Wind Surf sailing on February 28th, 2026

7-Night Caribbean (Caribbean - All) Windstar Cruises
Windstar Cruises Wind Surf 7-Night Caribbean (Caribbean - All)
Departure Port:
Philipsburg
Sailing Date: 
Saturday, 02/28/26
Return Date: 
Saturday, 03/07/26
Nights: 
7
Ship: 
Wind Surf
Cruise Line: 
Windstar Cruises
 
Special Sale: Ways to Winter Sales Event (view details) Special Sale: Early Booking Offer - Tropics 2026/2027 & Tahiti 2027 (view details) Special Sale: Travel Is Better When You're All-In (view details)
Additional Sailing Dates
2025 Departures: 12/7, 12/21
2026 Departures: 3/21
 
About The Cruise

On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms, Wind Surf renovation now brings you some of the most beautiful public spaces at sea.

 
Day # Date Port Arrive Depart
1 Saturday, 2/28/26 Philipsburg, St. Maarten --   7:00pm 
2 Sunday, 3/1/26 Charleston, United States 8:00am  5:00pm 
3 Monday, 3/2/26 Roseau, Dominica 8:00am  5:00pm 
4 Tuesday, 3/3/26 Pigeon Island, Saint Lucia 8:00am  5:00pm 
5 Wednesday, 3/4/26 Pointe a Pitre, Guadeloupe 8:00am  6:00pm 
6 Thursday, 3/5/26 Gustavia 8:00am  10:00pm 
7 Friday, 3/6/26 Basseterre, Saint Kitts and Nevis 8:00am  10:00pm 
8 Saturday, 3/7/26 Philipsburg, St. Maarten 6:00am  --  
Number of Nights: 7
Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Government taxes and fees are additional. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.