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Cruises of Windstar Cruises in Puerto Rico November 2025

  • 2024
  • 2025
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5 cruises

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

favorite
San Juan Itinerary Caribbean
from $3,197.54
price per person Taxes included
10 reservations in 48 hours
See the cruise Book
Star Pride | Nov 2, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan

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

favorite
San Juan Itinerary Caribbean
from $2,938.34
price per person Taxes included
13 reservations in 48 hours
See the cruise Book
Star Pride | Nov 9, 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, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands

favorite
San Juan Itinerary Caribbean
from $2,974.09
price per person Taxes included
10 reservations in 48 hours
See the cruise Book
Star Pride | Nov 16, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Basseterre,
4. Gustavia,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan

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

favorite
San Juan Itinerary Caribbean
from $2,938.34
price per person Taxes included
14 reservations in 48 hours
See the cruise Book
Star Pride | Nov 23, 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, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, British Virgin Islands

favorite
San Juan Itinerary Caribbean
from $2,974.09
price per person Taxes included
11 reservations in 36 hours
See the cruise Book
Star Pride | Nov 30, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. San Juan
5 cruises