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Cruises of Windstar Cruises in Barbados

  • 2025
  • 2026
November 2025 December 2025
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19 cruises

Caribbean: Barbados, Saint Vincent and the Grenadines, Antigua and Barbuda, Netherlands Antilles, Aruba, Spain, Panama

Bridgetown Itinerary Caribbean
from $7,906
price per person Taxes included
See the cruise Book
Wind Spirit | 18 Nov 2025
Duration: 11 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Mayreau,
4. Saint Johns,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad,
9. navigation,
10. Cartagena ,
11. navigation,
12. Colon
sold out

Barbados, Saint Vincent and the Grenadines, Antigua and Barbuda, Netherlands Antilles, Aruba, Spain, Panama

Bridgetown Itinerary Caribbean
from $7,160
price per person Taxes included
Wind Spirit | 18 Nov 2025
Duration: 11 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Mayreau,
4. Saint Johns,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad,
9. navigation,
10. Cartagena ,
11. navigation,
12. Colon

Caribbean: Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Martinique

Bridgetown Itinerary Caribbean
from $5,809
price per person Taxes included
1 booking in 72 hours
See the cruise Book
Wind Spirit | 28 Dec 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Saintes,
5. Roseau,
6. Mayreau,
7. Fort de france,
8. Bridgetown
sold out

Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Sri Lanka, Martinique

Bridgetown Itinerary Caribbean
from $5,436
price per person Taxes included
Wind Spirit | 28 Dec 2025
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Saintes,
5. Roseau,
6. Pigeon Island,
7. Fort de france,
8. Bridgetown

Caribbean: Barbados, Saint Vincent and the Grenadines, Dominica, Martinique, France, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, British Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $6,375
price per person Taxes included
See the cruise Book
Wind Spirit | 4 Jan 2026
Duration: 10 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Mayreau,
3. Roseau,
4. Fort de france,
5. Deshaies,
6. Basseterre,
7. Saint Johns,
8. navigation,
9. Gustavia,
10. Tortola Island,
11. Philipsburg
sold out

Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Antigua and Barbuda

Bridgetown Itinerary Caribbean
from $5,074
price per person Taxes included
Wind Surf | 18 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Castries,
4. Pigeon Island,
5. Pigeon Island,
6. Bequia,
7. Mayreau,
8. Saint Johns,
9. Bridgetown

Caribbean: Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Antigua and Barbuda

Bridgetown Itinerary Caribbean
from $5,074
price per person Taxes included
See the cruise Book
Wind Surf | 18 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Castries,
4. Pigeon Island,
5. Pigeon Island,
6. Bequia,
7. Mayreau,
8. Saint Johns,
9. Bridgetown

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

Bridgetown Itinerary Caribbean
from $5,637
price per person Taxes included
See the cruise Book
Wind Surf | 25 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Man of War Bay,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad
sold out

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

Bridgetown Itinerary Caribbean
from $5,264
price per person Taxes included
Wind Surf | 25 Jan 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Man of War Bay,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad
sold out

Barbados, Saint Kitts and Nevis, Virgin Islands, Guadeloupe, Dominica, Saint Vincent and the Grenadines

Bridgetown Itinerary Caribbean
from $5,063
price per person Taxes included
Wind Spirit | 7 Mar 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. St. John ,
5. Les Saintes,
6. Roseau,
7. Mayreau,
8. Bridgetown
sold out

Barbados, Saint Kitts and Nevis, Virgin Islands, Guadeloupe, Dominica, Sri Lanka

Bridgetown Itinerary Caribbean
from $5,063
price per person Taxes included
Wind Spirit | 7 Mar 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. St. John ,
5. Les Saintes,
6. Roseau,
7. Pigeon Island,
8. Bridgetown
sold out

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

Bridgetown Itinerary Caribbean
from $4,876
price per person Taxes included
Wind Spirit | 14 Mar 2026
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
sold out

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

Bridgetown Itinerary Caribbean
from $4,876
price per person Taxes included
Wind Spirit | 14 Mar 2026
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
sold out

Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Martinique, Sri Lanka

Bridgetown Itinerary Caribbean
from $4,876
price per person Taxes included
Wind Spirit | 21 Mar 2026
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: Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Martinique, Saint Vincent and the Grenadines

Bridgetown Itinerary Caribbean
from $4,876
price per person Taxes included
See the cruise Book
Wind Spirit | 21 Mar 2026
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. Mayreau,
8. Bridgetown

Ocean Cruises: Barbados, Portugal, Netherlands

Bridgetown Itinerary Ocean Cruises
from $4,686
price per person Taxes included
See the cruise Book
Star Pride | 22 Mar 2026
Duration: 16 nights
Departure from: Bridgetown Landing: Amsterdam
Itinerary:
1. Bridgetown,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. navigation,
12. Lisbon,
13. navigation,
14. navigation,
15. navigation,
16. navigation,
17. Amsterdam

Ocean Cruises: Barbados, Portugal

Bridgetown Itinerary Ocean Cruises
from $4,707
price per person Taxes included
See the cruise Book
Wind Spirit | 28 Mar 2026
Duration: 15 nights
Departure from: Bridgetown Landing: Lisbon
Itinerary:
1. Bridgetown,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. navigation,
12. navigation,
13. navigation,
14. navigation,
15. navigation,
16. Lisbon
sold out

Barbados, Portugal

Bridgetown Itinerary Ocean Cruises
from $4,707
price per person Taxes included
Wind Spirit | 28 Mar 2026
Duration: 15 nights
Departure from: Bridgetown Landing: Lisbon
Itinerary:
1. Bridgetown,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. navigation,
12. navigation,
13. navigation,
14. navigation,
15. navigation,
16. Lisbon

Caribbean: Barbados, Saint Vincent and the Grenadines, Antigua and Barbuda, Netherlands Antilles, Aruba, Spain, Panama

Bridgetown Itinerary Caribbean
from $6,580
price per person Taxes included
1 booking in 72 hours
See the cruise Book
Wind Star | 24 Nov 2026
Duration: 11 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Saint Johns,
4. navigation,
5. Kralendijk,
6. Willemstad,
7. Oranjestad,
8. navigation,
9. Cartagena ,
10. navigation,
11. San Blas Island,
12. Colon
19 cruises