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14-Night Caribbean
Cruise
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Jan 9 - 23, 2028
Windstar Cruises - Wind Surf
Prices from
$4,819
14-Night Caribbean Cruise
Windstar Cruises -
Wind Surf
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Oceanview
From
$4,819
Suite
From
$10,519
Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Jan 9 - 23, 2028
Day 1
Jan 9
Saint Maarten (Phillipsburg)
Netherlands Antilles
Day 2
Jan 10
Saint Kitts And Nevis (Charlestown)
Arrives
8:00AM
Day 3
Jan 11
Roseau
Dominica
Arrives
8:00AM
Day 4
Jan 12
Mayreau Island
Saint Vincent And Grenadines
Arrives
8:00AM
Day 5
Jan 13
Isle De Saintes
Guadeloupe
Arrives
12:00AM
Day 6
Jan 14
Saint Kitts And Nevis (Basse Terre)
Arrives
8:00AM
Day 7
Jan 15
Saint Barthelemy (Gustavia)
Guadeloupe
Arrives
8:00AM
Day 8
Jan 16
Saint Maarten (Phillipsburg)
Netherlands Antilles
Arrives
6:00AM
Day 9
Jan 17
San Jose
Costa Rica
Arrives
8:00AM
Day 10
Jan 18
Road Bay
Arrives
8:00AM
Day 11
Jan 19
Jost Van Dyke
British Virgin Islands
Arrives
7:00PM
Sopers Hole
British Virgin Islands
Arrives
8:00AM
Day 12
Jan 20
Jost Van Dyke
British Virgin Islands
Day 13
Jan 21
Virgin Gorda
British Virgin Islands
Arrives
8:00AM
Day 14
Jan 22
Saint Barthelemy (Gustavia)
Guadeloupe
Arrives
8:00AM
Day 15
Jan 23
Saint Maarten (Phillipsburg)
Netherlands Antilles
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
Wind Surf by Windstar Cruises receives overwhelmingly positive reviews for its attentive service, excellent food, intimate atmosphere, and unique itineraries. Guests consistently praise the crew's friendliness and professionalism, the ship's cleanliness, and the overall value of the experience. While most aspects are highly rated, some guests note areas for improvement such as internet connectivity, occasional maintenance issues, and the cost of extras like excursions and Wi-Fi. The ship's smaller size and relaxed ambiance are highlighted as major advantages over larger cruise lines.
AI-generated from the text of customer reviews
select to learn more
“A small ship is the best way to cruise”
Cruise Date:
08/19/2025
Destination:
Europe
Reviewed 5 months ago by
Richard
“Timothy Fussell”
Cruise Date:
06/14/2025
Destination:
Europe
Reviewed 7 months ago by
Timothy
“of”
Cruise Date:
01/18/2025
Destination:
Caribbean
Reviewed about 1 year ago by
Richard
“Barcelona to Lisbon”
Cruise Date:
07/28/2024
Destination:
Europe
Reviewed over 1 year ago by
Francine
Cruise Date:
07/21/2024
Destination:
Europe
Reviewed over 1 year ago by
Paul