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7-Night Caribbean Cruise
Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Mar 14 - 21, 2026
Windstar Cruises - Wind Surf
Prices from
$3,099

7-Night Caribbean Cruise

Windstar Cruises - Wind Surf
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Inside

From
$5,799

Oceanview

From
$3,099

Suite

From
$5,999

Deals on this Cruise

  • Yacht Club Past Guest Rewards – Save up to 10%, up to $100 Free Onboard Credit, Private Cocktail Reception PLUS More!
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Cruise Itinerary

Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Mar 14 - 21, 2026
Day 1
Mar 14
Philipsburg
Sint Maarten
Departs 7:00PM
Day 2
Mar 15
Falmouth Bay
Antigua, Antigua And Barbuda
Arrives 8:00AM  |  Departs 6:00PM
Day 3
Mar 16
Road Bay
Anguilla
Arrives 8:00AM  |  Departs 6:00PM
Day 4
Mar 17
Sopers Hole
Tortola, British Virgin Islands
Arrives 8:00AM  |  Departs 6:00PM
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives 7:00PM
Day 5
Mar 18
Great Harbour
Jost Van Dyke, British Virgin Islands
Departs 10:00PM
Day 6
Mar 19
Prickly Pear
British Virgin Islands
Arrives 8:00AM  |  Departs 5:00PM
Day 7
Mar 20
Gustavia
Saint Barthélemy, France
Arrives 8:00AM  |  Departs 10:00PM
4.7 (147)
* All reviews are by verified customers that have traveled by booking through a travel agent in the Avoya Network

customers say

Wind Surf by Windstar Cruises receives overwhelmingly positive reviews for its attentive service, excellent food, intimate atmosphere, and unique itineraries. Guests consistently praise the crew's friendliness and professionalism, the ship's cleanliness, and the overall value of the experience. Some minor criticisms include outdated cabins, expensive extras (like WiFi and excursions), and occasional issues with specialty diets or ship maintenance. Overall, Wind Surf is highly recommended, especially for travelers seeking a smaller, more personal cruise experience.

AI-generated from the text of customer reviews
select to learn more
“Timothy Fussell”
5 Stars
Cruise Date: 06/14/2025
Destination: Europe
Reviewed 26 days ago by Timothy
“of”
3 Stars
Cruise Date: 01/18/2025
Destination: Caribbean
Reviewed 6 months ago by Richard
“Barcelona to Lisbon”
5 Stars
Cruise Date: 07/28/2024
Destination: Europe
Reviewed 11 months ago by Francine
5 Stars
Cruise Date: 07/21/2024
Destination: Europe
Reviewed 12 months ago by Paul
“Sicilian Splendors”
5 Stars
Cruise Date: 07/11/2024
Destination: Europe
Reviewed 12 months ago by Kippalee
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