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All Caribbean Cruises with Windstar Cruises in November 2025

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5 cruises

Caribbean: Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, Virgin Islands, British Virgin Islands

San Juan Itinerary Caribbean
from $5,169.75
price per person Taxes included
8 reservations in 48 hours
See the cruise
Star Pride | 2/11/2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Basseterre,
4. Gustavia,
5. Sint Maarten,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan

Caribbean: Puerto Rico, Grenada, Saint Vincent and the Grenadines, Sri Lanka, Guadeloupe, Saint Martin

San Juan Itinerary Caribbean
from $5,354.45
price per person Taxes included
11 reservations in 48 hours
See the cruise
Star Pride | 9/11/2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Saint George,
4. Bequia,
5. Pigeon Island,
6. Les Saintes,
7. Marigot,
8. San Juan

Caribbean: Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, Virgin Islands, British Virgin Islands

San Juan Itinerary Caribbean
from $5,169.75
price per person Taxes included
8 reservations in 36 hours
See the cruise
Star Pride | 16/11/2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Basseterre,
4. Gustavia,
5. Sint Maarten,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan

Caribbean: Puerto Rico, Grenada, Saint Vincent and the Grenadines, Sri Lanka, Guadeloupe, Saint Martin

San Juan Itinerary Caribbean
from $5,354.45
price per person Taxes included
12 reservations in 48 hours
See the cruise
Star Pride | 23/11/2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Saint George,
4. Bequia,
5. Pigeon Island,
6. Les Saintes,
7. Marigot,
8. San Juan

Caribbean: Puerto Rico, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, Virgin Islands, British Virgin Islands

San Juan Itinerary Caribbean
from $5,169.75
price per person Taxes included
9 reservations in 36 hours
See the cruise
Star Pride | 30/11/2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Gustavia,
4. Basseterre,
5. Sint Maarten,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan
5 cruises