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11-Night Caribbean
Cruise
Departs
Cozumel, Mexico
Sailing
Feb 17 - 28, 2026
Windstar Cruises - Wind Surf
Prices from
$4,399
11-Night Caribbean Cruise
Windstar Cruises -
Wind Surf
Speak To A Vacation Planner
1-888-447-8459
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Inside
From
$7,599
Oceanview
From
$4,399
Suite
From
$7,799
Deals on this Cruise
- Avoya's Exclusive Deals with Windstar Cruises!
- Yacht Club Past Guest Rewards – Save up to 10%, up to $100 Free Onboard Credit, Private Cocktail Reception PLUS More!
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1-888-447-8459
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to be connected with a
travel professional today!
Cruise Itinerary
Departs
Cozumel, Mexico
Sailing
Feb 17 - 28, 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
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, and unique itineraries that visit smaller, less crowded ports. Guests consistently praise the crew's friendliness and professionalism, the ship's cleanliness, and the intimate, relaxed atmosphere. While most aspects are highly rated, some guests mention areas for improvement such as the need for ship updates, better vegan dining options, and more inclusive pricing for extras like Wi-Fi and excursions. Overall, the Wind Surf delivers a memorable, yacht-like cruise experience that exceeds most guests' expectations.
AI-generated from the text of customer reviews
select to learn more
“Timothy Fussell”
Cruise Date:
06/14/2025
Destination:
Europe
Reviewed 3 months ago by
Timothy
“of”
Cruise Date:
01/18/2025
Destination:
Caribbean
Reviewed 8 months ago by
Richard
“Barcelona to Lisbon”
Cruise Date:
07/28/2024
Destination:
Europe
Reviewed about 1 year ago by
Francine
Cruise Date:
07/21/2024
Destination:
Europe
Reviewed about 1 year ago by
Paul
“Sicilian Splendors”
Cruise Date:
07/11/2024
Destination:
Europe
Reviewed about 1 year ago by
Kippalee