All Caribbean Cruises with Windstar Cruises in January 2025

  • 2024
  • 2025
  • 2026
9 cruises

Caribbean: Aruba, Netherlands Antilles, Saint Lucia, Saint Vincent and the Grenadines, United Kingdom, Barbados

Oranjestad Itinerary Caribbean
from $2,628.61
price per person Taxes included
10 reservations in 48 hours
Star Pride | Jan 4, 2025
Duration: 7 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Willemstad,
3. Kralendijk,
4. navigation,
5. Soufriere,
6. Mayreau,
7. Man of War Bay,
8. Bridgetown

Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada

Bridgetown Itinerary Caribbean
from $2,628.61
price per person Taxes included
18 reservations in 36 hours
Wind Spirit | Jan 4, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
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, Netherlands Antilles, Aruba

Bridgetown Itinerary Caribbean
from $2,957.32
price per person Taxes included
13 reservations in 36 hours
Star Pride | Jan 11, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Oranjestad
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

Bridgetown Itinerary Caribbean
from $2,847.75
price per person Taxes included
21 reservations in 48 hours
Wind Spirit | Jan 11, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Saintes,
5. Roseau,
6. Fort de france,
7. Pigeon Island,
8. Bridgetown

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

Sint Maarten Itinerary Caribbean
from $2,738.18
price per person Taxes included
18 reservations in 36 hours
Wind Surf | Jan 11, 2025
Duration: 7 nights
Departure from: Sint Maarten Landing: Sint Maarten
Itinerary:
1. Sint Maarten,
2. Falmouth Harbour,
3. Gustavia,
4. Tortola Island,
5. Jost Van Dyke,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Anguilla,
9. Sint Maarten

Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Anguilla, Virgin Islands, British Virgin Islands

Sint Maarten Itinerary Caribbean
from $5,751.38
price per person Taxes included
22 reservations in 48 hours
Wind Surf | Jan 18, 2025
Duration: 14 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,
9. Falmouth Harbour,
10. Baie Road,
11. Jost Van Dyke,
12. Jost Van Dyke,
13. Virgin Gorda,
14. Gustavia,
15. Sint Maarten

Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada

Bridgetown Itinerary Caribbean
from $2,847.75
price per person Taxes included
18 reservations in 36 hours
Wind Spirit | Jan 18, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
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, Virgin Islands, Dominica, Guadeloupe, Martinique, Sri Lanka

Bridgetown Itinerary Caribbean
from $2,628.61
price per person Taxes included
21 reservations in 48 hours
Wind Spirit | Jan 25, 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
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

Sint Maarten Itinerary Caribbean
from $2,628.61
price per person Taxes included
18 reservations in 48 hours
Wind Surf | Jan 25, 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
9 cruises