No Avoya Fees on Cruises or Tours. Book, change, or cancel without paying any Avoya fees. Plus, our Low Price Guarantee! No Avoya Fees on Cruises or Tours.
Click Here!
No Avoya Fees on Cruises or Tours. Book, change, or cancel without paying any Avoya fees. Plus, our Low Price Guarantee! No Avoya Fees on Cruises or Tours.
Click Here!
14-Night Caribbean
Cruise
Departs
San Juan, Puerto Rico
Sailing
Nov 1 - 15, 2027
Windstar Cruises - Star Pride
Prices from
$4,593
14-Night Caribbean Cruise
Windstar Cruises -
Star Pride
Speak To A Vacation Planner
1-888-447-8459
1-888-447-8459
Unlock Avoya Member pricing for free to see if you qualify for special deals.
Cruise prices are constantly changing click here to get live pricing.
Oceanview
From
$4,593
Balcony
From
$6,753
Suite
From
$8,993
Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
San Juan, Puerto Rico
Sailing
Nov 1 - 15, 2027
Day 1
Nov 1
San Juan
Puerto Rico, United States
Departs
7:00PM
Day 2
Nov 2
Cruz Bay
St. John, United States Virgin Islands
Arrives
8:00AM
|
Departs
6:00PM
Day 3
Nov 3
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 4
Nov 4
Gustavia
Saint Barthélemy, France
Arrives
7:00AM
|
Departs
10:00PM
Day 5
Nov 5
Philipsburg
Sint Maarten
Arrives
8:00AM
|
Departs
10:00PM
Day 6
Nov 6
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
9:00AM
|
Departs
10:00PM
Day 7
Nov 7
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
5:00PM
Day 8
Nov 8
San Juan
Puerto Rico, United States
Arrives
7:00AM
|
Departs
7:00PM
Day 9
Nov 9
At Sea
Day 10
Nov 10
Saint George's
Grenada
Arrives
9:00AM
|
Departs
10:00PM
Day 11
Nov 11
Bequia
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
10:00PM
Day 12
Nov 12
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
5:00PM
Day 13
Nov 13
îLes Des Saintes
Guadeloupe, France
Arrives
10:00AM
|
Departs
5:00PM
Day 14
Nov 14
Marigot
St. Martin, France
Arrives
8:00AM
|
Departs
3:00PM
Day 15
Nov 15
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's Star Pride receives high praise for its exceptional service, friendly and attentive crew, and intimate small-ship atmosphere. Guests consistently highlight the quality of food, comfortable and spacious cabins, and unique itineraries that visit less-crowded ports. While most experiences are overwhelmingly positive, some guests note areas for improvement such as occasional maintenance issues, inconsistent food quality in certain venues, and disappointing or overpriced excursions. Overall, the ship delivers a memorable and personalized cruise experience, especially valued by those seeking a relaxed, crowd-free environment.
AI-generated from the text of customer reviews
select to learn more
“Stunning Iceland”
Cruise Date:
07/21/2025
Destination:
Europe
Reviewed 6 months ago by
Steffenie
Cruise Date:
07/21/2025
Destination:
Europe
Reviewed 6 months ago by
Peter
Cruise Date:
03/01/2025
Destination:
Panama Canal
Reviewed 11 months ago by
David
“Honeymoon ”
Cruise Date:
02/08/2025
Destination:
Caribbean
Reviewed 12 months ago by
Jeramiah
“Perfect 1st Cruise”
Cruise Date:
11/09/2024
Destination:
Caribbean
Reviewed about 1 year ago by
Paul