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| Alphabetical | By Popularity | | - 58° 22' North Sailing Charters
 - Bareboat chartering on the glacier-filled fjords of Alaska. - A1 Crewed Yacht Charters
- Offers Caribbean sailing holidays onboard catamaran Psipsinia.
 Activity Holidays
- Learn to sail and skipper a yacht whilst on flotilla in Greece, Croatia, or Turkey. Shore-based accommodation also available with sailing courses and dayboat hire.- Admiralty Yacht Vacations
- Crewed charter sailboat yachting holidays in the Caribbean, from modest 38 foot yachts to a luxurious 140 foot schooner.
- Adventures 4U
- Group sailing trips, non-sailors welcome.
- Aladdin Cruises
- Private-charter sailboats; cruise in the Caribbean, Med or S. Pacific on yachts from 55 to 140 feet.
- Alba Sailing
- Provides a choice of sailing yachts from 9 to 13 metres for bareboat charter.
- Amarok Sailing Charters
- Offers crewed sailing and cruises to the Out Islands of Exuma, Eleuthera, and Berry Islands.
- America's Cup Charters
- Offering private and corporate charters on restored wooden twelve meter sloops.
- AnnaCay
- Offering charter holidays in the Caribbean on a 66 foot Oyster millennium yacht.
- Arktisk Turisme i Grønland
- Offering sailing charters in arctic waters.
- Ausail Yacht Charters
- Yacht chartering on Sydney Harbour and Pittwater, Australia.
- BahamasVacation.com
- Offers secluded cottage for rent, as well as sailboat charters out of Marsh Harbour, Abaco, Bahamas.
- Baja Coast SeaFaris
- Provide holidays in and around La Paz, Mexico and the Sea of Cortez.
- Bareboats BVI
- Bareboat sailing and motor yacht charters in Tortola.
- Boatz 'n Yachtz
- Offers luxury and bareboat yacht charters around the world.
- BVI Yacht Charters
- Offers a complete fleet of sail yachts ranging from 32' to 51'.
- Canadian Nature Cruises
- Offers wilderness sailing trips and tours featuring grizzly bear viewing and whale watching on Vancouver Island and British Columbia's West Coast.
- Captain Martin's Sailing Charters & Lessons
- Private sailing charter around the Boston Harbour Islands offering day and sunset tours and sailing lessons.
- Caribbean Sailing Charters
- Offering bareboat and crewed yachts in the Virgin Islands.
- Cass' Marina Sailing Adventures
- Offering sailing adventures on SF Bay for over 36 years. Charters and instruction.
- Catamaran Sailing
- Emphasis is on the Caribbean, where we own and represent owners of sailing catamarans.
 Celtic Ventures
- Sea school offering summer courses and sailing tours.- Chaffee Sailing Charters
- Offering private sailing trips on the sloop Ambiance on the waters of Nantucket Sound.
- Channel Sailing
- Sail charter and event company located in Ostend, Belgium.
- Charter Sailing Unlimited
- Offering crewed Caribbean yacht charters.
- Charter World Luxury Yacht Charter
- Source for bareboat, crewed, luxury, sailing, catamaran, sailboat, or power yacht charter boats and services.
- Charterando
- Comfort and luxury crewed vessels available throughout the Caribbean, Mediterranean, Venezuela, Honduras, and Belize.
- CharterLink
- Offers selection of sailboats available for charter worldwide.
- Cheers
- Offers personalised sail cruises of the British and U.S. Virgin Islands and other ports in the Caribbean.
- Classic 12 Meter Sailboat Charters
- Offers corporate and private sailing charters from Newport, Rhode Island aboard a fleet of America's Cup winning boats.
- Classic Sailing Charters, Inc.
- Features private full day sailing cruises off Miami Beach in the Biscayne National Park.
- Cool Sailing
- Directory of boat rentals, crewed yacht charters, and cruises.
- Cooper Boating Center
- Charters for fishing or sightseeing; also provide a sailing school.
- Costa Brava
- Captained sailboat charters in Abaco, Bahamas from January through July, and Daytona Beach, Florida from August through December.
- DayDreams Travel Limited
- Boating holidays along the turquoise coast of Turkey. Offering both private charters and schooner parties.
- De Zeilvaart
- Sailboat charter company located in Enkhuizen.
- Deltaville Yachts
- Southern Chesapeake Bay headquarters for Beneteau bareboat or crewed charter sail yachts 26'-40'; also Key West, waterway, or offshore cruises.
- Destin Sailing Charters
- Sailing the Emerald Coast waters onboard the 37ft ketch Morning Star.
- Discover Sailing
- Directory of travel companies offering tours in Australia, New Zealand, and the South Pacific.
- Double Decker Sailing Charters of Key West
- Offers private charters in the Florida Keys for dinners, weddings, sunset viewings, snorkeling, eco-tours, and dolphin watching.
- Dream Sailboat Charters
- Offers Caribbean crewed sailboat charters on a private yacht.
- Eagle Maritime, Inc.
- Offers custom charter cruises of costal Florida, the Florida Keys, Dry Tortugas, the Bahamas, and the Northern Caribbean aboard the tall ship schooner Eagle.
- EastSail
- Sailing on Sydney Harbour; yacht charters, corporate training and sailing school.
- Elvire II
- Available for rent with her skipper for sailing holidays, holiday yacht charters, and adventure custom charters in the North Atlantic.
- Exuma-Bahamas Sailing Expeditions
- Sail through 350 islands in 8 days in Exuma Sound, Bahamas.
- Faraway Sail & Dive Expeditions
- Exploring the Mergui Archipelago in Myanmar (Burma), the Andaman Islands, and Thailand.
- Freedom Passages Charters Ltd.
- Sailing adventures & eco-tours of the British Columbia Inside Passage, Alaskan fjiords and Gwaii Haanas, featuring hiking, wildlife viewing, scuba diving.
- Go Native Yacht Charters
- Cruise the Florida Keys, Bahamas. Bareboat or Crewed charters, sailboats, Scuba diving, sailing school, club, yacht management, and deliveries.
- Goddess of the Sea Cruises
- Offers sails along coastal Maine with whale watching, dining, overnight stays, and private cabins.
- Golden Fleece Expeditions
- Provides yacht charter services in the Antarctic and sub-antarctic regions.
- Gotland Survey S.L.
- Offers weekend and week-long or longer sailing charters throughout the European Mediterranean from Spain.
- Grand Expeditions
- Worldwide tours, including adventure travel, eco/nature travel, and sailing and cruising.
- Harbor Sailboats
- Our fleet of yachts range from 19'to 51' with builders including: Santana, Ericson, Catalina, Islander, Hunter and Beneteau.
- Haven Charters
- Bareboat sailing charters on Chesapeake Bay, Maryland, within easy sailing distance of Annapolis, Baltimore, Oxford, or Saint Michaels.
- Hawaii Ocean Rafting and Island Star Charters
- Offers ocean rafting and snorkel and sailing cruises out of Lahaina Harbour in Maui, Hawaii.
- Irene Yacht Charters
- Classic sailing ship available for charter in the Caribbean.
- Island Yachts
- Offers bareboat and crewed charter yachts for your custom designed sailing holiday.
- J-Class Management, Inc.
- Offers services throughout New England and the Caribbean.
- Leilani Charters
- 1903 Wooden yawl available for charter. Includes photos, history, specifications, and rates.
- Licorne Corporation
- Sailing in Greece and Turkey.
- Lighthall Yachting Charters
- Corporate and private sailing lessons and charters.
- Maile Charters
- Offering sailing adventures off the Kona Coast of the Big Island of Hawaii. Sail, scuba dive, fish, snorkel and sightsee on this beautiful sloop.
- Mapleleaf Sailing Adventures
- Naturalist/anthropologist led wilderness sailing adventures, on a classic schooner, to Kitlope Valley, Queen Charlotte Islands, Alaska, and Vancouver Island.
- Midnight Sun Sailing
- Sailboat chartering in Finland; sail in the archipelago.
- Mirabella Yachts
- Sailing yachts for charter in the Caribbean and New England, featuring uncompromised performance with motoryacht comfort. Also, providing amphibious aircraft charters.
- Motor Yacht Boat Seafin
- Offering sailing trips and charters along the South Coast of England. Available for private hire, events, parties, and corporate entertainment.
- Nehemiah
- Provides sail-training programmes for youth as well as private charters and public sails on San Francisco Bay.
- Newport Sailing Schools and Tours
- Offers sailing instruction, and day tours and charters in Newport, RI.
- NOP Yachts
- Charters and sales of sail yachts in Greece.
- North Star
- Specialising in captained sailing charters on the Eastern Shore of Maryland.
- Ocean Frontiers
- Offers places upon a ship circumnavigating the globe, via Terra Del Fuego, Cape Horn, Hobart, and Marlborough Sounds.
- One and All
- Tall sailing ship for charter or lessons.
- Out on the Salty Seas
- Sailboat chartering in sunny Greece. All you wanted to know, plus pictures, comments, clickable maps, links.
- Overture Charters
- Charters offered in the Marlborough Sounds for holidays, team building, corporate functions, weddings, and social events.
- P & H Sailing Ecotours
- Offers tours of Desolation Sound and the Discovery Islands, British Columbia.
- Poseidon Charters
- Offers yacht and flotilla charters and adventure tours in Greece, Turkey, and worldwide.
- Red Sail Sports
- Provides scuba diving, catamaran sailing and watersports in Aruba, Grand Cayman, and Hawaii.
- Roatan Sea Safari Sailing & Watersports
- 42' sailing yacht charter in the Bay Islands of Honduras offers jet-skiing, parasailing, and waterskiing.
- Rockport Schooner Cruises
- Tours to experience the freedom and fun of sailing an historic Windjammer, the schooner Timberwind, off the coast of Maine.
- Sail Ireland Charters
- Yacht charter company based at Kinsale and Dingle, offering a range of luxury yachts from 35ft to 51ft, for sailing holidays on Ireland's south coast.
- Sail On Morning In Main
- Charter a 35' sloop on Penobscot Bay.
- Sailing in Blue
- Offers yacht charter services in Greece. Includes description of charters, specifications, departure bases, and information on sailing areas in the Greek islands.
- Sailing Ship Insulinde
- Offers daysail down the Curacao coastline, weekend trips to Bonaire, and 7-day mini-cruises to Venezuela. Also offers customised tours.
- Sailing South
- Offers charters aboard the historical replica schooner Daniel Webster Clements. Excursions to the Emerald Coast and the Bahama Exumas.
- Sailing Ventures of Lake Tahoe
- Sailboats for charter, ASA instruction and a club.
- Sailing Yacht Andrea
- Offers chartered sailing holidays in Turkey, Greece, and Croatia for two to six people on a fully crewed 56 foot yacht.
- Saillink
- Provides information on charter yachts and related travel opportunities.
- SailTrain International
- Offering instruction and certification. Also arranges sailing tours of the southern Caribbean and British Columbia.
- San Juan Sailing
- Provides sailing instruction, charters, and yacht brokerage services.
- Santa Barbara Sailing Center
- Offers day sailing, whale watching, classes, charters, and cruises.
- Scandinavian Charter Yachts
- Crewed vessels throughout Scandinavia in the summer with winter sailing in the Caribbean.
- Schooner J. & E. Riggin
- Cruise on a windjammer off the coast of Maine enjoying a sailing holiday on a schooner that sails the Penobscot Bay.
- Schooner Kyrimba
- Ecologically oriented cultural and scientific tours of South America and the South Pacific Islands.
- Schooner Thomas E. Lannon, The
- Serving educational, wedding, corporate, and private functions.
- Sea Dog Sailing
- ASA certified school offering instruction through cruise and learn holidays in the British Virgin Islands, and fantasy holidays sailing the Mediterranean.
- Sea Trek
- Gives you the opportunity to explore exotic islands East of Bali in authentic Indonesian ships.
- Seaward Sailing Charters & Villas
- Offers crewed charter yachts in the Caribbean, Bahamas, Mediterranean, Alaska, and Galapagos.
- Shawmanee Charters
- Offers day and extended trips aboard a 57-foot ketch.
- Skookumchuck Charters
- Offers sailing tours of Southeast Alaska.
- Sojourn Sailing and Diving Charters
- 51' Morgen serving the U.S. and British Virgin islands, specialising in Jost Van Dyke, Tortola, St. John, Virgin Gorda, and the Baths.
- South Asian Charter
- The Maldives Islands, a new destination for yacht chartering. Sail the islands aboard s/y "Iruvai."
- Southern Cross Sailing Adventures
- Specialises in day and evening sailing cruises in the waters of western Long Island Sound.
- SunJam Sailing Vacations
- Adventure sailing holidays for all skill levels from SunJam. Experience the sights, sounds, and tastes of the idyllic islands of the Dalmatian coast, Mediterranean, and Caribbean.
- Sunny Sailing
- Yacht and motorboat charter in Russia and on the Finnish and Vyborg Gulfs and Ladoga Lake.
- Sunsail
- Provides worldwide sailing and watersports holidays.
- Superior Charters
- Offers bareboat and captained sailboat charters, as well as instruction and certification, serving the Apostle Island area of Lake Superior.
- Synergy for Sail
- Offers charters by the hour or day on Lake Superior and the Duluth harbour.
- Takuli III Sailing Adventures
- Offers skippered sailing charters aboard 45' Takuli III to the Gulf Islands, Desolation Sound, Princess Louisa Inlet, and the Sunshine coast along British Columbia's inside passage.
- Trisail Yachts S.L.
- Yacht broker offers sail and motor boat sales, charters, project management services, and more.
- Vernicos Yachts
- Bareboat and crewed yachts chartering in Greece & Turkey.
- Vigilance of Brixham
- Offers sailing charters and cruising voyages to France, West Country, Channel Islands, and local day sails on a heritage sailing trawler.
- Viking Girl II
- Offering crewed charters in the Eastern Mediterranean and Seychelles.
- Viking Star Yacht Cruises ltd.
- Offers yacht cruises and scuba diving.
- Virgin Venture
- Offers all inclusive touring in the British Virgin Island aboard luxury motor yacht.
- Wild Side Specialty Tours
- Private sailing and kayaking charters among the dolphins, humpbacks whales, and turtles of the Makaha coast of Oahu.
- Wind Works Sailing Center
- Pacific Northwest sailing organisation offering bareboat and skippered charters, lessons and cruises.
- Windward Island Cruising Company
- Chartering of bareboat and crewed yachts.
- World Cruising Against the Grain
- S.V. Bewildered sails the Black Sea, the Greek islands, and the coast of Turkey in 1998.
- WorldWide Marine
- Displaying selected companies offering new sailboats and crewed luxury sailboat charters.
- Yachting Vacations
- Sailboat chartering in the Charlotte Harbour/Fort Myers area of Southwest Florida.
- Yachtpro International
- Offers sailing instruction, holiday sailboat tours, and corporate programmes in Phuket, Thailand.
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