home

Itineraries and cruises Princess Cruises departing from San Juan

  • 2025
  • 2026
  • 2027
January 2026 February 2026 March 2026 April 2026 May 2026 June 2026 July 2026 August 2026 September 2026 October 2026 November 2026 December 2026
78 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 $1,695
price per person Taxes included
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 $960
price per person Taxes included
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 $1,585
price per person Taxes included
2 reservations in 72 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 $777
price per person Taxes included
2 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, Antigua and Barbuda, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $1,581
price per person Taxes included
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. navigation,
10. Bridgetown,
11. Dominica,
12. Saint Johns,
13. Sint Maarten,
14. Saint Thomas,
15. San Juan

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

San Juan Itinerary Caribbean
from $806
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, Barbados, Dominica, Antigua and Barbuda, Sint Maarten, Virgin Islands

San Juan Itinerary Caribbean
from $794
price per person Taxes included
Grand Princess | Nov 2, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Bridgetown,
4. Dominica,
5. Saint Johns,
6. Sint Maarten,
7. Saint Thomas,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,559
price per person Taxes included
Grand Princess | Nov 2, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Bridgetown,
4. Dominica,
5. Saint Johns,
6. Sint Maarten,
7. Saint Thomas,
8. San Juan,
9. Sint Maarten,
10. Dominica,
11. Bridgetown,
12. Grenada,
13. navigation,
14. Basseterre,
15. San Juan

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

San Juan Itinerary Caribbean
from $1,542
price per person Taxes included
Grand Princess | Nov 9, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Sint Maarten,
3. Dominica,
4. Bridgetown,
5. Grenada,
6. navigation,
7. Basseterre,
8. San Juan,
9. Sint Maarten,
10. Dominica,
11. Bridgetown,
12. navigation,
13. Saint Johns,
14. Saint Thomas,
15. San Juan

Caribbean: Puerto Rico, Sint Maarten, Dominica, Barbados, Grenada, Saint Kitts and Nevis

San Juan Itinerary Caribbean
from $794
price per person Taxes included
Grand Princess | Nov 9, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Sint Maarten,
3. Dominica,
4. Bridgetown,
5. Grenada,
6. navigation,
7. Basseterre,
8. San Juan

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

San Juan Itinerary Caribbean
from $784
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. Sint Maarten,
3. Dominica,
4. Bridgetown,
5. navigation,
6. Saint Johns,
7. Saint Thomas,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,650
price per person Taxes included
Grand Princess | Nov 16, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Sint Maarten,
3. Dominica,
4. Bridgetown,
5. navigation,
6. Saint Johns,
7. Saint Thomas,
8. San Juan,
9. Sint Maarten,
10. Castries,
11. Bridgetown,
12. Grenada,
13. Dominica,
14. navigation,
15. San Juan

Caribbean: Puerto Rico, Sint Maarten, Saint Lucia, Barbados, Grenada, Dominica

San Juan Itinerary Caribbean
from $904
price per person Taxes included
Grand Princess | Nov 23, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Sint Maarten,
3. Castries,
4. Bridgetown,
5. Grenada,
6. Dominica,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,607
price per person Taxes included
Grand Princess | Nov 23, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Sint Maarten,
3. Castries,
4. Bridgetown,
5. Grenada,
6. Dominica,
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 Lucia, British Virgin Islands, Saint Kitts and Nevis

San Juan Itinerary Caribbean
from $1,574
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. navigation,
10. Bridgetown,
11. Castries,
12. Saint Johns,
13. Tortola Island,
14. Basseterre,
15. San Juan

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

San Juan Itinerary Caribbean
from $740
price per person Taxes included
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, Barbados, Saint Lucia, Antigua and Barbuda, British Virgin Islands, Saint Kitts and Nevis

San Juan Itinerary Caribbean
from $865
price per person Taxes included
Grand Princess | Dec 7, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Bridgetown,
4. Castries,
5. Saint Johns,
6. Tortola Island,
7. Basseterre,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,684
price per person Taxes included
Grand Princess | Dec 7, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Bridgetown,
4. Castries,
5. Saint Johns,
6. Tortola Island,
7. Basseterre,
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 $871
price per person Taxes included
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, British Virgin Islands, Guadeloupe, Grenada

San Juan Itinerary Caribbean
from $1,920
price per person Taxes included
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. Tortola Island,
10. Pointe à Pitre,
11. Dominica,
12. Grenada,
13. Bridgetown,
14. navigation,
15. San Juan

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

San Juan Itinerary Caribbean
from $1,080
price per person Taxes included
4 reservations in 72 hours
Grand Princess | Dec 21, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
3. Pointe à Pitre,
4. Dominica,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $2,821
price per person Taxes included
4 reservations in 72 hours
Grand Princess | Dec 21, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Tortola Island,
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 $2,024
price per person Taxes included
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 $2,716
price per person Taxes included
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 Thomas,
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, Dominica

San Juan Itinerary Caribbean
from $1,596
price per person Taxes included
Grand Princess | Jan 4, 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Basseterre,
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, Saint Kitts and Nevis, Saint Lucia, Grenada, Barbados

San Juan Itinerary Caribbean
from $909
price per person Taxes included
Grand Princess | Jan 4, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Basseterre,
4. Castries,
5. Grenada,
6. Bridgetown,
7. navigation,
8. San Juan

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

San Juan Itinerary Caribbean
from $1,548
price per person Taxes included
5 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. Dominica,
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 $728
price per person Taxes included
5 reservations in 72 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. Dominica,
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 $1,472
price per person Taxes included
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 $761
price per person Taxes included
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
78 cruises