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All Caribbean Cruises with Windstar Cruises in February 2026

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January 2026 February 2026 March 2026
5 cruises

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

Sint Maarten Itinerary Caribbean
from $4,800.35
price per person Taxes included
19 reservations in 36 hours
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Wind Spirit | 14/02/2026
Duration: 7 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. Anguilla,
8. Falmouth Harbour,
9. Sint Maarten

Caribbean: Mexico, Cayman Islands, Jamaica, Dominican Republic, Virgin Islands, British Virgin Islands, Sint Maarten

Cozumel Island Itinerary Caribbean
from $7,016.75
price per person Taxes included
18 reservations in 48 hours
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Wind Surf | 17/02/2026
Duration: 11 nights
Departure from: Cozumel Island Landing: Sint Maarten
Itinerary:
1. Cozumel Island,
2. navigation,
3. George Town,
4. George Town,
5. Port Antonio,
6. navigation,
7. Santo Domingo,
8. La Romana,
9. navigation,
10. Jost Van Dyke,
11. Virgin Gorda,
12. Sint Maarten

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

Sint Maarten Itinerary Caribbean
from $4,800.35
price per person Taxes included
22 reservations in 36 hours
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Wind Spirit | 21/02/2026
Duration: 7 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. Anguilla,
8. Falmouth Harbour,
9. Sint Maarten

Caribbean: Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, Montserrat, Guadeloupe, Dominica, Sri Lanka, Barbados

Sint Maarten Itinerary Caribbean
from $4,430.95
price per person Taxes included
18 reservations in 36 hours
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Wind Spirit | 28/02/2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Bridgetown
Itinerary:
1. Sint Maarten,
2. Basseterre,
3. Gustavia,
4. Little Bay,
5. Les Saintes,
6. Roseau,
7. Pigeon Island,
8. Bridgetown

Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis

Sint Maarten Itinerary Caribbean
from $4,246.25
price per person Taxes included
15 reservations in 36 hours
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Wind Surf | 28/02/2026
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten
5 cruises