Wind Surf sailing on January 18th, 2026

14-Night Caribbean (Caribbean - All) Windstar Cruises
Windstar Cruises Wind Surf 14-Night Caribbean (Caribbean - All)
Departure Port:
Bridgetown
Sailing Date: 
Sunday, 01/18/26
Return Date: 
Sunday, 02/01/26
Nights: 
14
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 Sunday, 1/18/26 Bridgetown, Barbados --   6:00pm 
2 Monday, 1/19/26 Grande Anse, Martinique 8:00am  --  
3 Tuesday, 1/20/26 Castries, Saint Lucia --   6:00am 
3 Tuesday, 1/20/26 Pigeon Island, Saint Lucia 8:00am  3:00pm 
4 Wednesday, 1/21/26 Pigeon Island, Saint Lucia 5:30pm  6:30pm 
5 Thursday, 1/22/26 Admiralty Bay, Bequia 8:00am  6:00pm 
6 Friday, 1/23/26 Mayreau, Saint Vincent and the Grenadines 8:00am  6:00pm 
7 Saturday, 1/24/26 St. George's, Grenada 8:00am  10:00pm 
8 Sunday, 1/25/26 Bridgetown, Barbados 8:00am  5:00pm 
9 Monday, 1/26/26 Man-O-War, Tobago 5:00am  --  
10 Tuesday, 1/27/26 Mayreau, Saint Vincent and the Grenadines 8:00am  5:00pm 
11 Wednesday, 1/28/26 Soufriere Bay 8:00am  6:00pm 
12 Thursday, 1/29/26 At Sea --   --  
13 Friday, 1/30/26 Kralendijk, Bonaire, Netherlands Antilles --   --  
14 Saturday, 1/31/26 Willemstad, Curacao 8:00am  10:00pm 
15 Sunday, 2/1/26 Oranjestad, Aruba 8:00am  6:00pm 
Number of Nights: 14
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.