All Windstar Cruises cruises of December 2026

Caribbean: Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, British Virgin Islands

Suite from $4,387
price per person Taxes included

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Star Pride | 13 Dec 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

Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin

Suite from $4,845
price per person Taxes included

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Star Pride | 20 Dec 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, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin

Suite from $4,845
price per person Taxes included

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Star Pride | 6 Dec 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

Central America: Panama, Costa Rica, Haiti

Suite from $4,921
price per person Taxes included

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Star Legend | 20 Dec 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: Sint Maarten, Saint Barthelemy, British Virgin Islands, Virgin Islands

External from $4,978
price per person Taxes included

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Wind Surf | 19 Dec 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

Caribbean: Barbados, Saint Lucia, Trinidad and Tobago, Saint Vincent and the Grenadines, Netherlands Antilles, Aruba

Suite from $4,991
price per person Taxes included

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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. navigation,

8. Kralendijk,

9. Willemstad,

10. Oranjestad

Caribbean: Sint Maarten, Saint Barthelemy, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Kitts and Nevis

External from $5,208
price per person Taxes included

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Wind Surf | 26 Dec 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: Panama, Costa Rica

External from $5,278
price per person Taxes included

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Wind Star | 19 Dec 2026

Duration: 7 nights

Departure from: Colon Landing: Puntarenas

Itinerary:

1. Colon,

2. navigation,

3. Balboa,

4. Balboa,

5. navigation,

6. Isla Parida,

7. navigation,

8. Quepos,

9. Puntarenas

Central America: Aruba, Spain, Panama

Suite from $5,335
price per person Taxes included

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Star Legend | 12 Dec 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: Costa Rica, Panama

External from $5,666
price per person Taxes included

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Wind Star | 12 Dec 2026

Duration: 7 nights

Departure from: Puntarenas Landing: Colon

Itinerary:

1. Puntarenas,

2. Quepos,

3. navigation,

4. Isla Parida,

5. navigation,

6. Balboa,

7. navigation,

8. Colon

Windstar Cruises Catalog December 2026