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Flotilla Sailing Vacations - Unique Sailing Adventures

Sunsail flotilla holidays have grown in popularity since we invented them
back in 1974, and today Sunsail continues to lead the way with the newest
fleet of yachts in the world, custom designed for your cruising comfort.
Sunsail's flotillas are the ultimate in social sailing, providing the
perfect balance between independent sailing and unobtrusive support and you
can choose from over 25 superb routes in the Mediterranean and Caribbean!

As well as the reassurance of being part of a group of like-minded sailors,
you will cast off each day with the support of your Sunsail Lead Crew. You
can be as independent as you like, but your Lead Boat Crew are always
nearby in case you need any assistance during your trip. They will also
recommend the best anchorages, harbours, restaurants and places to visit.

Our flotillas are loved by all types, both young and old, friends or
families, of all level and ability, across the globe. Proof that flotilla
sailing holidays really are the fun-filled, social sailing adventure that
we say they are!

What's New What's Included

View Flotilla Video New to Sunsail Flotilla?

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Sunsail Sponsors Olympic Silver Medalist!

If you haven't chartered yet, now is the time to try it. Bring your friends and family on Sunsail's new 'Sailing With Railey' Fun Racing Flotilla November 6-13, 2009. In a relaxed Caribbean atmosphere with like-minded sailors, get tips from Zach Railey on this fun-filled, sun-soaked, warm-water flotilla. Read More!

Wish Come True with a Sunsail Flotilla!

Sunsail helps make an 11-year old leukemia patient's wish come true with a Flotilla sailing vacation in the British Virgin Islands. Read the story about Joshua's sailing experience and the diary he kept to record the events of his journey.

Flotilla Caribbean Savings!

Our Sunsail Flotillas are the perfect family sailing scape. Mix it up this Spring with the best of independent sailing, lead crew support and...FUN!
Meet new Sunsailors, and join in the festivities including barbeques, beach parties, racing and more!