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21-Night Caribbean Cruise
Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Mar 28 - Apr 18, 2026
Windstar Cruises - Wind Surf
4.7148 Reviews

Dates & Pricing

Currently Viewing
Sail DateMar 28 - Apr 18, `26
Oceanview
$6,344
Suite
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Cruise Itinerary

Departs Lisbon, Portugal
Sailing Mar 28 - Apr 18, 2026
Cruise Itinerary Map
Day 1
Mar 28
Philipsburg
Sint Maarten
Departs 7:00pm
Day 2
Mar 29
St. John's
Antigua, Antigua And Barbuda
Arrives 8:00am  |  Departs 5:00pm
Day 3
Mar 30
Road Bay
Anguilla
Arrives 8:00am  |  Departs 6:00pm
Day 4
Mar 31
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
Apr 1
Great Harbour
Jost Van Dyke, British Virgin Islands
Departs 10:00pm
Day 6
Apr 2
Prickly Pear
British Virgin Islands
Arrives 8:00am  |  Departs 5:00pm
Day 7
Apr 3
Gustavia
Saint Barthélemy, France
Arrives 8:00am  |  Departs 10:00pm
Day 8
Apr 4
Philipsburg
Sint Maarten
Arrives 6:00am  |  Departs 7:00pm
Day 9
Apr 5
At Sea
Day 10
Apr 6
At Sea
Day 11
Apr 7
At Sea
Day 12
Apr 8
At Sea
Day 13
Apr 9
At Sea
Day 14
Apr 10
At Sea
Day 15
Apr 11
At Sea
Day 16
Apr 12
At Sea
Day 17
Apr 13
At Sea
Day 18
Apr 14
Ponta Delgada
São Miguel, Azores, Portugal
Arrives 8:00am  |  Departs 6:00pm
Day 19
Apr 15
At Sea
Day 20
Apr 16
At Sea
Day 21
Apr 17
At Sea
Day 22
Apr 18
Lisbon
Portugal
Arrives 7:00am
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