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21-Night Caribbean
Cruise
Departs
San Juan, Puerto Rico
Sailing
Nov 22 - Dec 13, 2027
Windstar Cruises - Star Pride
Prices from
$7,324
21-Night Caribbean Cruise
Windstar Cruises -
Star Pride
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Oceanview
From
$7,324
Balcony
From
$10,744
Suite
From
$14,224
Cruise Itinerary
Departs
San Juan, Puerto Rico
Sailing
Nov 22 - Dec 13, 2027
Day 1
Nov 22
San Juan
Puerto Rico, United States
Departs
7:00PM
Day 2
Nov 23
At Sea
Day 3
Nov 24
Saint George's
Grenada
Arrives
9:00AM
|
Departs
10:00PM
Day 4
Nov 25
Bequia
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
10:00PM
Day 5
Nov 26
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
5:00PM
Day 6
Nov 27
îLes Des Saintes
Guadeloupe, France
Arrives
10:00AM
|
Departs
5:00PM
Day 7
Nov 28
Marigot
St. Martin, France
Arrives
8:00AM
|
Departs
3:00PM
Day 8
Nov 29
San Juan
Puerto Rico, United States
Arrives
7:00AM
|
Departs
5:00PM
Day 9
Nov 30
Catalina Island
Dominican Republic
Arrives
10:00AM
|
Departs
9:00PM
Day 10
Dec 1
Santo Domingo
Dominican Republic
Arrives
7:00AM
|
Departs
3:00PM
Day 11
Dec 2
At Sea
Day 12
Dec 3
Cartagena
Colombia
Arrives
2:30PM
Day 13
Dec 4
Cartagena
Colombia
Departs
1:30PM
Day 14
Dec 5
San Blas Islands
Panama
Arrives
8:00AM
|
Departs
5:00PM
Day 15
Dec 6
Colón
Panama
Arrives
7:00AM
|
Departs
6:00PM
Day 16
Dec 7
Panama Canal
Panama
Arrives
4:00AM
|
Departs
6:00PM
Fuerte Amador
Panama
Arrives
10:00PM
Day 17
Dec 8
Fuerte Amador
Panama
Departs
5:00PM
Day 18
Dec 9
At Sea
Day 19
Dec 10
Isla Parida
Panama
Arrives
8:00AM
|
Departs
6:00PM
Day 20
Dec 11
Golfo Dulce
Costa Rica
Arrives
8:30AM
|
Departs
5:00PM
Day 21
Dec 12
Puerto Quepos
Costa Rica
Arrives
6:00AM
|
Departs
6:00PM
Day 22
Dec 13
Puerto Caldera
Costa Rica
Arrives
6:00AM
Ship Reviews
* All reviews are by verified customers that have
traveled by booking through a travel agent in the
Avoya Network
customers say
Windstar's Star Pride receives high praise for its exceptional service, friendly crew, and intimate small-ship atmosphere. Guests consistently highlight the quality of food, comfortable cabins, and unique itineraries. While most experiences are overwhelmingly positive, some guests note areas for improvement, such as occasional issues with excursions, ship maintenance, and specialty dining. Overall, the cruise delivers a premium, personalized experience with a few minor drawbacks.
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