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Itineraries and cruises Windstar Cruises departing from Bridgetown

  • 2026
November 2025 December 2025
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026
13 cruises
Caribbean: Barbados, Martinique, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada
Bridgetown Itinerary Caribbean
Suite from $4,346
price per person Taxes included
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Star Legend | Nov. 27, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Pigeon Island,
4. Pigeon Island,
5. Castries,
6. Pitons,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Ocean Cruises: Barbados, Portugal, Netherlands
Bridgetown Itinerary Ocean Cruises
Suite from $4,966
price per person Taxes included
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Star Pride | Mar. 22, 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
Caribbean: Barbados, Saint Lucia, Trinidad and Tobago, Saint Vincent and the Grenadines, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
Suite from $4,974
price per person Taxes included
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Star Legend | Dec. 4, 2026
Duration: 8 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. Pitons,
4. Scarborough,
5. Bequia,
6. Mayreau,
7. navigation,
8. Kralendijk,
9. Willemstad,
10. Oranjestad
Ocean Cruises: Barbados, Portugal
Bridgetown Itinerary Ocean Cruises
External from $5,148
price per person Taxes included
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Wind Spirit | Mar. 28, 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 Kitts and Nevis, Guadeloupe, Dominica, Martinique, Saint Vincent and the Grenadines
Bridgetown Itinerary Caribbean
External from $5,628
price per person Taxes included
See the cruise Book Online Book Online
Wind Spirit | Mar. 21, 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
Caribbean: Barbados, Martinique, Saint Lucia, Sri Lanka, Saint Vincent and the Grenadines, Grenada
Bridgetown Itinerary Caribbean
External from $5,638
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
sold out
Barbados, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Martinique
Bridgetown Itinerary Caribbean
External from $5,793
price per person Taxes included
Wind Spirit | Mar. 7, 2026
Duration: 8 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Saint Johns,
5. Les Saintes,
6. Roseau,
7. Mayreau,
8. Fort de france,
9. Bridgetown
Caribbean: Barbados, Saint Kitts and Nevis, Guadeloupe, Dominica, Saint Vincent and the Grenadines, Martinique
Bridgetown Itinerary Caribbean
External from $5,793
price per person Taxes included
See the cruise Book Online Book Online
Wind Spirit | Dec. 28, 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
Caribbean: Barbados, Saint Vincent and the Grenadines, Saint Lucia, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
External from $5,971
price per person Taxes included
See the cruise Book Online Book Online
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, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba, Colombia, Panama
Bridgetown Itinerary Caribbean
External from $6,129
price per person Taxes included
See the cruise Book Online Book Online
Wind Spirit | Nov. 18, 2025
Duration: 11 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Mayreau,
4. Saint George,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad,
9. navigation,
10. Cartagena De Indias,
11. navigation,
12. Colon
13 cruises