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Winter Sailing Vacations Special

Silky stretches of white sand beaches await this winter you amongst these world-class sailing destinations.

Also, if you're a loyal Sunsailor and are a US Sailing Member, then you can save an additional 10% for a maximum of 20% off.

Call 888-350-3568 to have a vacation planning specialist assist you with your travel plans or book online before this special ends on April 3.

*See Terms & Conditions

Abacos, The Bahamas

Highlight of the Week

Time remaining until the event ends:


Search vacations now  > Call 888-350-3568

The Caribbean
The Exotics

Available Vacations

For early booking

For early booking

Time remaining until the event ends:


*Early Booking 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 March 7 - April 3, 2017
  • Offer applies to charter departures from December 3 - March 31, 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, The Bahamas, and Tahiti
  • 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  • Offer is subject to availability and change and can be withdrawn at any time

  • Photography provided by Jennifer Jones • • @jenjofoto