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Destinations

Caribbean

  • Antigua
  • Bahamas
  • Belize
  • BVI
  • Grenada
  • St. Lucia
  • St. Martin
  • Martinique

Mediterranean

  • Croatia
  • Greece
  • Italy

South Pacific

  • Tahiti
  • Tonga
  • Whitsundays

Southeast Asia

  • Thailand

All our destinations provide bareboat and skippered sailing vacations. Flotilla charters and sailing schools are only offered in selected destinations, these are indicated by the icons below:

Flotilla sailing vacations

Sailing schools

Sailing vacations

Our charter types

  • Bareboat charters
  • Skippered charters
  • Flotillas

Our vacation types

  • Family
  • Romantic
  • Winter sun
  • Groups
  • Adventure

Are you new to sailing?

Check out the best options that are available to you!

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Our yachts

Featured Catamarans

  • Sunsail 424 - 4 Cabin
  • Sunsail 444 - 4 cabin
  • Sunsail 454 - 4 cabin
  • All Catamarans

Featured Monohulls

  • Sunsail 34.1 - 2 cabin
  • Sunsail 38 - 3 cabin
  • Sunsail 41 - 3 cabin
  • Sunsail 46 - 4 cabin
  • All Monohulls

Sailing courses

Sailing level

  • No experience
  • Beginner
  • Intermediate
  • Advanced

Sailing schools

  • American Sailing
  • Grenada sailing school
  • Portsmouth sailing school
  • Agana sailing school
  • Lefkas sailing school
We are happy to announce that American Sailing is now the official sailing school partner of Sunsail!

Sunsail Sailing Schools

Call our experts

888 350 3568

Mon-Fr: 8am-8pm, Sat: 10am-4pm ET

Book online today

payment-options

Bank wire transfers and debit cards are our preferred way to take payments - Pay just 50% deposit to secure your vacation on bookings departing 90 days or more.

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Sunsail Limited – 311 Park Place Boulevard, Suit 250 | Clearwater, Florida 33759

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