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All Caribbean Cruises with Windstar Cruises in February 2027

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10 cruises
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from $5,521
price per person Taxes included
See the cruise Book
Wind Surf | 27 Feb 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Tortola Island,
8. navigation,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from $6,081
price per person Taxes included
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Wind Surf | 20 Feb 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from $6,755
price per person Taxes included
See the cruise Book
Wind Surf | 13 Feb 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Tortola Island,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
Philipsburg Itinerary Caribbean
External from $6,787
price per person Taxes included
See the cruise Book
Wind Surf | 6 Feb 2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from $9,765
price per person Taxes included
See the cruise Book
Wind Surf | 27 Feb 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Tortola Island,
3. Jost Van Dyke,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Gustavia,
7. Tortola Island,
8. navigation,
9. Philipsburg,
10. Charlestown,
11. Roseau,
12. Mayreau,
13. Les Saintes,
14. Basseterre,
15. Gustavia,
16. Philipsburg
Caribbean: Aruba, Netherlands Antilles, Grenada, Saint Lucia, Saint Vincent and the Grenadines, Barbados
Oranjestad Itinerary Caribbean
Suite from $9,772
price per person Taxes included
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Star Legend | 22 Feb 2027
Duration: 8 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Willemstad,
3. Kralendijk,
4. navigation,
5. Saint George,
6. Rodney Bay,
7. Pitons,
8. Mayreau,
9. Bequia,
10. Bridgetown
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from $10,034
price per person Taxes included
See the cruise Book
Wind Surf | 20 Feb 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg,
9. Tortola Island,
10. Jost Van Dyke,
11. Jost Van Dyke,
12. Virgin Gorda,
13. Gustavia,
14. Tortola Island,
15. navigation,
16. Philipsburg
Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from $10,168
price per person Taxes included
See the cruise Book
Wind Surf | 13 Feb 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. navigation,
3. Tortola Island,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg,
10. Charlestown,
11. Roseau,
12. Mayreau,
13. Les Saintes,
14. Basseterre,
15. Gustavia,
16. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from $10,302
price per person Taxes included
See the cruise Book
Wind Surf | 6 Feb 2027
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg,
9. navigation,
10. Tortola Island,
11. Tortola Island,
12. Jost Van Dyke,
13. Jost Van Dyke,
14. Virgin Gorda,
15. Gustavia,
16. Philipsburg
Caribbean: Panama, Spain, Aruba, Netherlands Antilles, Grenada, Saint Lucia, Saint Vincent and the Grenadines, Barbados
Balboa Itinerary Caribbean
Suite from $13,919
price per person Taxes included
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Star Legend | 16 Feb 2027
Duration: 14 nights
Departure from: Balboa Landing: Bridgetown
Itinerary:
1. Balboa,
2. navigation,
3. Bocas del Toro,
4. San Blas Island,
5. Cartagena ,
6. navigation,
7. Oranjestad,
8. Willemstad,
9. Kralendijk,
10. navigation,
11. Saint George,
12. Rodney Bay,
13. Pitons,
14. Mayreau,
15. Bequia,
16. Bridgetown
10 cruises