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15-Night Caribbean
Cruise
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Dec 19, 2027 - Jan 3, 2028
Windstar Cruises - Wind Surf
Prices from
$5,816
15-Night Caribbean Cruise
Windstar Cruises -
Wind Surf
Speak To A Vacation Planner
1-888-447-8459
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Oceanview
From
$5,816
Suite
From
$10,456
Deals on this Cruise
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Cruise Itinerary
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Dec 19, 2027 - Jan 3, 2028
Day 1
Dec 19
Philipsburg
Sint Maarten
Departs
7:00PM
Day 2
Dec 20
St. John's
Antigua, Antigua And Barbuda
Arrives
8:00AM
|
Departs
10:00PM
Day 3
Dec 21
Gustavia
Saint Barthélemy, France
Arrives
8:00AM
|
Departs
10:00PM
Day 4
Dec 22
Road Bay
Anguilla
Arrives
8:00AM
|
Departs
6:00PM
Day 5
Dec 23
Sopers Hole
Tortola, British Virgin Islands
Arrives
8:00AM
|
Departs
6:00PM
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
7:00PM
Day 6
Dec 24
Great Harbour
Jost Van Dyke, British Virgin Islands
Departs
10:00PM
Day 7
Dec 25
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
5:00PM
Day 8
Dec 26
Charlestown
Nevis, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
9:00PM
Day 9
Dec 27
Philipsburg
Sint Maarten
Arrives
6:00AM
|
Departs
7:00PM
Day 10
Dec 28
Charlestown
Nevis, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 11
Dec 29
Roseau
Dominica
Arrives
8:00AM
|
Departs
4:00PM
Day 12
Dec 30
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
5:00PM
Day 13
Dec 31
îLes Des Saintes
Guadeloupe, France
Arrives
12:00AM
|
Departs
6:00PM
Day 14
Jan 1
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
10:00PM
Day 15
Jan 2
Gustavia
Saint Barthélemy, France
Arrives
8:00AM
|
Departs
10:00PM
Day 16
Jan 3
Philipsburg
Sint Maarten
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 Wind Surf 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. Some criticisms include the need for ship updates, inconsistent internet service, and extra charges for certain amenities. Excursions and specialty services are generally well-received, though some guests found them overpriced or lacking in variety. Overall, Wind Surf is highly recommended for travelers seeking a luxurious, small-ship cruise experience.
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 8 months ago by
Richard
“Timothy Fussell”
Cruise Date:
06/14/2025
Destination:
Europe
Reviewed 11 months ago by
Timothy
“of”
Cruise Date:
01/18/2025
Destination:
Caribbean
Reviewed over 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 almost 2 years ago by
Paul