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Cruises of Princess Cruises in Puerto Rico

  • 2025
  • 2026
  • 2027
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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 $2,347
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. Philipsburg,
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 $1,333
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 $2,248
price per person Taxes included
Grand Princess | Oct. 19, 2025
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
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 $1,067
price per person Taxes included
Grand Princess | Oct. 19, 2025
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
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 $2,284
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. Philipsburg,
14. Saint Thomas,
15. San Juan

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

San Juan Itinerary Caribbean
from $1,233
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 $1,104
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. Philipsburg,
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 $2,198
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. Philipsburg,
7. Saint Thomas,
8. San Juan,
9. Philipsburg,
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 $2,204
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. Philipsburg,
3. Dominica,
4. Bridgetown,
5. Grenada,
6. navigation,
7. Basseterre,
8. San Juan,
9. Philipsburg,
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 $1,119
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. Philipsburg,
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 $1,119
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. Philipsburg,
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 $2,275
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. Philipsburg,
3. Dominica,
4. Bridgetown,
5. navigation,
6. Saint Johns,
7. Saint Thomas,
8. San Juan,
9. Philipsburg,
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 $1,205
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. Philipsburg,
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 $2,146
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. Philipsburg,
3. Castries,
4. Bridgetown,
5. Grenada,
6. Dominica,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Philipsburg,
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 $2,118
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. Philipsburg,
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 $991
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. Philipsburg,
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 $1,182
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 $2,332
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. Philipsburg,
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 $1,205
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. Philipsburg,
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 $2,527
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. Philipsburg,
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 $1,361
price per person Taxes included
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 $3,696
price per person Taxes included
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. Philipsburg,
11. Saint Johns,
12. Kingstown,
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 $2,590
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. Philipsburg,
4. Saint Johns,
5. Kingstown,
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 $3,390
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. Philipsburg,
4. Saint Johns,
5. Kingstown,
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 $2,162
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. Philipsburg,
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 $1,067
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 $2,027
price per person Taxes included
Grand Princess | Jan. 11, 2026
Duration: 14 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Philipsburg,
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 $1,148
price per person Taxes included
Grand Princess | Jan. 11, 2026
Duration: 7 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. Saint Thomas,
3. Philipsburg,
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 $1,872
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. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan,
9. Saint Thomas,
10. Philipsburg,
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 $920
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. Philipsburg,
4. Saint Johns,
5. Dominica,
6. Bridgetown,
7. navigation,
8. San Juan
78 cruises