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All Caribbean Cruises with Oceania Cruises

58 cruises
Boston Itinerary Caribbean
from $12,786
price per person Taxes included
Insignia | Oct. 27, 2025
Duration: 41 nights
Departure from: Boston Landing: Miami
Itinerary:
1. Boston,
2. Newport,
3. navigation,
4. Hamilton,
5. Hamilton,
6. St. George's Island,
7. navigation,
8. navigation,
9. Saint-Barthélemy,
10. Saint Johns,
11. Castries,
12. Bridgetown,
13. Saint George,
14. Kralendijk,
15. Oranjestad,
16. navigation,
17. navigation,
18. Miami,
19. navigation,
20. navigation,
21. Saint Johns,
22. Castries,
23. Saint George,
24. Scarborough,
25. navigation,
26. navigation,
27. navigation,
28. Santarem,
29. Boca Da Valeria,
30. Manaus,
31. Manaus,
32. Parintins,
33. Alter Do Chao,
34. navigation,
35. navigation,
36. navigation,
37. Bridgetown,
38. Roseau,
39. Philipsburg,
40. San Juan,
41. navigation,
42. navigation,
43. Miami
Boston Itinerary Caribbean
from $4,099
price per person Taxes included
Insignia | Oct. 27, 2025
Duration: 16 nights
Departure from: Boston Landing: Miami
Itinerary:
1. Boston,
2. Newport,
3. navigation,
4. Hamilton,
5. Hamilton,
6. St. George's Island,
7. navigation,
8. navigation,
9. Saint-Barthélemy,
10. Saint Johns,
11. Castries,
12. Bridgetown,
13. Saint George,
14. Kralendijk,
15. Oranjestad,
16. navigation,
17. navigation,
18. Miami
Miami Itinerary Caribbean
from $9,463
price per person Taxes included
Insignia | Nov. 12, 2025
Duration: 25 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Saint Johns,
5. Castries,
6. Saint George,
7. Scarborough,
8. navigation,
9. navigation,
10. navigation,
11. Santarem,
12. Boca Da Valeria,
13. Manaus,
14. Manaus,
15. Parintins,
16. Alter Do Chao,
17. navigation,
18. navigation,
19. navigation,
20. Bridgetown,
21. Roseau,
22. Philipsburg,
23. San Juan,
24. navigation,
25. navigation,
26. Miami
Miami Itinerary Caribbean
Balcony from $5,525
price per person Taxes included
Allura | Nov. 16, 2025
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. Kralendijk,
7. Saint George,
8. Castries,
9. Saint-Barthélemy,
10. Tortola Island,
11. navigation,
12. navigation,
13. Miami
Miami Itinerary Caribbean
from $3,450
price per person Taxes included
Insignia | Dec. 7, 2025
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. Willemstad,
7. Saint George,
8. Castries,
9. San Juan,
10. San Juan,
11. navigation,
12. navigation,
13. Miami
Miami Itinerary Caribbean
Balcony from $5,055
price per person Taxes included
Allura | Dec. 10, 2025
Duration: 11 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. Nassau,
3. navigation,
4. San Juan,
5. Basseterre,
6. Bridgetown,
7. Castries,
8. Saint Johns,
9. Tortola Island,
10. navigation,
11. navigation,
12. Miami
Miami Itinerary Caribbean
from $4,439
price per person Taxes included
Nautica | Dec. 17, 2025
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Charlotte Amalie,
5. Saint Johns,
6. Saint-Barthélemy,
7. Philipsburg,
8. Tortola Island,
9. navigation,
10. navigation,
11. Miami
Miami Itinerary Caribbean
from $4,747
price per person Taxes included
Insignia | Dec. 19, 2025
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. San Juan,
5. Basseterre,
6. Saint Johns,
7. Philipsburg,
8. Charlotte Amalie,
9. navigation,
10. navigation,
11. Miami
Miami Itinerary Caribbean
Balcony from $8,313
price per person Taxes included
Allura | Dec. 21, 2025
Duration: 14 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. Kralendijk,
7. Saint George,
8. Bridgetown,
9. Kingstown,
10. Roseau,
11. Saint Johns,
12. Philipsburg,
13. navigation,
14. navigation,
15. Miami
Miami Itinerary Caribbean
from $4,147
price per person Taxes included
Nautica | Dec. 27, 2025
Duration: 9 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. Costa Maya,
4. Cozumel Island,
5. Belize City,
6. Harvest Cay,
7. navigation,
8. George Town,
9. navigation,
10. Miami
Miami Itinerary Caribbean
from $4,893
price per person Taxes included
Insignia | Dec. 29, 2025
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. Cozumel Island,
4. Costa Maya,
5. Belize City,
6. Roatan,
7. navigation,
8. Montego Bay,
9. George Town,
10. navigation,
11. Miami
Miami Itinerary Caribbean
Balcony from $14,261
price per person Taxes included
Allura | Jan. 4, 2026
Duration: 24 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. Costa Maya,
4. Cozumel Island,
5. Belize City,
6. Saint Thomas,
7. Roatan,
8. navigation,
9. Montego Bay,
10. George Town,
11. navigation,
12. Key West,
13. Miami,
14. navigation,
15. navigation,
16. San Juan,
17. Tortola Island,
18. Frederiksted,
19. Basseterre,
20. Pointe à Pitre,
21. Saint Johns,
22. Charlotte Amalie,
23. navigation,
24. navigation,
25. Miami
Miami Itinerary Caribbean
Balcony from $7,518
price per person Taxes included
Allura | Jan. 4, 2026
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. Costa Maya,
4. Cozumel Island,
5. Belize City,
6. Saint Thomas,
7. Roatan,
8. navigation,
9. Montego Bay,
10. George Town,
11. navigation,
12. Key West,
13. Miami
Miami Itinerary Caribbean
from $5,168
price per person Taxes included
Nautica | Jan. 5, 2026
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Willemstad,
5. Oranjestad,
6. Kralendijk,
7. navigation,
8. Castries,
9. Pointe à Pitre,
10. Jost Van Dyke,
11. navigation,
12. navigation,
13. Miami
Miami Itinerary Caribbean
from $8,669
price per person Taxes included
Insignia | Jan. 8, 2026
Duration: 19 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. Costa Maya,
4. Belize City,
5. Roatan,
6. Cozumel Island,
7. navigation,
8. Miami,
9. navigation,
10. navigation,
11. Oranjestad,
12. Willemstad,
13. navigation,
14. Scarborough,
15. Saint George,
16. Castries,
17. Kingstown,
18. Roseau,
19. Fort de france,
20. Bridgetown
Miami Itinerary Caribbean
from $5,736
price per person Taxes included
Insignia | Jan. 15, 2026
Duration: 12 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. navigation,
7. Scarborough,
8. Saint George,
9. Castries,
10. Kingstown,
11. Roseau,
12. Fort de france,
13. Bridgetown
Miami Itinerary Caribbean
from $12,867
price per person Taxes included
Insignia | Jan. 15, 2026
Duration: 31 nights
Departure from: Miami Landing: Bridgetown
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. navigation,
7. Scarborough,
8. Saint George,
9. Castries,
10. Kingstown,
11. Roseau,
12. Fort de france,
13. Bridgetown,
14. navigation,
15. navigation,
16. navigation,
17. Santarem,
18. Parintins,
19. Manaus,
20. Manaus,
21. Boca Da Valeria,
22. Alter Do Chao,
23. navigation,
24. navigation,
25. Devil's Island,
26. navigation,
27. Scarborough,
28. Scarborough,
29. Saint George,
30. Kingstown,
31. Castries,
32. Bridgetown
Miami Itinerary Caribbean
Balcony from $7,518
price per person Taxes included
Allura | Jan. 16, 2026
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. San Juan,
5. Tortola Island,
6. Frederiksted,
7. Basseterre,
8. Pointe à Pitre,
9. Saint Johns,
10. Charlotte Amalie,
11. navigation,
12. navigation,
13. Miami
Miami Itinerary Caribbean
from $8,426
price per person Taxes included
Nautica | Jan. 17, 2026
Duration: 20 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. Cozumel Island,
4. Costa Maya,
5. Harvest Cay,
6. Saint Thomas,
7. Roatan,
8. navigation,
9. Limón,
10. navigation,
11. Colon,
12. navigation,
13. Colon,
14. Cartagena De Indias,
15. navigation,
16. Kralendijk,
17. Willemstad,
18. Oranjestad,
19. navigation,
20. Port Antonio,
21. navigation,
22. Miami
Colon Itinerary Caribbean
from $4,439
price per person Taxes included
Nautica | Jan. 27, 2026
Duration: 10 nights
Departure from: Colon Landing: Miami
Itinerary:
1. Colon,
2. navigation,
3. Colon,
4. Cartagena De Indias,
5. navigation,
6. Kralendijk,
7. Willemstad,
8. Oranjestad,
9. navigation,
10. Port Antonio,
11. navigation,
12. Miami
Miami Itinerary Caribbean
Balcony from $7,518
price per person Taxes included
Allura | Jan. 28, 2026
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Cozumel Island,
5. Costa Maya,
6. Roatan,
7. Saint Thomas,
8. Belize City,
9. navigation,
10. Montego Bay,
11. George Town,
12. navigation,
13. Miami
Miami Itinerary Caribbean
from $4,439
price per person Taxes included
Nautica | Feb. 6, 2026
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Tortola Island,
5. Basseterre,
6. Roseau,
7. Saint Johns,
8. Philipsburg,
9. navigation,
10. navigation,
11. Miami
Miami Itinerary Caribbean
Balcony from $6,254
price per person Taxes included
Allura | Feb. 9, 2026
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. San Juan,
5. Basseterre,
6. Castries,
7. Roseau,
8. Charlotte Amalie,
9. navigation,
10. navigation,
11. Miami
Miami Itinerary Caribbean
from $4,439
price per person Taxes included
Nautica | Feb. 16, 2026
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Philipsburg,
5. Saint Johns,
6. Fort de france,
7. Roseau,
8. Frederiksted,
9. navigation,
10. navigation,
11. Miami
Miami Itinerary Caribbean
from $5,331
price per person Taxes included
Nautica | Feb. 26, 2026
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. navigation,
7. Kingstown,
8. Castries,
9. Basseterre,
10. San Juan,
11. Grand Turk,
12. navigation,
13. Miami
Miami Itinerary Caribbean
Balcony from $6,886
price per person Taxes included
Allura | Feb. 26, 2026
Duration: 11 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. San Juan,
5. San Juan,
6. Basseterre,
7. Saint-Barthélemy,
8. Philipsburg,
9. Tortola Island,
10. navigation,
11. navigation,
12. Miami
Tampa Itinerary Caribbean
from $7,470
price per person Taxes included
Insignia | Mar. 3, 2026
Duration: 15 nights
Departure from: Tampa Landing: Tampa
Itinerary:
1. Tampa,
2. navigation,
3. navigation,
4. navigation,
5. San Juan,
6. Charlotte Amalie,
7. Philipsburg,
8. Saint Johns,
9. Roseau,
10. Basseterre,
11. Frederiksted,
12. Tortola Island,
13. navigation,
14. navigation,
15. navigation,
16. Tampa
Miami Itinerary Caribbean
Balcony from $15,217
price per person Taxes included
Allura | Mar. 9, 2026
Duration: 26 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. Willemstad,
7. Saint George,
8. Kingstown,
9. Fort de france,
10. Tortola Island,
11. navigation,
12. navigation,
13. Miami,
14. navigation,
15. Charleston,
16. navigation,
17. Norfolk,
18. Norfolk,
19. navigation,
20. navigation,
21. navigation,
22. navigation,
23. navigation,
24. Freeport,
25. Nassau,
26. navigation,
27. Miami
Miami Itinerary Caribbean
Balcony from $7,373
price per person Taxes included
Allura | Mar. 9, 2026
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. Oranjestad,
5. Willemstad,
6. Willemstad,
7. Saint George,
8. Kingstown,
9. Fort de france,
10. Tortola Island,
11. navigation,
12. navigation,
13. Miami
Miami Itinerary Caribbean
from $4,439
price per person Taxes included
Nautica | Mar. 17, 2026
Duration: 10 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. George Town,
4. Falmouth,
5. navigation,
6. Cap Cana,
7. Charlotte Amalie,
8. Tortola Island,
9. navigation,
10. navigation,
11. Miami
58 cruises