Hvar, Croatia


Sailing holidays

Summer in paradise

Leave British summertime behind as you sail into endless horizons of crystal clear oceans, flawless blue skies and verdant island paradises on a summer sailing holiday. Discover ancient cultures in the Mediterranean as you sail Turkey’s Turquoise Coast and Greece’s Saronic and Cycladic Islands. Tuck into some of the world’s best food washed down with excellent wines in Italy and Croatia, and encounter sensational wildlife in Canada’s Salish Sea.

Summertime sailing means warm weather, reliable conditions and gentle breezes ready to speed you between enticing island destinations. With locations both nearby and remote to explore, we have summertime sailing destinations to suit both experienced adventurers and sailing newbies alike.

Our summertime sailing destinations



  • Island hopping and challenging sailing
  • Heptanese, Saronic and Cycladic Islands
  • Incredible ancient ruins and historical sites
Flotillas Experience level 1-3 ICC RYA Sailing school
Explore Greece
Hvar, Croatia


  • Fine climate and easy sailing
  • Ancient history and rich, varied culture
  • Line-of-sight navigation and island hops
Flotillas Experience level 1-2 ICC RYA Sailing school
Explore Croatia
Procida, Italy


  • Glamorous towns and quiet villages
  • Unbeatable history, food and culture
  • Line-of-sight cruising and challenging conditions
Flotillas Experience level 2 ICC RYA
Explore Italy

Vavau, Tonga

  • Exotic, colourful marine life
  • Excellent diving, snorkelling and fishing
  • Blue water sailing, remote island hopping
Experience level 2
Explore Vavau, Tonga
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
Explore Vancouver Island, Canada
The Bahamas

Abacos, Bahamas

  • Beautiful beaches
  • Famous wreck dive spots
  • Blissed-out year-round sailing
Experience level 2
Explore Abacos, Bahamas

Bareboat charter holidays

Take control of your own beautiful yacht as you chase the horizon to your next destination. A bareboat charter holiday means that you’re the boss, giving you the chance to sail at your own pace and explore wherever your curiosity takes you.

Flotilla holidays

The most sociable way to explore the Mediterranean, flotilla holidays let you improve your sailing skills and make new friends in some of the world’s best sailing destinations. Enjoy on shore activities with your new friends each evening and sail at your own pace by day on a flotilla sailing holiday.

Skippered yacht charters

Let your skipper do the hard work on a skippered yacht charter holiday. Charter a skipper and take the pressure off, relaxing on deck when you need to and taking the helm when you want to get more involved. You can hire a skipper for your whole holiday or just for a day or so, letting you plan your ideal holiday.

Choose Sunsail

Stunning Sailing Destinations 
Flotilla routes
Types of yachts
44 yrs
Creating holidays
4 hr
Service guarantee
Consumer protection