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Sailing Activities

See the world. Differently.
If you want a vacation that makes you feel more alive; if watching the world go by feels like missing out; if your dream vacation is about sun, water, adventure, new experiences and jumping in feet first, then welcome to Sunsail. You’re with friends.

For 40 years, Sunsail has passed on a passion for sailing. From complete beginners to the most experienced sailors, our first-class fleet of yachts and unrivalled choice of destinations, allows us to offer adventures to suit everyone, no matter what stage of sailing ability you are at.

  • Independent Charter

    Try one incredible cruising ground after another or return to your favorite destination. Year after year, experienced sailors choose Sunsail for the ultimate freedom at the helm of a superb yacht. Vibrant cities, secluded beaches, wildlife and underwater visions are waiting for you.
    • 27 sailing destinations
    • Superb yachts & catamarans
    • Freedom to explore
    • 24/7 Base Staff support
  • Flotilla Vacations

    Meet and mix with new friends or go your own way when you prefer a more secluded experience. A choice of 18 Flotillas in the Caribbean and throughout the Mediterranean, from a laid-back Level 1 to the more challenging Level 3.
    • 24/7 Lead Boat support
    • Mix of independent and social sailing
    • Social scene - Punch Party, Beach BBQ & End of Week Regatta
    • Kids’ Activities Coordinator on some Greek Flotillas during school holidays
  • Skippered Yacht Charter

    Available from all Sunsail destinations, learn as much or as little as you like in the safe hands of an expert. Hire a Skipper for just one day or for your whole vacation. You decide how much assistance you require, what you’d like to learn or simply relax and let your Skipper take control.
    • Perfect for Non-sailors
    • 27 sailing destinations
    • Choice of yachts & catamarans
    • Take part or sit back
  • New to Sunsail

    Newcomers can enjoy exactly the same vacation experience as our most valued, loyal clients. We offer sailing for everyone, with Skippers for non-sailors and courses around the world. We’ll show you how to change your vacations forever and open up a whole new world of adventure.
    • 40 years’ experience
    • Range of experiences for all abilities
    • 27 destinations
    • Fun & friendly staff
  • Sailing Schools

    Sunsail’s sailing schools in the BVI and abroad have a reputation for delivering superb sailing tuition in a relaxed, friendly yet professional environment. We have courses to suit everyone from beginners seeking to learn the basics to more experienced sailors working towards professional qualifications.
  • Sunsail Racing

    At Sunsail we love sailing and we love to compete. We want to make it possible for as many people as possible to share in the excitement of racing and regattas, so we have a whole fleet of yachts available to you so that you can experience the thrill for yourself.
  • Corporate Sailing

    Completely tailored for you, we can arrange anything from corporate sailing events, international regattas to team building and hospitality days, or why not plan an unforgettable celebration with family and friends! Whatever it is you are looking for; we will work with you to achieve your objectives and organize your perfect event.