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20% off select Caribbean vacations

Feel the thrill of slicing through the open ocean

Choose from our fleet of classically modern monohulls or kick back on a state-of-the-art Sunsail catamaran, the perfect platform for families and groups looking for a week of resort-style living on the water.

Either way, you’ll be free to explore now through September 2017 in jaw-dropping destinations like the British Virgin Islands, Belize, and St. Martin when you book your charter by March 6, 2017.

Search all vacations now   Call 888-350-3568

Recommendations based on sailing interests


Price Match Guarantee

Charter your vacation with confidence

Sunsail represents the best value and experience in sailing charters. To ensure you agree, should you find a similar vacation as in same size, type and age of yacht in the same destination and dates at a better value, we guarantee to match it. Please speak to a Sunsail Vacation Specialist for full details.

Speak with Team Sunsail: 888-350-3568



*Caribbean Slice of Life Special — Terms & Conditions

  • Offer only applies to the cost of bareboat yacht itself. Fuel, yacht damage waiver, and other add-ons are separate.
  • Offer is only available for booking between February 7 - March 6, 2017
  • Offer applies to charter departures from February 7 - September 30, 2017
  • Peak dates excluded, call 888-350-3568 to learn about excluded dates
  • Offer is valid on bookings held and confirmed between the dates above. A confirmed booking must have a deposit on it
  • Offer is for new bookings only. The discount amount must be applied at time of booking, when paying the deposit amount, and cannot be added retroactively
  • Offer is only available for bareboat and flotilla charters
  • Offer applies to the British Virgin Islands, Belize, and St. Martin
  • The offer is a discount off the yacht charter amount, cannot be applied to any other item/product unless specified above, and is not exchangeable for anything else
  • Offer is not combinable with any other offer
  • Offers are valid on destinations, products and yachts specified departing between the dates shown
  • Offers are valid for departures with a boat charter duration of a minimum of 7 days
  • Offer is not applicable to customers chartering boats for sailing schools/regatta/racing events
  • Offer is subject to availability and change and can be withdrawn at any time