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Enjoy America's Sailing Capital the way it is meant to be enjoyed by taking a sailing trip with the Schooner Woodwind. The 74-foot Schooner Woodwind offers two-hour public sails departing four times daily, as well as a boat and breakfast package, corporate cruises, private parties and sunset sails.
Address: 80 Compromise Street Annapolis MD USA 21401
 Send an Email (19)  1 410 263-7837
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Operating from the Kent Island Hilton Garden Inn on Maryland's eastern shore, Kent Narrows Boat Rides offers sightseeing excursions, sunset cruises and nature trips on the Chesapeake Bay. Ideal for small groups, each of the company's boats accommodates up to six passengers.
Address: 3206 Main Street Grasonville MD USA 21638
1 410 353-0054
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Enjoy sport fishing for striped bass, family cruises and lighthouse tours for small parties onboard the Down Time with Capt Frank Tuma.
Address: 1039 Broadview Drive Cape St. Claire MD USA 21401
Send an Email (6) 1 410 974-0605
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Nighthawk Cruises
A former US Merchant Marine passenger vessel, this 19th century schooner 'Nighthawk' takes visitors sailing along Baltimore's Inner Harbor and the Patapsco River. Public sails are offered regularly with a buffet meal included in the ticket price. Also popular is the acclaimed Murder Mystery Cruise, the Fireworks Cruise and the Buffet Moonlight Sail. Private sails may also be arranged.
Address: 1715 Thames Street Baltimore MD 21231
1 410 276-7447
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Imagine offers guests the opportunity to set sail aboard a seventy-six foot, gaff-rigged, wood schooner on Chesapeake Bay. Sail along on a five-day trip, including the annual schooner race or a photography workshop.
Address: . Annapolis MD USA 21404
Send an Email 1 410 216-9100
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Mostly new luxury sailboats, 35-foot to 55-foot, for bareboat charter. Pontoon boat and power boats for bareboat charters. Plus, a fleet of luxury yachts and schooners for private parties, corporate entertaining and weddings.
Address: 222 Severn Avenue Annapolis MD USA 21403
Send an Email (7) 1 410 263-1818
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Sailboats 30 foot to 55 foot for bareboat sailing charters. Fishing charters for two to 12 people. Luxury yachts and schooners for private parties, corporate entertaining and weddings.
Address: 7344 Edgewood Road, Suite 5 Annapolis MD USA 21403
Send an Email (17) 1 410 269-1712
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Imagine is a 76-foot gaff-rigged schooner that can accomodate up to 48 passengers for day sails and 12 for overnight. Available for private groups, corporate outings and family gatherings on the scenic Chesapeake Bay.
Address: . Annapolis MD USA 21404
Send an Email (6) 1 410 897-9030
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Annapolis Yacht Charters offers bareboat and captained charters on new and late-model sailing yachts from 30 to 43 feet. Sailing courses for basic and bareboat certification, and yacht management services are also available.
Address: 7080 Bembe Beach Road Annapolis MD USA 21403
Send an Email (10) 1 410 267-5976
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Learn to sail on the Chesapeake Bay with Chesapeake Sailing School. Classes are available for adults, families and corporate groups. A sailing club and vacation cruises are also offered.
Address: 7080 Bembe Beach Rd Annapolis MD USA 21403
Send an Email 1 410 269-1594
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Clipper City was designed with the sole purpose of entertaining Baltimore visitors. During the season, Clipper City departs daily for two-hour sails, Sunday brunch, party sails, and happy hour sails from Baltimore's Inner Harbor. The ship passes by many of the Inner Harbor attractions as it leaves the dock. Clipper City is also available for private and corporate charters, special occasions, events, weddings, receptions, cocktail and holiday parties.
Address: 803 Light Street Baltimore MD USA 21230
Send an Email (20) 1 410 837-6700
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Sailing daily from St Michaels Harbour offering 2 hour, 1/2 day, full day, champagne sunset sails, overnight excursions, private engagement charters, anniverary & birthday outings and intimate weddings. The historic 1926 catboat is 40' with a 16' beam.
Address: . Upper Fairmount MD USA 21867
Send an Email 1 410 726-9400
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A sailing center based in Baltimore, offering sailboat charters, a sailing school, and kids camps. Charter a boat and sail to historic Chesapeake Bay locations like Annapolis, St. Michaels, or Rock Hall.
Address: 2700 Lighthouse Point Baltimore MD USA 21224
Send an Email (3) 1 410 342-3110
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Dancer Sportfishing Charters is an Annapolis/Chesapeake Bay charter boat and fishing guide that cruises Maryland, Annapolis, and mid-Chesapeake Bay area.
Address: 1431 E. Central Ave Edgewater MD USA 21037
Send an Email (7) 1 410 798-6419
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Since 1981, 'Bay Lady' and the 'Lady Baltimore' have been cruising the Patapsco River along the Baltimore Harbor year round. Both ships have fully enclosed climate controlled decks with an incredible panoramic view. Enjoy the view and the entertainment on a narrated lunch, dinner or moonlight cruise. Special cruises may also be arranged for occasions such as weddings, banquets or corporate functions.
Address: . Baltimore MD
Send an Email (44)
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Boating fun on the Choptank River. Renting sail boats, kayaks and fishing skiffs. Take a captained sailboat cruise or go crabbing on the waterman's tour.
Address: 3813 Middletown Branch Rd. Vienna Maryland U.S.A. 21869
Send an Email 1 443 521-1415
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