Seychelles sailing

The Best Sailing Vacation Destinations in Fall

Sailing vacations

Have an off-season adventure this autumn

Extend your summer on an autumn sailing vacation. Visit some of the world’s most desirable cruising grounds at the perfect time. Sail the remote, blue water paradise of the Seychelles and explore unspoilt islands teeming with unusual wildlife, or try fragrant Thai delicacies on the pristine beaches of Phuket. Cruise the idyllic outposts of Australia’s Whitsunday Islands in gentle spring sunshine, or relish the invigorating autumn winds of Sardinia.

You’ll see the ruins of ancient civilisations in the Mediterranean and sunbathe on blissed-out beaches, snorkel with turtles and tropical fish and dine on exotic dishes you’ve never tried before. An autumn sailing vacation is your chance to explore the Mediterranean during the shoulder season, when the crowds are thinner and the temperature milder.

Our Autumn 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

Mahé, Seychelles

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

The Whitsundays, Australia

  • Easy line-of-sight sailing
  • Incredible, diverse wildlife
  • Dive and snorkel the Great Barrier Reef
Experience level 2 Sailing school
Explore The Whitsundays, Australia

Phuket, Thailand

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

Sardinia, Italy

  • Excellent food and wine
  • Glamorous resorts and quiet anchorages
  • Dynamic sailing off famous Costa Smerelda
Experience level 2 ICC RYA
Explore Sardinia, Italy

Autumn bareboat charters

Charter a beautiful modern yacht and explore your chosen destination at your leisure. A bareboat charter vacation puts you in charge, letting you set your own schedule, sail at your own pace and explore where you want to explore.

Flotilla vacations

Join a social flotilla to discover the world’s best sailing destinations in an entirely new way. Ideal for families and groups, flotilla sailing vacations let you enjoy the on-shore social opportunities of the Mediterranean by night and improve your sailing skills by day.

Skippered charter vacations

Let your skipper take the helm while you relax on deck. A skippered charter option is a stress-free way to sail, letting you learn from the best and improve your sailing skills while benefitting from unique local knowledge you won’t find in any guidebook.

Choose Sunsail

Destinations worldwide

Flotilla routes

Types of yachts

40 yrs
Creating holidays

4 hr
Service guarantee

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