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Itineraries and cruises Princess Cruises departing from San Juan

52 cruises

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Lucia

San Juan Itinerary Caribbean
from $1,376.44
price per person Taxes included
9 reservations in 48 hours
Grand Princess | Oct 12, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Basseterre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. Castries,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados

San Juan Itinerary Caribbean
from $731.79
price per person Taxes included
3 reservations in 72 hours
Grand Princess | Oct 12, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Basseterre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Lucia, Barbados, British Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada

San Juan Itinerary Caribbean
from $1,336.22
price per person Taxes included
2 reservations in 48 hours
Grand Princess | Oct 19, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Castries,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Tortola Island,
10. Basseterre,
11. Dominica,
12. Grenada,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Lucia, Barbados

San Juan Itinerary Caribbean
from $701.63
price per person Taxes included
5 reservations in 72 hours
Grand Princess | Oct 19, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Castries,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines

San Juan Itinerary Caribbean
from $1,336.22
price per person Taxes included
8 reservations in 36 hours
Grand Princess | Oct 26, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Basseterre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. St Vincent,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados

San Juan Itinerary Caribbean
from $691.57
price per person Taxes included
Grand Princess | Oct 26, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Basseterre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $691.57
price per person Taxes included
5 reservations in 72 hours
Grand Princess | Nov 2, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines, Barbados, Saint Kitts and Nevis, Martinique, Grenada

San Juan Itinerary Caribbean
from $1,366.38
price per person Taxes included
2 reservations in 48 hours
Grand Princess | Nov 2, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Croix ,
10. Basseterre,
11. Fort de france,
12. Grenada,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados, Sint Maarten, Antigua and Barbuda

San Juan Itinerary Caribbean
from $1,386.49
price per person Taxes included
11 reservations in 48 hours
Grand Princess | Nov 9, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Basseterre,
4. Fort de france,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. Fort de france,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados

San Juan Itinerary Caribbean
from $701.63
price per person Taxes included
2 reservations in 72 hours
Grand Princess | Nov 9, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Basseterre,
4. Fort de france,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Martinique, Barbados

San Juan Itinerary Caribbean
from $711.68
price per person Taxes included
Grand Princess | Nov 16, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Fort de france,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Martinique, Barbados, Dominica, Saint Lucia, Grenada

San Juan Itinerary Caribbean
from $1,497.10
price per person Taxes included
3 reservations in 48 hours
Grand Princess | Nov 16, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Fort de france,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Croix ,
10. Dominica,
11. Castries,
12. Grenada,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Dominica, Saint Lucia, Grenada, Barbados

San Juan Itinerary Caribbean
from $812.23
price per person Taxes included
4 reservations in 72 hours
Grand Princess | Nov 23, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Dominica,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Dominica, Saint Lucia, Grenada, Barbados, Sint Maarten, Antigua and Barbuda

San Juan Itinerary Caribbean
from $1,456.88
price per person Taxes included
13 reservations in 36 hours
Grand Princess | Nov 23, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Dominica,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. Dominica,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados, Saint Kitts and Nevis, Saint Lucia, Saint Vincent and the Grenadines

San Juan Itinerary Caribbean
from $1,326.16
price per person Taxes included
Grand Princess | Nov 30, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Croix ,
10. Basseterre,
11. Castries,
12. St Vincent,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados

San Juan Itinerary Caribbean
from $671.46
price per person Taxes included
3 reservations in 48 hours
Grand Princess | Nov 30, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $701.63
price per person Taxes included
5 reservations in 72 hours
Grand Princess | Dec 7, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Basseterre,
4. Castries,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Saint Vincent and the Grenadines, Barbados, Sint Maarten, Antigua and Barbuda, Dominica

San Juan Itinerary Caribbean
from $1,346.27
price per person Taxes included
13 reservations in 36 hours
Grand Princess | Dec 7, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Basseterre,
4. Castries,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. Dominica,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados

San Juan Itinerary Caribbean
from $691.57
price per person Taxes included
2 reservations in 48 hours
Grand Princess | Dec 14, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados, Guadeloupe, Grenada

San Juan Itinerary Caribbean
from $1,487.05
price per person Taxes included
4 reservations in 72 hours
Grand Princess | Dec 14, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Croix ,
10. Pointe à Pitre,
11. Dominica,
12. Grenada,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados

San Juan Itinerary Caribbean
from $812.23
price per person Taxes included
5 reservations in 72 hours
Grand Princess | Dec 21, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Pointe à Pitre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines

San Juan Itinerary Caribbean
from $1,899.31
price per person Taxes included
12 reservations in 48 hours
Grand Princess | Dec 21, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Pointe à Pitre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. St Vincent,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $1,144.05
price per person Taxes included
2 reservations in 48 hours
Grand Princess | Dec 28, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines, Barbados, Saint Kitts and Nevis, Saint Lucia, Grenada

San Juan Itinerary Caribbean
from $1,860.20
price per person Taxes included
4 reservations in 72 hours
Grand Princess | Dec 28, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Croix ,
10. Basseterre,
11. Castries,
12. Grenada,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Grenada, Barbados, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines

San Juan Itinerary Caribbean
from $1,346.27
price per person Taxes included
11 reservations in 48 hours
Grand Princess | Jan 4, 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Basseterre,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. St Vincent,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Grenada, Barbados

San Juan Itinerary Caribbean
from $741.85
price per person Taxes included
2 reservations in 48 hours
Grand Princess | Jan 4, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Croix ,
3. Basseterre,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines, Barbados, Dominica

San Juan Itinerary Caribbean
from $1,255.78
price per person Taxes included
3 reservations in 72 hours
Grand Princess | Jan 11, 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. Dominica,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Saint Vincent and the Grenadines, Barbados

San Juan Itinerary Caribbean
from $641.30
price per person Taxes included
4 reservations in 48 hours
Grand Princess | Jan 11, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. St Vincent,
6. Bridgetown,
7. navigation,
8. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados, Guadeloupe

San Juan Itinerary Caribbean
from $1,275.89
price per person Taxes included
9 reservations in 36 hours
Grand Princess | Jan 18, 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Sint Maarten,
11. Saint Johns,
12. Pointe à Pitre,
13. Bridgetown,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Barbados

San Juan Itinerary Caribbean
from $641.30
price per person Taxes included
4 reservations in 48 hours
Grand Princess | Jan 18, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Sint Maarten,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan
52 cruises