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7-Night Caribbean
Cruise
Departs
San Juan, Puerto Rico
Sailing
Nov 15 - 22, 2027
Windstar Cruises - Star Pride
Prices from
$2,862
7-Night Caribbean Cruise
Windstar Cruises -
Star Pride
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1-888-447-8459
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Oceanview
From
$2,862
Balcony
From
$4,122
Suite
From
$5,362
Deals on this Cruise
- Spring Into Travel Sale!
- Yacht Club Past Guest Rewards – Save up to 10%, up to $100 Free Onboard Credit, Private Cocktail Reception PLUS More!
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1-888-447-8459
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Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
San Juan, Puerto Rico
Sailing
Nov 15 - 22, 2027
Day 1
Nov 15
San Juan
Puerto Rico, United States
Departs
7:00PM
Day 2
Nov 16
Cruz Bay
St. John, United States Virgin Islands
Arrives
8:00AM
|
Departs
6:00PM
Day 3
Nov 17
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 4
Nov 18
Gustavia
Saint Barthélemy, France
Arrives
7:00AM
|
Departs
10:00PM
Day 5
Nov 19
Philipsburg
Sint Maarten
Arrives
8:00AM
|
Departs
10:00PM
Day 6
Nov 20
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
9:00AM
|
Departs
10:00PM
Day 7
Nov 21
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
5:00PM
Day 8
Nov 22
San Juan
Puerto Rico, United States
Arrives
7:00AM
Ship Reviews
* All reviews are by verified customers that have
traveled by booking through a travel agent in the
Avoya Network
customers say
Windstar Star Pride receives high praise for its exceptional service, friendly crew, and intimate small-ship atmosphere. Guests consistently highlight the quality of food, spacious and comfortable cabins, and unique itineraries. While most reviews are positive, some guests note areas for improvement, such as ship maintenance, occasional food inconsistencies, and disappointing or overpriced excursions. The ship's age and need for renovation are mentioned, but the overall experience is described as memorable and enjoyable, especially for those seeking a relaxed, personalized cruise.
AI-generated from the text of customer reviews
select to learn more
“Stunning Iceland”
Cruise Date:
07/21/2025
Destination:
Europe
Reviewed 8 months ago by
Steffenie
Cruise Date:
07/21/2025
Destination:
Europe
Reviewed 8 months ago by
Peter
Cruise Date:
03/01/2025
Destination:
Panama Canal
Reviewed about 1 year ago by
David
“Honeymoon ”
Cruise Date:
02/08/2025
Destination:
Caribbean
Reviewed about 1 year ago by
Jeramiah
“Perfect 1st Cruise”
Cruise Date:
11/09/2024
Destination:
Caribbean
Reviewed over 1 year ago by
Paul