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Itineraries and cruises Windstar Cruises departing from Bridgetown January 2026 - 2027

  • 2025
  • 2027
December 2025
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026
January 2027 February 2027
5 cruises
sold out
Barbados, Saint Vincent and the Grenadines, Dominica, Martinique, United States, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy, British Virgin Islands, Sint Maarten
Bridgetown Itinerary Caribbean
External from $7,002
price per person Taxes included
Wind Spirit | Jan. 4, 2026
Duration: 10 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Mayreau,
3. Roseau,
4. Fort de france,
5. Charlestown,
6. Basseterre,
7. Saint Johns,
8. navigation,
9. Gustavia,
10. Tortola Island,
11. Philipsburg
Caribbean: Barbados, Saint Vincent and the Grenadines, Saint Lucia, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
External from $7,288
price per person Taxes included
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Wind Surf | Jan. 25, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Bequia,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad
Caribbean: Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Grenada
Bridgetown Itinerary Caribbean
External from $8,438
price per person Taxes included
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Wind Surf | Jan. 18, 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 George,
9. Bridgetown
Caribbean: Barbados, Saint Vincent and the Grenadines, Saint Lucia, Netherlands Antilles, Aruba, Colombia, Panama
Bridgetown Itinerary Caribbean
External from $12,794
price per person Taxes included
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Wind Surf | Jan. 25, 2026
Duration: 15 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Mayreau,
4. Soufriere,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad,
9. navigation,
10. Cartagena De Indias,
11. Cartagena De Indias,
12. San Blas Island,
13. navigation,
14. Bocas del Toro,
15. Colon,
16. Colon
Caribbean: Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
External from $16,388
price per person Taxes included
See the cruise Book Online Book Online
Wind Surf | Jan. 18, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Castries,
4. Pigeon Island,
5. Pigeon Island,
6. Bequia,
7. Mayreau,
8. Saint George,
9. Bridgetown,
10. Bequia,
11. Mayreau,
12. Soufriere,
13. navigation,
14. Kralendijk,
15. Willemstad,
16. Oranjestad
5 cruises