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14-Night Caribbean Cruise
Departs San Juan, Puerto Rico
Sailing Nov 2 - 16, 2025
Windstar Cruises - Star Pride
Prices from
$4,599

14-Night Caribbean Cruise

Windstar Cruises - Star Pride
Currently Viewing
Sail Date Nov 02 - Nov 16, '25
Suite
$4,599
Suite
$4,099

Cruise Itinerary

Departs San Juan, Puerto Rico
Sailing Nov 2 - 16, 2025
Day 1
Nov 2
San Juan
Puerto Rico, United States
Departs 7:00PM
Day 2
Nov 3
Cruz Bay
St. John, United States Virgin Islands
Arrives 8:00AM  |  Departs 6:00PM
Day 3
Nov 4
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives 8:00AM  |  Departs 5:00PM
Day 4
Nov 5
Gustavia
Saint Barthélemy, France
Arrives 7:00AM  |  Departs 10:00PM
Day 5
Nov 6
Philipsburg
Sint Maarten
Arrives 8:00AM  |  Departs 10:00PM
Day 6
Nov 7
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives 9:00AM  |  Departs 10:00PM
Day 7
Nov 8
Prickly Pear
British Virgin Islands
Arrives 8:00AM  |  Departs 5:00PM

Ship Reviews

4.5 Stars
91 Reviews
* All reviews are by verified customers that have traveled by booking through a travel agent in the Avoya Network
“Perfect 1st Cruise”
5 Stars
Cruise Date: 11/09/2024
Destination: Caribbean
Reviewed about 1 month ago by Paul
“1st, but not the last Windstar Cruise”
5 Stars
Cruise Date: 08/09/2024
Destination: Europe
Reviewed 4 months ago by Martha
“Great cruise, great travel agent!”
5 Stars
Cruise Date: 12/30/2023
Destination: Central America
Reviewed 10 months ago by Frances
“Engine Broke Down and Ports Cancelled ”
4 Stars
Cruise Date: 12/02/2023
Destination: Caribbean
Reviewed about 1 year ago by Jeffrey
“Windstar Pride Cruise”
5 Stars
Cruise Date: 11/18/2023
Destination: Caribbean
Reviewed about 1 year ago by Marilil
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