 private staterooms and is fully equipped for cruising. Charter bare-boat or Crewed. Captained excursions are also available (for groups of six or fewer). Mention this website on your initial contact, and receive a 5% discount on your first charter.
  • 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.
  • Seanchai Charters - (Galesville, MD) - Captained sailing charters aboard the 50' ketch SEANCHAI. Enjoy the beauty of the Chesapeake Bay with your own private charter from 3 hours to 7 days. Help sail this classic yacht or just sit back and relax. The choice is yours.
  • 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.
  • Haven Charters - (Rock Hall, MD) - Bareboat sailing charter rentals on the Chesapeake Bay. 30 to 45 foot sailboats for charter. Easy daysails to Annapolis, St. Michaels and Baltimore. Sailing instruction available by USCG certified captains. Keelboat certification offered.

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Maryland Sailing

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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.

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