All Caribbean Cruises with Windstar Cruises in November 2026

  • 2025
  • 2027
11 cruises
Bridgetown Itinerary Caribbean
Suite from $3,803
price per person Taxes included
Star Legend | Nov 27, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Fort de france,
3. Pigeon Island,
4. Pigeon Island,
5. Castries,
6. Pitons,
7. Mayreau,
8. Saint George,
9. Bequia,
10. Bridgetown
Saint Johns Itinerary Caribbean
Suite from $3,832
price per person Taxes included
Star Pride | Nov 29, 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
Saint Johns Itinerary Caribbean
Suite from $4,036
price per person Taxes included
Star Pride | Nov 8, 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
Saint Johns Itinerary Caribbean
Suite from $4,036
price per person Taxes included
Star Pride | Nov 22, 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
Saint Johns Itinerary Caribbean
Suite from $4,075
price per person Taxes included
Star Pride | Nov 15, 2026
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
Saint Johns Itinerary Caribbean
Suite from $6,052
price per person Taxes included
Star Pride | Nov 29, 2026
Duration: 14 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,
9. navigation,
10. Saint George,
11. Bequia,
12. Mayreau,
13. Les Saintes,
14. Marigot,
15. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $6,294
price per person Taxes included
Star Pride | Nov 22, 2026
Duration: 14 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,
9. St. John ,
10. Gustavia,
11. Basseterre,
12. Philipsburg,
13. Jost Van Dyke,
14. Virgin Gorda,
15. Saint Johns
Bridgetown Itinerary Caribbean
External from $6,460
price per person Taxes included
Wind Star | Nov 24, 2026
Duration: 11 nights
Departure from: Bridgetown Landing: Colon
Itinerary:
1. Bridgetown,
2. Bequia,
3. Saint George,
4. navigation,
5. Kralendijk,
6. Willemstad,
7. Oranjestad,
8. navigation,
9. Cartagena De Indias,
10. navigation,
11. San Blas Island,
12. Colon
Saint Johns Itinerary Caribbean
Suite from $6,536
price per person Taxes included
Star Pride | Nov 15, 2026
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. navigation,
10. Saint George,
11. Bequia,
12. Mayreau,
13. Les Saintes,
14. Marigot,
15. Saint Johns
Saint Johns Itinerary Caribbean
Suite from $6,536
price per person Taxes included
Star Pride | Nov 8, 2026
Duration: 14 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,
9. St. John ,
10. Basseterre,
11. Gustavia,
12. Philipsburg,
13. Jost Van Dyke,
14. Virgin Gorda,
15. Saint Johns
11 cruises