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14-Night Caribbean
Cruise
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Dec 21, 2025 - Jan 4, 2026
Windstar Cruises - Wind Surf
Prices from
$4,899
14-Night Caribbean Cruise
Windstar Cruises -
Wind Surf
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Oceanview
From
$4,899
Suite
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Other dates for this cruise
Sail Date
Brochure
Our Price
Savings
Deals
Cruise Itinerary
Departs
Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing
Dec 21, 2025 - Jan 4, 2026
Day 1
Dec 21
Philipsburg
Sint Maarten
Departs
7:00PM
Day 2
Dec 22
Charlestown
Nevis, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
5:00PM
Day 3
Dec 23
Roseau
Dominica
Arrives
8:00AM
|
Departs
4:00PM
Day 4
Dec 24
Mayreau
Saint Vincent And The Grenadines
Arrives
8:00AM
|
Departs
5:00PM
Day 5
Dec 25
îLes Des Saintes
Guadeloupe, France
Arrives
12:00AM
|
Departs
6:00PM
Day 6
Dec 26
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives
8:00AM
|
Departs
10:00PM
Day 7
Dec 27
Gustavia
Saint Barthélemy, France
Arrives
8:00AM
|
Departs
10:00PM
Ship Reviews
Reviews
146
Reviews
* All reviews are by verified customers that have
traveled by booking through a travel agent in the Avoya
Network
“of”
Cruise Date:
01/18/2025
Destination:
Caribbean
Reviewed 3 months ago by
Richard
“Barcelona to Lisbon”
Cruise Date:
07/28/2024
Destination:
Europe
Reviewed 8 months ago by
Francine
Cruise Date:
07/21/2024
Destination:
Europe
Reviewed 9 months ago by
Paul
“Sicilian Splendors”
Cruise Date:
07/11/2024
Destination:
Europe
Reviewed 9 months ago by
Kippalee
“SPRING CROSSING ON THE WINDSURF”
Cruise Date:
03/30/2024
Destination:
Transatlantic/Repositioning
Reviewed about 1 year ago by
Edward