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7-Night Caribbean Cruise
Departs San Juan, Puerto Rico
Sailing Oct 26 - Nov 2, 2025
Windstar Cruises - Star Pride
Prices from
$2,599

7-Night Caribbean Cruise

Windstar Cruises - Star Pride
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Sail Date Oct 26 - Nov 02, '25
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Oceanview
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Balcony
Suite
$2,599
Inside
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Oceanview
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Balcony
Suite
$2,799
Inside
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Oceanview
Call Us
Unlock
Balcony
Suite
$2,599

Cruise Itinerary

Departs San Juan, Puerto Rico
Sailing Oct 26 - Nov 2, 2025
Day 1
Oct 26
San Juan
Puerto Rico, United States
Departs 7:00PM
Day 2
Oct 27
Cruz Bay
St. John, United States Virgin Islands
Arrives 8:00AM  |  Departs 6:00PM
Day 3
Oct 28
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives 8:00AM  |  Departs 5:00PM
Day 4
Oct 29
Gustavia
Saint Barthélemy, France
Arrives 7:00AM  |  Departs 10:00PM
Day 5
Oct 30
Philipsburg
Sint Maarten
Arrives 8:00AM  |  Departs 10:00PM
Day 6
Oct 31
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives 9:00AM  |  Departs 10:00PM
Day 7
Nov 1
Prickly Pear
British Virgin Islands
Arrives 8:00AM  |  Departs 5:00PM

Ship Reviews

4.5 Stars
90 Reviews
* All reviews are by verified customers that have traveled by booking through a travel agent in the Avoya Network
“1st, but not the last Windstar Cruise”
5 Stars
Cruise Date: 08/09/2024
Destination: Europe
Reviewed 3 months ago by Martha
“Great cruise, great travel agent!”
5 Stars
Cruise Date: 12/30/2023
Destination: Central America
Reviewed 9 months ago by Frances
“Engine Broke Down and Ports Cancelled ”
4 Stars
Cruise Date: 12/02/2023
Destination: Caribbean
Reviewed 11 months ago by Jeffrey
“Windstar Pride Cruise”
5 Stars
Cruise Date: 11/18/2023
Destination: Caribbean
Reviewed 12 months ago by Marilil
“Around Iceland”
4 Stars
Cruise Date: 07/29/2023
Destination: Europe
Reviewed over 1 year ago by Landy
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