Wind Surf sailing on February 17th, 2026

18-Night Caribbean (Caribbean - All) Windstar Cruises
Windstar Cruises Wind Surf 18-Night Caribbean (Caribbean - All)
Departure Port:
Cozumel
Sailing Date: 
Tuesday, 02/17/26
Return Date: 
Saturday, 03/07/26
Nights: 
18
Ship: 
Wind Surf
Cruise Line: 
Windstar Cruises
 
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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 Tuesday, 2/17/26 Cozumel, Mexico --   6:00pm 
2 Wednesday, 2/18/26 At Sea --   --  
3 Thursday, 2/19/26 Grand Cayman, Cayman Islands 8:00am  6:00pm 
4 Friday, 2/20/26 Cayman Brac, Cayman Islands 7:00am  1:00pm 
5 Saturday, 2/21/26 Port Antonio, Jamaica 12:01pm  6:00pm 
6 Sunday, 2/22/26 At Sea --   --  
7 Monday, 2/23/26 Santo Domingo, Dominican Republic 1:00pm  10:00pm 
8 Tuesday, 2/24/26 La Romana, Dominican Republic 7:00am  5:00pm 
9 Wednesday, 2/25/26 At Sea --   --  
10 Thursday, 2/26/26 Great Harbour, Jost Van Dyke BVI 8:00am  11:59pm 
11 Friday, 2/27/26 Leverick Bay, Virgin Gorda, British Virgin Islands 8:00am  5:00pm 
12 Saturday, 2/28/26 Philipsburg, St. Maarten 6:00am  7:00pm 
13 Sunday, 3/1/26 Charleston, United States 8:00am  5:00pm 
14 Monday, 3/2/26 Roseau, Dominica 8:00am  5:00pm 
15 Tuesday, 3/3/26 Pigeon Island, Saint Lucia 8:00am  5:00pm 
16 Wednesday, 3/4/26 Pointe a Pitre, Guadeloupe 8:00am  5:00pm 
17 Thursday, 3/5/26 Gustavia 8:00am  10:00pm 
18 Friday, 3/6/26 Basseterre, Saint Kitts and Nevis 8:00am  9:00pm 
19 Saturday, 3/7/26 Philipsburg, St. Maarten 6:00am  --  
Number of Nights: 18
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.