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Find the perfect sailing for your next vacation. Great deals on budget sailing to luxury packages. Browse through the sailing listings and book your vacation today!
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SailingFeatured Sailing
Greece & Turkey: Private, Group & Singles Sailing
Greece Sailing
Real Sailing Holidays - all levels Novice to Expert : sailing -in the front seat or back seat! Participate, or just enjoy the ride on my 44' sailing sloop. Custom designed live aboard sailing trips in Greece & Turkey,May - September. Welcome aboard!900 Euro Per Person
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Sailing with Ulysses - from France to Greece
Greece Sailing
Join our sailboat in one of the many amazing legs of a journey through the history of the Mediterranean Sea. From Provence to Greece, via Corsica, Sardinia, Sicily and the Ulysses home of Ithaca. US $100 Per Night
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Turkey Sailing Blue Voyages & Blue Cruises
Turkey Sailing
Weekly departures from Bodrum, Marmaris or Antalya, Turkey on a traditionally built wooden Turkish gulet saling yacht. We offer cabin charters and full ship charters. We offer a half week sailing from Bodrum and full service sailing cruise tours.
US $799 Per Person View Details
Monterey Bay Sailing
California Sailing
Sail with confidence on the world famous Monterey Bay! Monterey Bay sailing offers captained cruises, lessons, and bareboat rentals year round. Choose a captained cruise for a more relaxing voyage in the world's second largest marine sanctuary. CruisUS $39 Per Trip
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Unique Life Adventures for Women
British Columbia Sailing
HERIZEN Tm Life Adventures empowers women to reach their fullest potential through unique life adventures. Sailing, yoga, paddling, wilderness, music, wilderness for women in Canada, British Virgin Islands, India, Chile and Baja, Mexico.US $2,195 Per Trip
View Details
Worldwide Yacht Charters
British Virgin Is. Sailing
Custom vacations on sail and power yachts with crew for groups from 2 - 20. Set your own itinerary with vessels from 40-120 feet located worldwide. US $4,000 Per Week View Details
Twilight Charters, Maine and Bahamas Sail Charters
Maine Sailing
We offer 1-8 day private, crewed charters aboard a 47 ft sailboat on the midcoast of Maine and Bahamas. Summers in Maine, Winters in the Bahamas. Find out about our OVERNIGHT SPECIAL! Scroll down for more info. US $100 Per Night/Pers
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Sail the Maine Coast on the Schooner Stephen Taber
Maine Sailing
The Schooner Stephen Taber offers 3-6 day sailing trips off the coast of Maine. Built in 1871 and based in Rockland, a trip aboard the Taber is unique, authentic, personal and relaxing. The ship carries 22 passengers and is a National Landmark. US $550 Per Trip View Details
Sailing Florida
Florida Sailing
SailingFlorida Charter's & Sailing School located on Tampa Bay, downtown St. Petersburg, Florida. ASA sailing instructors, CG licensed captains, bare boat charters, resort location, near shops, museums, fine dining and entertainment. View Details
Active Adventure Sailing Holidays
Norway Sailing
Velvet Adventure Sailing offers sailing holidays in a comfortable friendly atmosphere. aboard our Oyster 55. With a maximum of six guests at any one time we specialise in trips for small groups and individualsUS $1,400 Per Trip
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Maldives Luxury Surfing diving Resort hotel
Maldives Sailing
Our main line of business is in travel – handling inbound tours to some of the finest Maldivian resorts and live-aboard safari vessels.US $320 Per Night
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Discovery Sailing CYA Cruising courses
Nova Scotia Sailing
We offer CYA certified live aboard sailing courses at the Intermediate or Advanced level on the south shore of Nova Scotia. We are based at the Oak Island Resort and Spa in Mahone Bay, Nova Scotia. View Details
Sailing Adventures in Iceland
Iceland Sailing
Borea Adventures is an adventure tourism company in the West Fjords of Iceland offering sailing, backcountry skiing, sea kayaking, hiking and wildlife trips based on a 60ft sailing yacht. US $1,400 Per Trip
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Felucca Sailing Boat (US$ 147)
Egypt Sailing
The FELUCCA (Traditional Sailing Boat) Join our adventure trip in the Nile River, Sleep on Felucca, covered by the stars. Enjoy tanning during the day under the shining & warmful sun. View Details
Tall Ship Adventures
Ontario Sailing
A Tall Ship Adventure program for youth aged 13-18 sailing the Great Lakes.US $110 Per Night
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SAIL aboard AUTHENTIC 1875 Schooner ~ in the Med
Greece Sailing
Experience sailing, experience the past aboard ANNA while she sails around the Med. We foster international relations; meep people from around the world. Available: 11 berths. Children very welcome. Simple pleasures to rebuild your complicated life!350 Euro Per Week
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Sailing vacation in Tierra del Fuego
Argentina Sailing
Aventure Voyages offers charters in Patagonia and Antarctica, on board 42' to 60' magnificent crewed sailboats. Sail from Ushuaia around Cape Horn, hike the Chilean Icefields and watch the stuning landscapes and wilderness of Patagonia200 Euro Per Night
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Vancouver Island Sailing School, lessons & courses
British Columbia Sailing
Our sailing school offers sailing lessons, cruise & learn courses and charters on our 36 foot Bavaria yacht. We are a CYA member school and customize your sailing adventure in the British Columbia Gul... View Details
Vancouver- English Bay Evening Sail
British Columbia Sailing
Vancouver Sailing Club specializies in BC's Gulf Islands and Desolation Sound.
ASA Certifications for Basic Keelboat Sailing through to Advanced Coastal Cruising .
Choose weekend classes in English Bay or Cruise & Learn in SuperNatural BC C$ 575 Per Person View Details
Dive & Sail Cruises and Safaris from Bali
Indonesia Sailing
Dive amd sailing safaris on a traditional schooner based in Amed Bali, fully equipped with the latest technology. Also available for charter. For tailormade holidays and trips please contact us View DetailsSAIL aboard AUTHENTIC 1875 Schooner ~ in the Med
Greece Sailing
Experience sailing, experience the past aboard ANNA while she sails around the Med. We foster international relations; meep people from around the world. Available: 11 berths. Children very welcome. Simple pleasures to rebuild your complicated life!350 Euro Per Week
View DetailsVancouver- English Bay Evening Sail
British Columbia Sailing
Vancouver Sailing Club specializies in BC's Gulf Islands and Desolation Sound.
ASA Certifications for Basic Keelboat Sailing through to Advanced Coastal Cruising .
Choose weekend classes in English Bay or Cruise & Learn in SuperNatural BC C$ 575 Per Person View DetailsTurkey Sailing Blue Voyages & Blue Cruises
Turkey Sailing
Weekly departures from Bodrum, Marmaris or Antalya, Turkey on a traditionally built wooden Turkish gulet saling yacht. We offer cabin charters and full ship charters. We offer a half week sailing from Bodrum and full service sailing cruise tours. US $799 Per Person View DetailsGreece & Turkey: Private, Group & Singles Sailing
Greece Sailing
Real Sailing Holidays - all levels Novice to Expert : sailing -in the front seat or back seat! Participate, or just enjoy the ride on my 44' sailing sloop. Custom designed live aboard sailing trips in Greece & Turkey,May - September. Welcome aboard!900 Euro Per Person
View Details
Limestone Holiday Resort - a cozy hide away.
Curacao Sailing
11 comfortable waterfront apartments with view
over the beautiful Spanish Water Bay -
1 or 2 bedrooms + car - kitchen - porch - wi-fi internet -
Jacuzzi - swimming pool & private beach -
the place to recreate & enjoy yourself.US $110 Per Night/Room
View DetailsWorldwide Yacht Charters
British Virgin Is. Sailing
Custom vacations on sail and power yachts with crew for groups from 2 - 20. Set your own itinerary with vessels from 40-120 feet located worldwide. US $4,000 Per Week View DetailsMonterey Bay Sailing
California Sailing
Sail with confidence on the world famous Monterey Bay! Monterey Bay sailing offers captained cruises, lessons, and bareboat rentals year round. Choose a captained cruise for a more relaxing voyage in the world's second largest marine sanctuary. CruisUS $39 Per Trip
View DetailsTwilight Charters, Maine and Bahamas Sail Charters
Maine Sailing
We offer 1-8 day private, crewed charters aboard a 47 ft sailboat on the midcoast of Maine and Bahamas. Summers in Maine, Winters in the Bahamas. Find out about our OVERNIGHT SPECIAL! Scroll down for more info. US $100 Per Night/Pers
View DetailsSailing Florida
Florida Sailing
SailingFlorida Charter's & Sailing School located on Tampa Bay, downtown St. Petersburg, Florida. ASA sailing instructors, CG licensed captains, bare boat charters, resort location, near shops, museums, fine dining and entertainment. View DetailsSail the Maine Coast on the Schooner Stephen Taber
Maine Sailing
The Schooner Stephen Taber offers 3-6 day sailing trips off the coast of Maine. Built in 1871 and based in Rockland, a trip aboard the Taber is unique, authentic, personal and relaxing. The ship carries 22 passengers and is a National Landmark. US $550 Per Trip View DetailsSailing with Ulysses - from France to Greece
Greece Sailing
Join our sailboat in one of the many amazing legs of a journey through the history of the Mediterranean Sea. From Provence to Greece, via Corsica, Sardinia, Sicily and the Ulysses home of Ithaca. US $100 Per Night
View DetailsSailing Adventures in Iceland
Iceland Sailing
Borea Adventures is an adventure tourism company in the West Fjords of Iceland offering sailing, backcountry skiing, sea kayaking, hiking and wildlife trips based on a 60ft sailing yacht. US $1,400 Per Trip
View DetailsDive & Sail Cruises and Safaris from Bali
Indonesia Sailing
Dive amd sailing safaris on a traditional schooner based in Amed Bali, fully equipped with the latest technology. Also available for charter. For tailormade holidays and trips please contact us View DetailsVancouver Island Sailing School, lessons & courses
British Columbia Sailing
Our sailing school offers sailing lessons, cruise & learn courses and charters on our 36 foot Bavaria yacht. We are a CYA member school and customize your sailing adventure in the British Columbia Gul... View DetailsUnique Life Adventures for Women
British Columbia Sailing
HERIZEN Tm Life Adventures empowers women to reach their fullest potential through unique life adventures. Sailing, yoga, paddling, wilderness, music, wilderness for women in Canada, British Virgin Islands, India, Chile and Baja, Mexico.US $2,195 Per Trip
View DetailsSailing vacation in Tierra del Fuego
Argentina Sailing
Aventure Voyages offers charters in Patagonia and Antarctica, on board 42' to 60' magnificent crewed sailboats. Sail from Ushuaia around Cape Horn, hike the Chilean Icefields and watch the stuning landscapes and wilderness of Patagonia200 Euro Per Night
View DetailsActive Adventure Sailing Holidays
Norway Sailing
Velvet Adventure Sailing offers sailing holidays in a comfortable friendly atmosphere. aboard our Oyster 55. With a maximum of six guests at any one time we specialise in trips for small groups and individualsUS $1,400 Per Trip
View DetailsTall Ship Adventures
Ontario Sailing
A Tall Ship Adventure program for youth aged 13-18 sailing the Great Lakes.US $110 Per Night
View DetailsMaldives Luxury Surfing diving Resort hotel
Maldives Sailing
Our main line of business is in travel – handling inbound tours to some of the finest Maldivian resorts and live-aboard safari vessels.US $320 Per Night
View Details
SAILING TRIPS IN TAMARINDO
Costa Rica Sailing
Marlin Del Rey - Costa Rica’s premiere day charter sailing catamaran operating out of Tamarindo Costa Rica runs daily sailing adventures from Playa Tamarindo Costa Rica. US $75 Per Trip
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