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Windstar Cruises Catalog December 2026

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December 2025
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39 cruises
Central America: Panama, Costa Rica, Haiti
Balboa Itinerary Central America
Suite from $3,346
price per person Taxes included
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Star Legend | Dec 20, 2026
Duration: 8 nights
Departure from: Balboa Landing: Puntarenas
Itinerary:
1. Balboa,
2. navigation,
3. Isla Parida,
4. navigation,
5. Quepos,
6. Puntarenas,
7. Tortuga,
8. Playa Flamingo,
9. Puntarenas
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $3,794
price per person Taxes included
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Star Pride | Dec 6, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $3,832
price per person Taxes included
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Star Pride | Dec 13, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Ocean Cruises: Portugal, Antigua and Barbuda, Sint Maarten
Lisbon Itinerary Ocean Cruises
External from $3,914
price per person Taxes included
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Wind Surf | Dec 5, 2026
Duration: 14 nights
Departure from: Lisbon Landing: Philipsburg
Itinerary:
1. Lisbon,
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. Saint Johns,
15. Philipsburg
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $4,036
price per person Taxes included
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Star Pride | Dec 20, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Caribbean: Sint Maarten, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
External from $4,061
price per person Taxes included
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Wind Surf | Dec 26, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. Charlestown,
4. Roseau,
5. Mayreau,
6. Les Saintes,
7. Basseterre,
8. Philipsburg
Central America: Aruba, Colombia, Panama
Oranjestad Itinerary Central America
Suite from $4,078
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 De Indias,
4. Cartagena De Indias,
5. navigation,
6. Bocas del Toro,
7. San Blas Island,
8. navigation,
9. Balboa
Caribbean: Sint Maarten, Saint Barthelemy, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
External from $4,081
price per person Taxes included
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Wind Surf | Dec 19, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. navigation,
4. Tortola Island,
5. Tortola Island,
6. Jost Van Dyke,
7. Jost Van Dyke,
8. Virgin Gorda,
9. Philipsburg
Oceania: French Polynesia
Papeete Itinerary Oceania
Suite from $4,260
price per person Taxes included
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Star Breeze | Dec 3, 2026
Duration: 7 nights
Departure from: Papeete Landing: Papeete
Itinerary:
1. Papeete,
2. Moorea,
3. Raiatea,
4. Raiatea,
5. Tahaa,
6. Bora Bora,
7. Bora Bora,
8. Huahine,
9. Papeete
Caribbean: Barbados, Saint Lucia, Trinidad and Tobago, Saint Vincent and the Grenadines, Netherlands Antilles, Aruba
Bridgetown Itinerary Caribbean
Suite from $4,265
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
39 cruises