Skippered Yacht Charter Vacations

Explore some of the most beautiful destinations in the world on your own yacht, at your own pace, with your own private Skipper.

  • Qualified Skipper with local knowledge
  • Skipper takes care of daily running of your yacht
  • Learn from scratch or improve your sailing skills
  • Relax on-board and let your Skipper take control

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Wild, exotic and remote; cosmopolitan and cutting-edge; untouched and tranquil, discover 27 incredible sailing destinations. See the world. Differently.

Caribbean sailing holidays


From the top to the bottom of the Caribbean, Sunsail has it covered from St.Lucia, Antigua, Grenada, St.Martin and British Virgin Islands.

Mediterranean sailing holidays


Discover Italian coastlines; sail from stylish Palma, Croatia and Turkey; explore the Sporades, Cyclades and Ionian in Greece.

Australian sailing holidays


Discover a small piece of paradise with turquoise seas and golden sands from our base in Mahe, Seychelles.

South Pacific sailing holidays

South Pacific

Explore the beautiful Whitsundays or the island paradises of Tonga or Tahiti in the Pacific.

South East Asia sailing holidays

Southeast Asia

Soak up the culture and sunshine in awe-inspiring scenery in the Andaman Sea from Phuket and Gulf of Thailand from Koh Samui.

North American sailing holidays

North America

Discover panoramic beauty, the diversity and great outdoor adventure of Vancouver Island in North America.


Our fleet of yachts

The best value, the biggest choice and the latest yachts and catamarans from 35–53ft.



New to Sailing?

Even if you’ve never set foot on board a boat before, you can enjoy a sailing holiday in your choice of 27 incredible locations.


Sunsail 444 Catamaran 10% Off This Summer

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Flotillas 10% Off & Half-Price Supplements

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Brochure Request

Our Sunsail Vacations, Schools and Events brochures, will help give you that extra inspiration. Request your copy and start planning your next adventure!

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