Check Availability


Free Days Special

Reserve your vacation by June 2nd to save

2 Days*

Charters Departing
10/1/2015 - 3/18/2016

Call 888-350-3568

Dream a little bigger this winter. Plan for a 2-week sailing vacation, and save yourself 2 days. Or if you can only steal away for a little bit, settle into a week-long vacation with 1 free day.

The Free Day offer is applicable to charters departing between October 1, 2015 - March, 18, 2016. Reserve your savings by booking no later by June 2, 2015 while yachts last.

This offer is also combinable with the Sunsail Loyalty Discount for an additional %5 Off. Call today at 888-350-3568 or book online — Terms & Conditions apply.*

Sunsail Price Match Guarantee

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.

Other Specials
Separate Terms & Conditions apply*

In Honor of the Men & Women Who are Serving the US & Canada

Sail the world with 20% Off when your charter departs within 30 days of booking. Only Military & Airline Personnel are eligible.

Learn More

Reef Weeks Are Back

Save up to 25% Off your charter this summer when departing from June through August in either the BVIs or St Martin while yachts last.

Learn More

Sunsail 444 Catamaran Special

Save up to 15% Off the fan favorite cat, the Sunsail 444, in either the Caribbean or the Exotics. Also, save on food with a complimentary $150 voucher to our provision store.

Learn More

Get ICC-Qualified on a Croatian Flotilla

All of our Meditteranean bases require skippers to be ICC-Qualified. Get qualified on a Croatian Flotilla with no course costs!

Learn More

CALL 888-350-3568

Free Days Special - Terms & Conditions

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. 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 excludes charters in Australia, Canada, Italy, Spain, Tonga, & the UK. Offer is combinable only where indicated above and is not combinable with any other offers. 5% Loyalty discount applies to customers who have booked with Sunsail in the last 2 years. Offers are valid on destinations, products and yachts specified departing between the dates shown. Offer excludes the destinations/ bases as stated above. The offer excludes Sailing School bookings. Offers are valid for departures with a boat charter duration of a minimum of 7 days. Offer is subject to availability and change and can be withdrawn at any time. Offer is not applicable to customers chartering boats for regatta/racing events. The offer excludes selected departures - see Excluded Dates. Free Day offer - For each 7 day charter that is booked then one of the days within that charter period will be free. Where the rate varies within the period, the cheapest days will be allocated as free. Free Day offer - For charters for 14 days or more, 2 free days will be allocated per yacht charter. Where the rate varies within the period, the cheapest days will be allocated as free.