Windstar Cruises Catalog January 2027

2025
2026
2027

September 2025 October 2025 November 2025 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 March 2027 April 2027 May 2027 June 2027 July 2027 August 2027 September 2027 October 2027 November 2027 December 2027

19 cruises

Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy

External from $4,229
price per person Taxes included

See the cruise

Book Online

Wind Surf | Jan. 2, 2027

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. navigation,

3. Tortola Island,

4. Tortola Island,

5. Jost Van Dyke,

6. Jost Van Dyke,

7. Virgin Gorda,

8. Gustavia,

9. Philipsburg

Central America: Panama, Costa Rica

External from $6,374
price per person Taxes included

See the cruise

Book Online

Wind Star | Jan. 2, 2027

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

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

Suite from $4,992
price per person Taxes included

See the cruise

Book Online

Star Pride | Jan. 3, 2027

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

Suite from $5,201
price per person Taxes included

See the cruise

Book Online

Star Legend | Jan. 5, 2027

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

Oceania: French Polynesia

Suite from $4,638
price per person Taxes included

See the cruise

Book Online

Star Breeze | Jan. 7, 2027

Duration: 7 nights

Departure from: Papeete Landing: Papeete

Itinerary:

1. Papeete,

2. Raiatea,

3. Raiatea,

4. Tahaa,

5. Bora Bora,

6. Bora Bora,

7. Huahine,

8. Moorea,

9. Papeete,

10. Papeete

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

External from $4,203
price per person Taxes included

See the cruise

Book Online

Wind Surf | Jan. 9, 2027

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Les Saintes,

4. Mayreau,

5. Roseau,

6. Basseterre,

7. Gustavia,

8. Philipsburg

Costa Rica, Panama

External from $6,045
price per person Taxes included

Wind Star | Jan. 9, 2027

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

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

Suite from $5,045
price per person Taxes included

See the cruise

Book Online

Star Pride | Jan. 10, 2027

Duration: 7 nights

Departure from: Saint Johns Landing: Saint Johns

Itinerary:

1. Saint Johns,

2. St. John ,

3. Basseterre,

4. Gustavia,

5. Philipsburg,

6. Jost Van Dyke,

7. Virgin Gorda,

8. Saint Johns

Central America: Costa Rica, Panama

Suite from $5,201
price per person Taxes included

See the cruise

Book Online

Star Legend | Jan. 12, 2027

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

Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy

External from $4,229
price per person Taxes included

See the cruise

Book Online

Wind Surf | Jan. 16, 2027

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Tortola Island,

3. Tortola Island,

4. Jost Van Dyke,

5. Jost Van Dyke,

6. Virgin Gorda,

7. Gustavia,

8. navigation,

9. Philipsburg

Central America: Panama, Costa Rica

Suite from $5,201
price per person Taxes included

See the cruise

Book Online

Star Legend | Jan. 19, 2027

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

Oceania: French Polynesia

Suite from $4,638
price per person Taxes included

See the cruise

Book Online

Star Breeze | Jan. 21, 2027

Duration: 7 nights

Departure from: Papeete Landing: Papeete

Itinerary:

1. Papeete,

2. Raiatea,

3. Raiatea,

4. Tahaa,

5. Bora Bora,

6. Bora Bora,

7. Huahine,

8. Moorea,

9. Papeete,

10. Papeete

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

External from $4,367
price per person Taxes included

See the cruise

Book Online

Wind Surf | Jan. 23, 2027

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Mayreau,

5. Les Saintes,

6. Basseterre,

7. Gustavia,

8. Philipsburg

Central America: Costa Rica, Panama

External from $6,045
price per person Taxes included

See the cruise

Book Online

Wind Star | Jan. 24, 2027

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

France, Spain, Portugal

External from $5,798
price per person Taxes included

Wind Spirit | Jan. 26, 2027

Duration: 10 nights

Departure from: Amiens Landing: Cadiz

Itinerary:

1. Amiens,

2. Las Palmas,

3. Las Palmas,

4. Bouchemaine,

5. Santa Cruz De La Palma,

6. navigation,

7. Funchal,

8. navigation,

9. navigation,

10. navigation,

11. Cadiz

Central America: Costa Rica, Panama

Suite from $5,201
price per person Taxes included

See the cruise

Book Online

Star Legend | Jan. 26, 2027

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

Oceania: French Polynesia

Suite from $9,091
price per person Taxes included

See the cruise

Book Online

Star Breeze | Jan. 28, 2027

Duration: 14 nights

Departure from: Papeete Landing: Papeete

Itinerary:

1. Papeete,

2. navigation,

3. Fakarava,

4. navigation,

5. Fatu Hiva,

6. Atuona,

7. Nuku Hiva,

8. navigation,

9. Rangiroa,

10. navigation,

11. Tahaa,

12. Bora Bora,

13. Bora Bora,

14. Moorea,

15. Papeete,

16. Papeete

Caribbean: Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy

External from $4,394
price per person Taxes included

See the cruise

Book Online

Wind Surf | Jan. 30, 2027

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Tortola Island,

3. Tortola Island,

4. Jost Van Dyke,

5. Jost Van Dyke,

6. Virgin Gorda,

7. Gustavia,

8. navigation,

9. Philipsburg

Central America: Panama, Costa Rica

External from $6,539
price per person Taxes included

See the cruise

Book Online

Wind Star | Jan. 31, 2027

Duration: 8 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,

10. Puntarenas

19 cruises