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Sailtime Baltimore
- (Baltimore, MD) - The newest way to sail the Chesapeake. You get guaranteed access to a new Hunter yacht. Whether you want to sail for a half day, a full day, a weekend or a full week, a SailTime Membership is the least expensive way to get sailing on the Chesapeake. Dont buy a used boat. Join SailTime where you can sail a brand new Hunter yacht with no marina fees, bank payments, maintenance costs, or insurance fees. Enjoy luxury sailing in Baltimore for a lot less money and zero worries. If you have no experienced, we have certified instructors to get you under way. Try us out on our 14 day trial.
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Lucky Dog Catamaran Company
- (Cambridge, MD) - Go sailing aboard 'Sirius,' a modern 36' performance catamaran. Take in the sights on this fast & stable vessel. Daily 2 hour cruises. Group charters welcome.
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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.
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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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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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Imagine Yacht
- (Annapolis, MD) - Come sailing on the Chesapeake Bay aboard the beautiful 76' gaffed-rigged schooner Imagine. Available for private charters and is able to carry forty-eight passengers for day sails and twelve for overnight.
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Bay Guide
- (Baltimore, MD) - A comprehensive site for boating and sailing on the Chesapeake Bay. Info on marinas, ramps, charters, destinations, fishing and a whole lot more.
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C & C Charters
- (Grasonville, MD) - Offering quality sailboats, motoryachts, trawlers & express cruisers 27'-60' for bareboat & captained charters since 1973. Plan your next family celebration, club or corporate event aboard "JOLLY MON", our 60' custom sailing catamaran. This U.S.C.G. inspected multi-passenger vessel can accommodate 35 passengers. All vessels are fully equipped for safety, performance & relaxation. Depart from our resort marina location at Kent Narrows to enjoy the Bay's diverse ports-of-call & scenic rivers. Our friendly, professional staff is eager to assist you for your yachting vacation or sailing event.
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Chesapeake Bay Maritime Museum
- (St. Michaels, MD) - Where the stories of the Bay and its people come alive! Explore nine exhibit buildings on 18 waterfront acres in scenic St. Michaels, Maryland. With a working boatyard, an impressive collection of decoys and an interactive waterman's shanty, there's something of interest for everyone. Fun-filled festivals, engaging special exhibitions, hands-on boatbuilding classes, and outdoor summer concerts. Come for the day, stay for the weekend.
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B & B Yacht Charters, LLC
- (Stevensville, MD) - Chesapeake Bay Eastern Shore Full sailing Charters offering Day Sails and sailing instruction power boat rentals by the day.
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