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Itineraries and cruises Windstar Cruises departing from Bridgetown

  • 2027
November 2026 December 2026
January 2027 February 2027 March 2027
8 cruises
Caribbean: Barbados, Saint Lucia, Trinidad and Tobago, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
Suite from $3,698
price per person Taxes included
See the cruise Book
Star Legend | 4 Dec 2026
Duration: 8 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. Pitons,
4. Scarborough,
5. Bequia,
6. Mayreau,
7. Saint George,
8. navigation,
9. Willemstad,
10. Oranjestad
Ocean Cruises: Barbados, Portugal, Morocco
Bridgetown Itinerary Ocean Cruises
Suite from $4,331
price per person Taxes included
See the cruise Book
Star Legend | 2 Mar 2027
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. Funchal,
12. Funchal,
13. navigation,
14. Casablanca,
15. navigation,
16. Lisbon
Caribbean: Barbados, Martinique, Saint Lucia, Saint Vincent and the Grenadines, Grenada
Bridgetown Itinerary Caribbean
Suite from $5,726
price per person Taxes included
See the cruise Book
Star Legend | 27 Nov 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Rodney Bay,
4. Rodney Bay,
5. Castries,
6. Pitons,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Caribbean: Barbados, Saint Lucia, Trinidad and Tobago, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba, Spain, Panama
Bridgetown Itinerary Caribbean
Suite from $7,813
price per person Taxes included
See the cruise Book
Star Legend | 4 Dec 2026
Duration: 16 nights
Departure from: Bridgetown Landing: Balboa
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. Pitons,
4. Scarborough,
5. Bequia,
6. Mayreau,
7. Saint George,
8. navigation,
9. Willemstad,
10. Oranjestad,
11. navigation,
12. Cartagena ,
13. Cartagena ,
14. navigation,
15. Bocas del Toro,
16. San Blas Island,
17. navigation,
18. Balboa
Caribbean: Barbados, Martinique, Saint Lucia, Saint Vincent and the Grenadines, Grenada, Trinidad and Tobago, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
Suite from $8,563
price per person Taxes included
See the cruise Book
Star Legend | 27 Nov 2026
Duration: 15 nights
Departure from: Bridgetown Landing: Oranjestad
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Rodney Bay,
4. Rodney Bay,
5. Castries,
6. Pitons,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown,
11. Rodney Bay,
12. Pitons,
13. Scarborough,
14. Bequia,
15. Mayreau,
16. Saint George,
17. navigation,
18. Willemstad,
19. Oranjestad
Ocean Cruises: Barbados, Portugal, Morocco, Spain, Gibraltar
Bridgetown Itinerary Ocean Cruises
Suite from $9,689
price per person Taxes included
See the cruise Book
Star Legend | 2 Mar 2027
Duration: 23 nights
Departure from: Bridgetown Landing: Barcelona
Itinerary:
1. Bridgetown,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. Funchal,
12. Funchal,
13. navigation,
14. Casablanca,
15. navigation,
16. Lisbon,
17. navigation,
18. Cadiz,
19. Gibraltar,
20. Malaga,
21. Almeria,
22. Cartagena ,
23. Palma de Mallorca,
24. Barcelona
Caribbean: Barbados, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba, Spain, Panama
Bridgetown Itinerary Caribbean
External from $15,063
price per person Taxes included
See the cruise Book
Wind Star | 24 Nov 2026
Duration: 11 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Saint George,
4. navigation,
5. Kralendijk,
6. Willemstad,
7. Oranjestad,
8. navigation,
9. Cartagena ,
10. navigation,
11. San Blas Island,
12. Colon
sold out
Barbados, Saint Vincent and the Grenadines, Grenada, Netherlands Antilles, Aruba, Spain, Panama, Costa Rica
Bridgetown Itinerary Central America
External from $17,184
price per person Taxes included
Wind Star | 24 Nov 2026
Duration: 18 nights
Departure from: Bridgetown Landing: Puntarenas
Itinerary:
1. Bridgetown,
2. Bequia,
3. Saint George,
4. navigation,
5. Kralendijk,
6. Willemstad,
7. Oranjestad,
8. navigation,
9. Cartagena ,
10. navigation,
11. San Blas Island,
12. Colon,
13. navigation,
14. Balboa,
15. Balboa,
16. navigation,
17. Isla Parida,
18. navigation,
19. Quepos,
20. Puntarenas
8 cruises