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All Caribbean Cruises with Oceania Cruises

  • 2026
  • 2027
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January 2027 February 2027 March 2027
58 cruises
Caribbean: United States, Bermuda, Saint Barthelemy, Antigua and Barbuda, Saint Lucia, Barbados, Grenada, Netherlands Antilles, Aruba, Trinidad and Tobago, Brazil, Dominica, Sint Maarten, Puerto Rico
Boston Itinerary Caribbean
from $14,584
price per person Taxes included
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Insignia | 27 Oct 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
Caribbean: United States, Bermuda, Saint Barthelemy, Antigua and Barbuda, Saint Lucia, Barbados, Grenada, Netherlands Antilles, Aruba
Boston Itinerary Caribbean
from $4,675
price per person Taxes included
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Insignia | 27 Oct 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
Caribbean: United States, Antigua and Barbuda, Saint Lucia, Grenada, Trinidad and Tobago, Brazil, Barbados, Dominica, Sint Maarten, Puerto Rico
Miami Itinerary Caribbean
from $10,794
price per person Taxes included
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Insignia | 12 Nov 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
Caribbean: United States, Aruba, Netherlands Antilles, Grenada, Saint Lucia, Saint Barthelemy, British Virgin Islands
Miami Itinerary Caribbean
Balcony from $6,302
price per person Taxes included
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Allura | 16 Nov 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
Caribbean: United States, Aruba, Netherlands Antilles, Grenada, Saint Lucia, Puerto Rico
Miami Itinerary Caribbean
from $3,936
price per person Taxes included
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Insignia | 7 Dec 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
Caribbean: United States, Bahamas, Puerto Rico, Saint Kitts and Nevis, Barbados, Saint Lucia, Antigua and Barbuda, British Virgin Islands
Miami Itinerary Caribbean
Balcony from $5,766
price per person Taxes included
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Allura | 10 Dec 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
Caribbean: United States, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Sint Maarten, British Virgin Islands
Miami Itinerary Caribbean
from $5,063
price per person Taxes included
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Nautica | 17 Dec 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
Caribbean: United States, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Sint Maarten, Virgin Islands
Miami Itinerary Caribbean
from $5,415
price per person Taxes included
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Insignia | 19 Dec 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
Caribbean: United States, Aruba, Netherlands Antilles, Grenada, Barbados, Saint Vincent and the Grenadines, Dominica, Antigua and Barbuda, Sint Maarten
Miami Itinerary Caribbean
Balcony from $9,482
price per person Taxes included
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Allura | 21 Dec 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
Caribbean: United States, Mexico, Belize, Cayman Islands
Miami Itinerary Caribbean
from $4,731
price per person Taxes included
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Nautica | 27 Dec 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
Caribbean: United States, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Miami Itinerary Caribbean
from $5,581
price per person Taxes included
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Insignia | 29 Dec 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
Caribbean: United States, Mexico, Belize, Virgin Islands, Honduras, Jamaica, Cayman Islands, Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
Miami Itinerary Caribbean
Balcony from $16,266
price per person Taxes included
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Allura | 4 Jan 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
Caribbean: United States, Mexico, Belize, Virgin Islands, Honduras, Jamaica, Cayman Islands
Miami Itinerary Caribbean
Balcony from $8,576
price per person Taxes included
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Allura | 4 Jan 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
Caribbean: United States, Netherlands Antilles, Aruba, Saint Lucia, Guadeloupe, Virgin Islands
Miami Itinerary Caribbean
from $5,895
price per person Taxes included
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Nautica | 5 Jan 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
Caribbean: United States, Mexico, Belize, Honduras, Aruba, Netherlands Antilles, Trinidad and Tobago, Grenada, Saint Lucia, Saint Vincent and the Grenadines, Dominica, Martinique, Barbados
Miami Itinerary Caribbean
from $9,888
price per person Taxes included
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Insignia | 8 Jan 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
Caribbean: United States, Aruba, Netherlands Antilles, Trinidad and Tobago, Grenada, Saint Lucia, Saint Vincent and the Grenadines, Dominica, Martinique, Barbados
Miami Itinerary Caribbean
from $6,542
price per person Taxes included
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Insignia | 15 Jan 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
Caribbean: United States, Aruba, Netherlands Antilles, Trinidad and Tobago, Grenada, Saint Lucia, Saint Vincent and the Grenadines, Dominica, Martinique, Barbados, Brazil, French Guiana
Miami Itinerary Caribbean
from $14,676
price per person Taxes included
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Insignia | 15 Jan 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
Caribbean: United States, Puerto Rico, British Virgin Islands, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda
Miami Itinerary Caribbean
Balcony from $8,576
price per person Taxes included
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Allura | 16 Jan 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
Caribbean: United States, Mexico, Belize, Virgin Islands, Honduras, Costa Rica, Panama, Colombia, Netherlands Antilles, Aruba, Jamaica
Miami Itinerary Caribbean
from $9,611
price per person Taxes included
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Nautica | 17 Jan 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
Caribbean: Panama, Colombia, Netherlands Antilles, Aruba, Jamaica, United States
Colon Itinerary Caribbean
from $5,063
price per person Taxes included
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Nautica | 27 Jan 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
Caribbean: United States, Mexico, Honduras, Virgin Islands, Belize, Jamaica, Cayman Islands
Miami Itinerary Caribbean
Balcony from $8,576
price per person Taxes included
See the cruise Book
Allura | 28 Jan 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
Caribbean: United States, British Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Sint Maarten
Miami Itinerary Caribbean
from $5,063
price per person Taxes included
See the cruise Book
Nautica | 6 Feb 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
Caribbean: United States, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Dominica, Virgin Islands
Miami Itinerary Caribbean
Balcony from $7,134
price per person Taxes included
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Allura | 9 Feb 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
Caribbean: United States, Sint Maarten, Antigua and Barbuda, Martinique, Dominica, Virgin Islands
Miami Itinerary Caribbean
from $5,063
price per person Taxes included
See the cruise Book
Nautica | 16 Feb 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
Caribbean: United States, Aruba, Netherlands Antilles, Saint Vincent and the Grenadines, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Turks and Caicos
Miami Itinerary Caribbean
from $6,080
price per person Taxes included
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Nautica | 26 Feb 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
Caribbean: United States, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Sint Maarten, British Virgin Islands
Miami Itinerary Caribbean
Balcony from $7,855
price per person Taxes included
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Allura | 26 Feb 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
Caribbean: United States, Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, British Virgin Islands
Tampa Itinerary Caribbean
from $8,520
price per person Taxes included
See the cruise Book
Insignia | 3 Mar 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
Caribbean: United States, Aruba, Netherlands Antilles, Grenada, Saint Vincent and the Grenadines, Martinique, British Virgin Islands, Bahamas
Miami Itinerary Caribbean
Balcony from $17,357
price per person Taxes included
See the cruise Book
Allura | 9 Mar 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
Caribbean: United States, Aruba, Netherlands Antilles, Grenada, Saint Vincent and the Grenadines, Martinique, British Virgin Islands
Miami Itinerary Caribbean
Balcony from $8,409
price per person Taxes included
See the cruise Book
Allura | 9 Mar 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
Caribbean: United States, Cayman Islands, Jamaica, Dominican Republic, Virgin Islands, British Virgin Islands
Miami Itinerary Caribbean
from $5,063
price per person Taxes included
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Nautica | 17 Mar 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