All Caribbean Cruises with Windstar Cruises
- 2024
- 2025
- 2026
January 2025
February 2025
March 2025
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November 2025
December 2025
75 cruises
Caribbean: Puerto Rico, Sint Maarten, United States, Saint Barthelemy, Virgin Islands, British Virgin Islands
from R 45 330,70
price per person Taxes included
price per person Taxes included
16 reservations in 36 hours
Itinerary:
1. San Juan,
2. Philipsburg,
3. Charlestown,
4. Gustavia,
5. Jost Van Dyke,
6. Virgin Gorda,
7. San Juan
Caribbean: Puerto Rico, Grenada, Saint Vincent and the Grenadines, Sri Lanka, Guadeloupe, Sint Maarten
from R 91 152,64
price per person Taxes included
price per person Taxes included
16 reservations in 48 hours
Itinerary:
1. San Juan,
2. navigation,
3. Saint George,
4. Bequia,
5. Pigeon Island,
6. Les Saintes,
7. Philipsburg,
8. San Juan
Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Saint Kitts and Nevis, British Virgin Islands
from R 58 318,83
price per person Taxes included
price per person Taxes included
10 reservations in 48 hours
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Gustavia,
5. Basseterre,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan
Caribbean: Barbados, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba, Spain, Panama
from R 64 252,88
price per person Taxes included
price per person Taxes included
23 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. Bequia,
3. Mayreau,
4. Saint George,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad,
9. navigation,
10. Cartagena ,
11. navigation,
12. Colon
Caribbean: Puerto Rico, Grenada, Saint Vincent and the Grenadines, Sri Lanka, Guadeloupe, Sint Maarten
from R 44 957,37
price per person Taxes included
price per person Taxes included
15 reservations in 48 hours
Itinerary:
1. San Juan,
2. navigation,
3. Saint George,
4. Bequia,
5. Pigeon Island,
6. Les Saintes,
7. Philipsburg,
8. San Juan
Caribbean: Barbados, Saint Kitts and Nevis, Saint Barthelemy, British Virgin Islands, Virgin Islands, Guadeloupe, Sri Lanka
from R 80 109,79
price per person Taxes included
price per person Taxes included
23 reservations in 48 hours
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Gustavia,
5. Tortola Island,
6. Jost Van Dyke,
7. Jost Van Dyke,
8. Virgin Gorda,
9. navigation,
10. Les Saintes,
11. Pigeon Island,
12. Bridgetown
Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Saint Kitts and Nevis, Saint Barthelemy, British Virgin Islands
from R 60 283,75
price per person Taxes included
price per person Taxes included
11 reservations in 36 hours
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Basseterre,
5. Gustavia,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan
Caribbean: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Dominica, Sri Lanka, Grenada, Barbados
from R 40 084,37
price per person Taxes included
price per person Taxes included
14 reservations in 36 hours
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Gustavia,
4. Basseterre,
5. Roseau,
6. Pigeon Island,
7. Saint George,
8. Bridgetown
Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada
from R 52 090,03
price per person Taxes included
price per person Taxes included
21 reservations in 48 hours
Itinerary:
1. Bridgetown,
2. Pigeon Island,
3. Pigeon Island,
4. Castries,
5. Pitons,
6. Kingstown,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Caribbean: Barbados, United Kingdom, Saint Vincent and the Grenadines, Saint Lucia, Grenada, Netherlands Antilles, Aruba
from R 39 652,09
price per person Taxes included
price per person Taxes included
11 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. Man of War Bay,
3. Mayreau,
4. Soufriere,
5. Saint George,
6. navigation,
7. Willemstad,
8. Oranjestad
Caribbean: Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Martinique, Sri Lanka
from R 42 049,29
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Saintes,
5. Roseau,
6. Fort de france,
7. Pigeon Island,
8. Bridgetown
Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada
from R 61 914,63
price per person Taxes included
price per person Taxes included
22 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. Pigeon Island,
3. Pigeon Island,
4. Castries,
5. Pitons,
6. Kingstown,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from R 51 284,41
price per person Taxes included
price per person Taxes included
19 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
Caribbean: United States, Sint Maarten, Netherlands Antilles, Bahamas
from R 56 982,68
price per person Taxes included
price per person Taxes included
23 reservations in 48 hours
Itinerary:
1. Miami,
3. Sint Maarten,
4. Aruba,
5. Freeport,
7. Miami
Sint Maarten, Antigua and Barbuda, United Kingdom, Virgin Islands, British Virgin Islands, Saint Barthelemy
from R 85 808,06
price per person Taxes included
price per person Taxes included
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Jost Van Dyke,
5. Virgin Gorda,
6. Tortola Island,
7. Tortola Island,
8. Gustavia,
9. Philipsburg
Caribbean: Barbados, Virgin Islands, Dominica, Saint Lucia, Martinique, Sri Lanka
from R 75 236,79
price per person Taxes included
price per person Taxes included
20 reservations in 48 hours
Itinerary:
1. Bridgetown,
2. navigation,
3. St. John ,
4. Roseau,
5. Castries,
6. Fort de france,
7. Pigeon Island,
8. Bridgetown
Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada
from R 59 949,71
price per person Taxes included
price per person Taxes included
18 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. Pigeon Island,
3. Pigeon Island,
4. Castries,
5. Pitons,
6. Kingstown,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis
from R 63 879,55
price per person Taxes included
price per person Taxes included
16 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Philipsburg
Caribbean: Aruba, Netherlands Antilles, Grenada, Saint Lucia, Saint Vincent and the Grenadines, United Kingdom, Barbados
from R 57 356,01
price per person Taxes included
price per person Taxes included
10 reservations in 48 hours
Itinerary:
1. Oranjestad,
2. Willemstad,
3. navigation,
4. Saint George,
5. Soufriere,
6. Mayreau,
7. Man of War Bay,
8. Bridgetown
Caribbean: Sint Maarten, Antigua and Barbuda, Saint Barthelemy, British Virgin Islands, Virgin Islands, United Kingdom
from R 64 193,94
price per person Taxes included
price per person Taxes included
18 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Gustavia,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Anguilla,
9. Philipsburg
Caribbean: Barbados, United Kingdom, Saint Vincent and the Grenadines, Saint Lucia, Netherlands Antilles, Aruba
from R 69 165,18
price per person Taxes included
price per person Taxes included
16 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. Man of War Bay,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Willemstad,
7. Kralendijk,
8. Oranjestad
Caribbean: Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Martinique, Sri Lanka
from R 67 121,67
price per person Taxes included
price per person Taxes included
21 reservations in 48 hours
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Saintes,
5. Roseau,
6. Fort de france,
7. Pigeon Island,
8. Bridgetown
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis
from R 63 879,55
price per person Taxes included
price per person Taxes included
15 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Philipsburg
Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada
from R 61 914,63
price per person Taxes included
price per person Taxes included
18 reservations in 36 hours
Itinerary:
1. Bridgetown,
2. Pigeon Island,
3. Pigeon Island,
4. Castries,
5. Pitons,
6. Kingstown,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Anguilla, Virgin Islands, British Virgin Islands
from R 103 138,65
price per person Taxes included
price per person Taxes included
22 reservations in 48 hours
Itinerary:
1. Sint Maarten,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Sint Maarten,
9. Falmouth Harbour,
10. Baie Road,
11. Jost Van Dyke,
12. Jost Van Dyke,
13. Virgin Gorda,
14. Gustavia,
15. Sint Maarten
Caribbean: Barbados, Virgin Islands, Dominica, Guadeloupe, Martinique, Sri Lanka
from R 63 191,83
price per person Taxes included
price per person Taxes included
21 reservations in 48 hours
Itinerary:
1. Bridgetown,
2. navigation,
3. St. John ,
4. Roseau,
5. Les Saintes,
6. Fort de france,
7. Pigeon Island,
8. Bridgetown
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from R 64 193,94
price per person Taxes included
price per person Taxes included
19 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada
from R 70 756,77
price per person Taxes included
price per person Taxes included
23 reservations in 48 hours
Itinerary:
1. Bridgetown,
2. Pigeon Island,
3. Pigeon Island,
4. Castries,
5. Pitons,
6. Kingstown,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Caribbean: Sint Maarten, Antigua and Barbuda, United Kingdom, British Virgin Islands, Virgin Islands, Saint Barthelemy
from R 70 088,70
price per person Taxes included
price per person Taxes included
20 reservations in 48 hours
Itinerary:
1. Philipsburg,
2. Falmouth Harbour,
3. Anguilla,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Gustavia,
9. Philipsburg
Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy
from R 63 879,55
price per person Taxes included
price per person Taxes included
17 reservations in 36 hours
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Pigeon Island,
5. Les Saintes,
6. Basseterre,
7. Gustavia,
8. Philipsburg
75 cruises