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18-Night Caribbean
Cruise
Departs
Cozumel, Mexico
Sailing
Feb 17 - Mar 7, 2026
Windstar Cruises - Wind Surf
Prices from
$6,915
18-Night Caribbean Cruise
Windstar Cruises -
Wind Surf
Speak To A Vacation Planner
1-888-447-8459
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Inside
From
$12,815
Oceanview
From
$6,915
Suite
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Deals on this Cruise
- Cyber Week!
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Cruise Itinerary
Departs
Cozumel, Mexico
Sailing
Feb 17 - Mar 7, 2026
Day 1
Feb 17
Cozumel
Mexico
Departs
6:00PM
Day 2
Feb 18
At Sea
Day 3
Feb 19
George Town
Grand Cayman, Cayman Islands
Arrives
8:00AM
|
Departs
6:00PM
Day 4
Feb 20
Cayman Brac
Cayman Islands
Arrives
7:00AM
|
Departs
1:00PM
Day 5
Feb 21
Ocho Rios
Jamaica
Arrives
8:30AM
|
Departs
2:00PM
Day 6
Feb 22
At Sea
Day 7
Feb 23
Santo Domingo
Dominican Republic
Arrives
1:00PM
|
Departs
10:00PM
Day 8
Feb 24
La Romana
Dominican Republic
Arrives
7:00AM
|
Departs
5:00PM
Day 9
Feb 25
At Sea
Day 10
Feb 26
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
8:00AM
|
Departs
10:00PM
Day 11
Feb 27
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
5:00PM
Day 12
Feb 28
Philipsburg
Sint Maarten
Arrives
6:00AM
|
Departs
7:00PM
Day 13
Mar 1
Charlestown
Nevis, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 14
Mar 2
Roseau
Dominica
Arrives
8:00AM
|
Departs
4:00PM
Day 15
Mar 3
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
4:00PM
Day 16
Mar 4
Deshaies
Guadeloupe, France
Arrives
1:00PM
|
Departs
7:00PM
Day 17
Mar 5
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
10:00PM
Day 18
Mar 6
Gustavia
Saint Barthélemy, France
Arrives
8:00AM
|
Departs
10:00PM
Day 19
Mar 7
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, unique itineraries, and intimate, uncrowded atmosphere. Guests consistently praise the crew's friendliness and professionalism, the ship's cleanliness, and the overall value of the experience. Some areas for improvement include internet connectivity, occasional maintenance issues, and the cost of extras like excursions and Wi-Fi. The ship's smaller size and relaxed vibe are highlighted as major advantages, though a few guests mention the ship could use some updating. Overall, Wind Surf is highly recommended for those seeking a personalized, upscale 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 3 months ago by
Richard
“Timothy Fussell”
Cruise Date:
06/14/2025
Destination:
Europe
Reviewed 5 months ago by
Timothy
“of”
Cruise Date:
01/18/2025
Destination:
Caribbean
Reviewed 10 months 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