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Itineraries and cruises Windstar Cruises departing from Oranjestad

  • 2025
  • 2026
December 2025
January 2026 February 2026 March 2026
6 cruises

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

Oranjestad Itinerary Caribbean
from $5,454
price per person Taxes included
4 reservations in 72 hours
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Wind Spirit | 20 Dec 2025
Duration: 8 nights
Departure from: Oranjestad Landing: Bridgetown
Itinerary:
1. Oranjestad,
2. Willemstad,
3. Kralendijk,
4. navigation,
5. Saint Johns,
6. Saint Johns,
7. Mayreau,
8. Bequia,
9. Bridgetown

: Aruba, Spain, Panama

Oranjestad Itinerary
from $6,273
price per person Taxes included
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Star Pride | 17 Jan 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

Central America: Aruba, Colombia, Spain, Panama

Oranjestad Itinerary Central America
from $6,228
price per person Taxes included
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Wind Surf | 1 Feb 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
sold out

Aruba, Colombia, Spain, Panama

Oranjestad Itinerary Central America
from $6,042
price per person Taxes included
Wind Surf | 1 Feb 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, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, United Kingdom, Barbados

Oranjestad Itinerary Caribbean
from $4,882
price per person Taxes included
See the cruise Book
Star Pride | 15 Mar 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, Netherlands Antilles, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, United Kingdom, Barbados

Oranjestad Itinerary Caribbean
from $6,001
price per person Taxes included
Star Pride | 15 Mar 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
6 cruises