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All Caribbean Cruises with Windstar Cruises in November 2027

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  • 2028
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January 2028 February 2028 March 2028
13 cruises
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $4,945
price per person Taxes included
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Star Pride | 22/11/2027
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. Saint George,
3. Bequia,
4. Mayreau,
5. Les Saintes,
6. Marigot,
7. Saint Johns
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $5,011
price per person Taxes included
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Star Pride | 15/11/2027
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
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $5,089
price per person Taxes included
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Star Pride | 8/11/2027
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. Saint George,
3. Bequia,
4. Mayreau,
5. Les Saintes,
6. Marigot,
7. Saint Johns
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $5,155
price per person Taxes included
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Star Pride | 1/11/2027
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
Caribbean: Sint Maarten, United States, Dominica, Saint Vincent and the Grenadines, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis
Philipsburg Itinerary Caribbean
Suite External from $5,347
price per person Taxes included
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Wind Surf | 28/11/2027
Duration: 7 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Charlestown,
3. Roseau,
4. Mayreau,
5. Les Saintes,
6. Gustavia,
7. Basseterre,
8. Philipsburg
Caribbean: Sint Maarten, Saint Barthelemy, Antigua and Barbuda, France, British Virgin Islands, Virgin Islands
Philipsburg Itinerary Caribbean
Suite External from $6,211
price per person Taxes included
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Wind Surf | 20/11/2027
Duration: 8 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Gustavia,
3. Saint Johns,
4. Deshaies,
5. Tortola Island,
6. Tortola Island,
7. Jost Van Dyke,
8. Jost Van Dyke,
9. Virgin Gorda,
10. Philipsburg
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $8,233
price per person Taxes included
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Star Pride | 15/11/2027
Duration: 14 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,
9. Saint George,
10. Bequia,
11. Mayreau,
12. Les Saintes,
13. Marigot,
14. Saint Johns
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin, United States, Dominican Republic, Spain, Panama
Saint Johns Itinerary Caribbean
Suite from $8,321
price per person Taxes included
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Star Pride | 22/11/2027
Duration: 14 nights
Departure from: Saint Johns Landing: Colon
Itinerary:
1. Saint Johns,
2. Saint George,
3. Bequia,
4. Mayreau,
5. Les Saintes,
6. Marigot,
7. Saint Johns,
8. Catalina Island,
9. Santo Domingo,
10. Cartagena ,
11. Cartagena ,
12. San Blas Island,
13. Colon
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $8,377
price per person Taxes included
See the cruise Book
Star Pride | 8/11/2027
Duration: 14 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. Saint George,
3. Bequia,
4. Mayreau,
5. Les Saintes,
6. Marigot,
7. Saint Johns,
8. St. John ,
9. Basseterre,
10. Gustavia,
11. Philipsburg,
12. Jost Van Dyke,
13. Virgin Gorda,
14. Saint Johns
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $8,520
price per person Taxes included
See the cruise Book
Star Pride | 1/11/2027
Duration: 14 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,
9. Saint George,
10. Bequia,
11. Mayreau,
12. Les Saintes,
13. Marigot,
14. Saint Johns
13 cruises