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Itineraries and cruises Windstar Cruises departing from Oranjestad

  • 2026
  • 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 December 2026
January 2027 February 2027
8 cruises
Caribbean: Aruba, Netherlands Antilles, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Trinidad and Tobago, Barbados
Oranjestad Itinerary Caribbean
Suite from $4,480
price per person Taxes included
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Star Pride | Mar. 15, 2026
Duration: 7 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Kralendijk,
3. navigation,
4. Pigeon Island,
5. Pitons,
6. Bequia,
7. Mayreau,
8. Scarborough,
9. Bridgetown
: Aruba, Spain, Panama
Oranjestad Itinerary
Suite from $5,050
price per person Taxes included
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Star Legend | Dec. 12, 2026
Duration: 8 nights
Departure from: Oranjestad Landing: Balboa
Itinerary:
1. Oranjestad,
2. navigation,
3. Cartagena ,
4. Cartagena ,
5. navigation,
6. Bocas del Toro,
7. San Blas Island,
8. navigation,
9. Balboa
: Aruba, Netherlands Antilles, Saint Lucia, Saint Vincent and the Grenadines, Barbados
Oranjestad Itinerary
Suite from $5,303
price per person Taxes included
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Star Legend | Feb. 23, 2027
Duration: 7 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Willemstad,
3. Kralendijk,
4. navigation,
5. Pitons,
6. Mayreau,
7. Bequia,
8. Bridgetown
sold out
Aruba, Netherlands Antilles, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, United Kingdom, Barbados
Oranjestad Itinerary Caribbean
Suite from $5,303
price per person Taxes included
Star Pride | Mar. 15, 2026
Duration: 7 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Kralendijk,
3. navigation,
4. Pigeon Island,
5. Pitons,
6. Bequia,
7. Mayreau,
8. Man of War Bay,
9. Bridgetown
sold out
Aruba, Colombia, Spain, Panama
Oranjestad Itinerary Central America
External from $5,340
price per person Taxes included
Wind Surf | Feb. 1, 2026
Duration: 8 nights
Departure from: Oranjestad Landing: Colon
Itinerary:
1. Oranjestad,
2. navigation,
3. Santa Marta,
4. Cartagena ,
5. navigation,
6. Bocas del Toro,
7. navigation,
8. Colon,
9. Colon
Caribbean: Aruba, Netherlands Antilles, Grenada, Saint Vincent and the Grenadines, Barbados
Oranjestad Itinerary Caribbean
External from $5,480
price per person Taxes included
See the cruise Book Online Book Online
Wind Spirit | Dec. 20, 2025
Duration: 8 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Willemstad,
3. Kralendijk,
4. navigation,
5. Saint George,
6. Saint George,
7. Mayreau,
8. Bequia,
9. Bridgetown
Mediterranean: Aruba, Spain, Panama
Oranjestad Itinerary Mediterranean
External from $5,669
price per person Taxes included
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Wind Surf | Feb. 1, 2026
Duration: 8 nights
Departure from: Oranjestad Landing: Colon
Itinerary:
1. Oranjestad,
2. navigation,
3. Cartagena ,
4. Cartagena ,
5. navigation,
6. Bocas del Toro,
7. navigation,
8. Colon
Central America: Aruba, Spain, Panama
Oranjestad Itinerary Central America
Suite from $5,709
price per person Taxes included
See the cruise Book Online Book Online
Star Pride | Jan. 17, 2026
Duration: 8 nights
Departure from: Oranjestad Landing: Balboa
Itinerary:
1. Oranjestad,
2. navigation,
3. Cartagena ,
4. Cartagena ,
5. navigation,
6. Bocas del Toro,
7. San Blas Island,
8. navigation,
9. Balboa
8 cruises