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Itineraries and cruises Windstar Cruises departing from Bridgetown

  • 2025
  • 2026
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026
19 cruises

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

Bridgetown Itinerary Caribbean
from R 92 078
price per person Taxes included
5 reservations in 72 hours
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 R 83 393
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 R 67 652
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. Mayreau,
7. Fort de france,
8. Bridgetown
sold out

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

Bridgetown Itinerary Caribbean
from R 63 310
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 R 74 253
price per person Taxes included
Wind Spirit | 04 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 R 59 098
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 R 59 098
price per person Taxes included
4 reservations in 72 hours
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 R 65 655
price per person Taxes included
5 reservations in 72 hours
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 R 61 313
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 R 58 968
price per person Taxes included
Wind Spirit | 07 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 R 58 968
price per person Taxes included
Wind Spirit | 07 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 R 56 797
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 R 56 797
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 R 56 797
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 R 56 797
price per person Taxes included
5 reservations in 72 hours
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 R 54 582
price per person Taxes included
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 R 54 821
price per person Taxes included
3 reservations in 72 hours
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 R 54 821
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 R 76 641
price per person Taxes included
5 reservations in 72 hours
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