Experienced sailors

Experienced sailors

Sailing holidays

Test your mettle in challenging waters

A taste for adventure, a need to explore. If easy coastal cruising leaves you wanting more, our holidays for experienced sailors offer a greater challenge for intrepid thrillseekers. Strong winds, changeable weather, broad tidal ranges and exhilarating blue water passages mean these destinations reward the bold and experienced.

Discover the majestic wildlife and immense landscapes of Canada’s Salish Sea, explore the scattered islands of the Seychelles or catch a meltemi wind from Athens through the Cyclades. Our world-class fleet boasts a range of catamarans and monohulls in lengths up to 57 feet, while our charter options let you build your perfect bespoke sailing holiday in some of the world’s premier cruising grounds. 

Our more challenging sailing destinations are Sunsail Level 2-3 and Level 3 sailing areas.

Sailng destinations for experienced sailors

Phuket, Thailand

  • Ancient fishing villages
  • Exotic beauty and idyllic islands
  • World-class diving and snorkelling
Experience level 2 Sailing school
Explore Phuket, Thailand
Seychelles

Mahé, Seychelles

  • Remote, largely unexplored islands
  • Strong winds ideal for experienced sailors
  • Good diving, snorkelling and sport fishing
Experience level 3 ICC RYA
Explore Mahé, Seychelles

St. Martin

  • Blue water and coastal sailing
  • World-class diving and snorkelling
  • Glamorous resorts and laid-back beaches
Experience level 2-3
Explore St. Martin
10% off
bareboat and flotilla in 2017

Athens, Greece

  • Ancient relics and ruins
  • Exciting blue water sailing
  • Catch the famous Meltemi wind
Flotillas Experience level 3 ICC RYA
Explore Athens, Greece
Vancouver Island

Vancouver Island, Canada

  • Stunning scenery and amazing wildlife
  • Ideal hiking, snorkelling and kayaking
  • Rewarding sailing for experienced skippers
Experience level 3 ICC RYA Sailing school
Explore Vancouver Island, Canada

Arrange a bareboat charter holiday

Charter a yacht in any of our global destinations and set sail on your own. Venture off the tourist trail in search of scarcely explored islands, virgin coral reefs and playful winds. On a bareboat charter holiday you’re the boss—you can sail to your own schedule and at your own pace, stopping where and when the mood takes you or pressing on in search of adventure.

Charter a skippered yacht

Skippered charter holidays are a great way to discover experiences you’d never find on your own. Hire our expert skippers for a day or two and benefit from their local knowledge and unique recommendations, or book a skipper for your entire holiday and just kick back and relax. On a skippered charter holiday you can take the helm whenever you like or lounge on deck and let your skipper guide you through the highlights of your favourite destination. It’s the most laid-back, flexible way to enjoy a sailing getaway.

Choose Sunsail

25
Destinations worldwide
14
Flotilla routes
48
Types of yachts
40 yrs
Creating holidays
4 hr
Service guarantee
ABTA – The Travel Association
Consumer protection