Sailing Vacations Sites

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Sailing vacations in the Caribbean.Caribbean sailing vacations on catamarans, sailing yachts and power yachts. A private sailing vacation on board a luxury catamaran or fully crewed sailing yacht (mono hull) offers you the ultimate opportunity to explore the most beautiful beaches and crystal clear blue tropical waters in the Caribbean. These sailing vacations offers the comfort and flexibility...
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Book an unforgettable sailing vacation on Florida's Gulf Coast with Yachting Vacations! Click here to learn more about their sailboat rentals! Ur charter fleet, located on beautiful Charlotte Harbor, in sub-tropical Southwest Florida. Since 1984, we have been providing sailing vacations with access to outstanding destinations that are a cost effective alternative to Caribbean destinations. Our...
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Experience the thrill of sailing with the world's premier yacht charter company. We offer a variety of charter options in the world's best sailing grounds. Make 2018 the year you finally learn how to sail, or take your experience to the next level. Either way, Offshore Sailing School, the...
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Offering monohull & catamaran sail and power yachts for charter. Florida Yachts Charters has bases in Miami and Key West. So choose your sailing destination. Whether you are an experienced boater and have chartered before, or this is your very first charter, let’s get acquainted! Florida Yachts...
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Experience the luscious cuisine of Italy or Croatia while on a Sunsail flotilla. Learn from the best and become a confident sailor in the BVI, Grenada or the UK. For the competitive sailor we support a number of exciting global regattas. Relax and let a Sunsail skipper show you around, perfect...
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Top Sailing Vacations Sites (20)
Join us aboard the Schooner Lewis R. French and set sail for a truly amazing sailing vacation. Our Windjammer cruises combine the beautiful coast of Maine with tremendous sailing aboard an historic tallship....not to mention the homemade cuisine and all-you-can-eat-lobster! From Memorial Day through mid-October, we sail from Camden Harbor along Maine’s pristine coast, sharing the Lewis R....
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Boatbookings - worldwide leader in luxury yacht charter, crewed super yachts, boat rental and sailing or motor yacht vacations. Croatia is quickly becoming one of the most sought-after summer 2019 destination!. Explore the medieval city of Dubrovnik, the majestic Mljet National Park and the party island of Hvar on your next yacht charter. You will find some of the finest anchorages in the...
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Relax, unplug, unwind. Spectacular windjammer schooner sailing cruises departing from Camden, Maine. Breathtaking scenery, islands, wildlife, lighthouses. Try your hand at the wheel, help raise sails or just relax. Great food, great friends, great adventure. Sailing trips aboard the Maine windjammer Schooner Mary Day. Schooners were the tractor trailer trucks of the 19th century. Built...
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Charter a yacht for a sailing vacation, learn to sail at our sailing school, buy used sailboats from our used boat brokerage or dock at one of our marinas. Since 1980, Sailboats Inc. Sailing School in Bayfield, Wisconsin has certified over 11,000 bareboat charter captains! We have sailing charter fleets on Lake Superior, Lake Michigan, Lake Pepin on the Mississippi River. What does bareboat...
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Learn to sail, advance skills, charter or join the sailing club. Island Sailing is located in Portland and Seattle with sailing vacations worldwide. Island Sailing Club was founded in 1979 by Northwest sailors inspired to learn, explore and have fun sailing. They taught others to sail, more sailors joined and humble inspiration became a passion to create the Northwest’s best sailing school and...
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Sailing Greek islands charter ✅ Sailing trip in Greece ✅ Private catamaran & sailboat cruise Greece Cyclades with a skipper ✅ Greek isles sailing holidays for couples, family, honeymoon. ✅Skippered catamaran charter in Greece or skippered sailboat cruise in Greece. Great Traveler Ratings. Unbiased vacations adv! The Greek islands are grouped into the following clusters: the Argo-Saronic...
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A world leader in yacht charters and experts in bareboat and flotilla yacht sailing vacations. Explore our trusted fleet and 25 worldwide destinations. Bank wire transfers and debit cards are our preferred way to take payments - Pay just 35% deposit to secure your vacation on bookings departing 90 days or more. Sail with a group in the world's best destinations guided by our expert lead boat....
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Sailing Ship Adventures is a specialty travel service providing unique, sailing vacations and tall ship cruises to some of the world's best kept secrets. A sailing vacation or tall ship cruise is a unique opportunity to explore the world and experience the charm of open sea. Voyages for Individuals with Disabilities These voyages are on ships purpose-built to accommodate passengers with a wide...
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Offering a variety of itineraries and yachts for sailing yacht vacations to the Windward Islands of the Caribbean - Martinique, St. Lucia, Grenadines, Grenada. If you’re looking for a truly unique and unforgettable sailing charter to the Caribbean, look no further than the experts here at Sail Oasis. We specialize in the Windward islands of the Caribbean – and only the Windward islands. Because...
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Learn to sail, advance skills, charter or join the sailing club. Island Sailing is located in Portland and Seattle with sailing vacations worldwide. Island Sailing School was founded in 1979 by Northwest sailors inspired to learn, explore and have fun sailing. They taught others to sail, more sailors joined and humble inspiration became a passion to create the Northwest’s best sailing school...
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The magnificent Victory Chimes — the only original three-masted schooner in the famed Maine Windjammer fleet — is the last of her generation, a noble reminder of the Age of Sail. With her sails pulling for all they are worth in the freshening breeze, this proud vessel speeds through the water… no smoke, no dust, no noise… nothing but the music of wind and sea. Come experience all the peace and...
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Experience the thrill of sailing with the world's premier yacht charter company. We offer a variety of charter options in the world's best sailing grounds. Interested in a charter vacation, but don't know if you are qualified to captain a yacht yourself? We have created a quick and easy resume of boating experience that will outline exactly which yachts and destinations are best suited for your...
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Experience a culinary sailing vacation aboard the Maine Windjammer, Schooner J. & E. Riggin. Enjoy the rocky coastline, Maine lighthouses, and lots of Maine lobster! Come experience a Maine sailing vacation along the rocky coast on the historic Maine Windjammer, Schooner J.& E. Riggin. Enjoy 3, 4, or 6-day eco-friendly sailing vacations as your windjammer cruise, departing from Rockland Maine,...
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The Maine Windjammer Association's 8-vessel fleet is the largest group of windjammers & schooners in America. Visit us & book your sailing vacation today. Freelance travel and wellness writer Grace Harding crosses “the Pond” to experience windjamming firsthand, specifically the Victory Chimes’ yoga cruise, which she describes as “one of the most profoundly relaxing and refreshing trips I’ve...
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Offering monohull & catamaran sail and power yachts for charter. Florida Yachts Charters has bases in Miami and Key West. So choose your sailing destination. Florida Yachts Charters is boutique owner-oriented charter company specializing in Florida bareboat charter, Caribbean charter, luxury yacht charter and private crewed yacht charter. Whether you are an experienced boater and have chartered...
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