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The Caribbean's most popular seasons on sale

Trade golden leaves at home for golden beaches in the Caribbean this fall/winter, and save 10% or up to 2 free days on your bareboat yacht charter.*

Also, if you're a Loyal Sunsailor or are a US Sailing Member, then you can save a additional 5%.

Call 888-350-3568 to have a vacation planning specialist assist you with your travel plans or book online before this special ends on May 2nd.

*See Terms & Conditions

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Search vacations now  > Call 888-350-3568

Fall Charters
Winter Charters

Available Vacations — 10% off

October 1 - December 17, 2017

Available Vacations — Free Day(s)

January 3 - March 31, 2018

Time remaining until the event ends:

 
 
 
 
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*2017 Trade Winds Blowout 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 April 4 - May 2, 2017
  • 2017 Offer applies to charter departures from October 1 - December 17, 2017
  • 2018 Offer applies to charter departures from January 3 - March 31, 2017
  • For each 7-13 day charter that is booked one of the days within that charter period will be allocated as free. Where the rate varies within the period, the cheapest day will be allocated as free
  • For each charter of 14 days + that is booked two of the days within that charter period will be allocated as free. Where the rate varies within the period, the cheapest days will be allocated as free
  • 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
  • 2017 Offer applies to all of our Caribbean bases
  • 2018 Offer applies to The British Virgin Islands and The Bahamas only
  • 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 except Loyalty Rewards and US Sailing discount for a maximum of 20% off
  • 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