New to Sailing?

Discover why so many people fall in love with sailing

Often seen as aspirational, our holidays actually make yacht sailing available to all. You don't need any previous experience to start and the cost is comparable to a villa holiday.

Just a few reasons to start sailing:

  • We offer wide range of sailing holiday experiences for all abilities and budgets
  • There are 30 worldwide destinations to choose from
  • Sailing is perfect for families, couples, groups of friends or anyone looking for fun out on the water
New to Sailing?

Your Sailing Options

Yacht Charter with a private Skipper

Charter one of our yachts in a destination of your choosing. Add one of our qualified Skippers to sail the yacht and take complete responsibility for your safety afloat.

Read more about our yacht charter vacations.

Flotilla - Social Sailing with support

Our Flotilla sailing option consists of 14 yachts sailing together. You’ll be chaperoned by a Sunsail lead boat with qualified skipper, engineer and hostess for 24/7 support. Plus choose a Family Flotilla during School Vacations and a Kids Activities Coordinator will entertain the kids!

Read more about flotilla sailing vacations.

Learn to sail so you can sail yourself

You can learn to sail! We have UK and British Virgin Island based courses to enable you to join a flotilla vacation.

Read more about our Sailing School Courses.

Sailing Resume & Requirements

Find out what level of experience you need to sail with us. From no sailing experience to a seasoned sailor.

Explore our Requirements

Provisioning (Food and Beverages)

For more details and advice on how to stock up on food and drink for your holiday visit our Provisioning (food and beverage) site.

Sailing Destinations

We've selected the best sailing locations around the world, but not all are suitable for first time sailors.


Italy sailing holidaysLight winds and simple navigation combined with warm deep waters make this one of the perfect places to start sailing. Add in the café culture, quayside moorings, fine food and wine and you get a great balance between relaxation and fun.

Explore our Mediterranean sailing vacations.


St Vincent and The Grenadines Sailing HolidaysThe Caribbean offers a pace all of its own. Consistent winds in sheltered waters make for exhilarating yet controlled sailing conditions. Moor off idyllic beaches, relax with a rum punch and enjoy genuine Caribbean cuisine.

Explore our Caribbean sailing vacations.

Learn about our Yachts

Sunsail 32i - 2 Cabin Monohull YachtWe pride ourselves on the quality and condition of our yachts.

  • Hot water on demand, ice in the fridge, full length beds, flushing toilets and fantastic sea views
  • Fully stocked galley, just add your local produce for the best lunches enjoyed on deck.
  • You won’t find a yacht older than 6 years in our fleet.
  • Our boats are fully maintained by qualified engineers and fully refitted at the start of each season to ensure our quality.

What our customers are saying

We had a great time. It's the perfect sailing destination. Especially for relatively inexperienced sailors like ourselves. The wind is consistent but not too strong - all in an idyllic setting; silver sands and torquoise waters. And there's mooring bouys instead of harbours, much easier to hook up to than mooring with lots of people watching!

Julian Ronnie British Virgin Islands (BVI)
One Week Flotilla Sailing Vacation

We had a fantastic time. First trip on a flotilla and with an 8 month old baby! Not much wind, but as we were not very experienced this was no bad thing.

Martin Stone Kalamos Flotilla Sailing Vacation