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14-Night Caribbean
Cruise
Departs
San Juan, Puerto Rico
Sailing
Mar 20 - Apr 3, 2028
Windstar Cruises - Star Pride
Prices from
$4,893
14-Night Caribbean Cruise
Windstar Cruises -
Star Pride
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Oceanview
From
$4,893
Balcony
From
$7,053
Suite
From
$9,293
Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
San Juan, Puerto Rico
Sailing
Mar 20 - Apr 3, 2028
Day 1
Mar 20
San Juan
Puerto Rico
Day 2
Mar 21
Saint John
Us Virgin Islands (Cruz Bay)
Arrives
8:00AM
Day 3
Mar 22
Saint Kitts And Nevis (Basse Terre)
Arrives
8:00AM
Day 4
Mar 23
Saint Barthelemy (Gustavia)
Guadeloupe
Arrives
7:00AM
Day 5
Mar 24
Saint Maarten (Phillipsburg)
Netherlands Antilles
Arrives
8:00AM
Day 6
Mar 25
Jost Van Dyke
British Virgin Islands
Arrives
9:00AM
Day 7
Mar 26
Virgin Gorda
British Virgin Islands
Arrives
8:00AM
Day 8
Mar 27
San Juan
Puerto Rico
Arrives
7:00AM
Day 9
Mar 28
Day 10
Mar 29
Saint George's
Grenada
Arrives
9:00AM
Day 11
Mar 30
Saint Vincent And Grenadines (Bequia)
Arrives
8:00AM
Day 12
Mar 31
Mayreau Island
Saint Vincent And Grenadines
Arrives
8:00AM
Day 13
Apr 1
Isle De Saintes
Guadeloupe
Arrives
10:00AM
Day 14
Apr 2
Saint Martin (Marigot)
Guadeloupe
Arrives
8:00AM
Day 15
Apr 3
San Juan
Puerto Rico
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.
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