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All Caribbean Cruises with Windstar Cruises in December 2025

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3 cruises

Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy

Sint Maarten Itinerary Caribbean
from $3,212.29
price per person Taxes included
16 reservations in 48 hours
See the cruise
Wind Surf | 2 Dec 2025
Duration: 5 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Sint Maarten

Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy

Sint Maarten Itinerary Caribbean
from $4,058.08
price per person Taxes included
16 reservations in 48 hours
See the cruise
Wind Surf | 14 Dec 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten

Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy

Sint Maarten Itinerary Caribbean
from $4,565.55
price per person Taxes included
15 reservations in 36 hours
See the cruise
Wind Surf | 28 Dec 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Sint Maarten
3 cruises