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7-Night Caribbean
Cruise
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Jan 30 - Feb 6, 2027
Windstar Cruises - Wind Surf
Prices from
$2,599
7-Night Caribbean Cruise
Windstar Cruises -
Wind Surf
Speak To A Vacation Planner
1-888-447-8459
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Inside
From
$5,499
Oceanview
From
$2,599
Suite
From
$5,699
Deals on this Cruise
- Yacht Club Past Guest Rewards – Save up to 10%, up to $100 Free Onboard Credit, Private Cocktail Reception PLUS More!
Call
1-888-447-8459
1-888-447-8459
to be connected with a
travel professional today!
Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Jan 30 - Feb 6, 2027
Day 1
Jan 30
Philipsburg
Sint Maarten
Departs
7:00PM
Day 2
Jan 31
Road Bay
Anguilla
Arrives
8:00AM
|
Departs
6:00PM
Day 3
Feb 1
Sopers Hole
Tortola, British Virgin Islands
Arrives
8:00AM
|
Departs
6:00PM
Great Harbour
Jost Van Dyke, British Virgin Islands
Arrives
7:00PM
Day 4
Feb 2
Great Harbour
Jost Van Dyke, British Virgin Islands
Departs
10:00PM
Day 5
Feb 3
Prickly Pear
British Virgin Islands
Arrives
8:00AM
|
Departs
10:00PM
Day 6
Feb 4
Gustavia
Saint Barthélemy, France
Arrives
8:00AM
|
Departs
10:00PM
Day 7
Feb 5
Falmouth Bay
Antigua, Antigua And Barbuda
Arrives
8:00AM
|
Departs
5:00PM
Day 8
Feb 6
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
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“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