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22-Night Repositioning Cruise
Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Mar 12 - Apr 3, 2028
Windstar Cruises - Wind Surf
Prices from
$5,177

22-Night Repositioning Cruise

Windstar Cruises - Wind Surf
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Oceanview

From
$5,177

Suite

From
$8,857

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Cruise Itinerary

Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Mar 12 - Apr 3, 2028
Day 1
Mar 12
Philipsburg
Sint Maarten
Departs 7:00PM
Day 2
Mar 13
St. John's
Antigua, Antigua And Barbuda
Arrives 8:00AM  |  Departs 6:00PM
Day 3
Mar 14
Road Bay
Anguilla
Arrives 8:00AM  |  Departs 6:00PM
Day 4
Mar 15
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 16
Great Harbour
Jost Van Dyke, British Virgin Islands
Departs 10:00PM
Day 6
Mar 17
Prickly Pear
British Virgin Islands
Arrives 8:00AM  |  Departs 5:00PM
Day 7
Mar 18
Gustavia
Saint Barthélemy, France
Arrives 8:00AM  |  Departs 10:00PM
Day 8
Mar 19
Philipsburg
Sint Maarten
Arrives 6:00AM  |  Departs 4:00PM
Day 9
Mar 20
At Sea
Day 10
Mar 21
At Sea
Day 11
Mar 22
At Sea
Day 12
Mar 23
At Sea
Day 13
Mar 24
At Sea
Day 14
Mar 25
At Sea
Day 15
Mar 26
At Sea
Day 16
Mar 27
At Sea
Day 17
Mar 28
At Sea
Day 18
Mar 29
Horta
Faial, Azores, Portugal
Arrives 8:00AM  |  Departs 4:00PM
Day 19
Mar 30
Ponta Delgada
São Miguel, Azores, Portugal
Arrives 9:00AM  |  Departs 6:00PM
Day 20
Mar 31
At Sea
Day 21
Apr 1
At Sea
Day 22
Apr 2
At Sea
Day 23
Apr 3
Lisbon
Portugal
Arrives 8:00AM
4.7 (148)
* All reviews are by verified customers that have traveled by booking through a travel agent in the Avoya Network

customers say

Windstar's Wind Surf 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 criticisms include the need for ship updates, inconsistent internet service, and extra charges for certain amenities. Excursions and specialty services are generally well-received, though some guests found them overpriced or lacking in variety. Overall, Wind Surf is highly recommended for travelers seeking a luxurious, small-ship cruise experience.

AI-generated from the text of customer reviews
select to learn more
“A small ship is the best way to cruise”
5 Stars
Cruise Date: 08/19/2025
Destination: Europe
Reviewed 8 months ago by Richard
“Timothy Fussell”
5 Stars
Cruise Date: 06/14/2025
Destination: Europe
Reviewed 11 months ago by Timothy
“of”
3 Stars
Cruise Date: 01/18/2025
Destination: Caribbean
Reviewed over 1 year ago by Richard
“Barcelona to Lisbon”
5 Stars
Cruise Date: 07/28/2024
Destination: Europe
Reviewed over 1 year ago by Francine
5 Stars
Cruise Date: 07/21/2024
Destination: Europe
Reviewed almost 2 years ago by Paul
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