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All Caribbean Cruises with Seabourn

  • 2025
  • 2026
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34 cruises
sold out

United States, Puerto Rico, Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Dominica, Saint Kitts and Nevis, Virgin Islands

Miami Itinerary Caribbean
from $6,401
price per person Taxes included
Seabourn Sojourn | Nov 13, 2025
Duration: 12 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. San Juan,
5. Saint Johns,
6. Saint-Barthélemy,
7. Terre-de-Haut,
8. Roseau,
9. Basseterre,
10. Jost Van Dyke,
11. navigation,
12. navigation,
13. Miami
sold out

United States, Puerto Rico, Antigua and Barbuda, Saint Barthelemy, Guadeloupe, Dominica, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Netherlands Antilles, Colombia, Costa Rica, Guatemala, Mexico

Miami Itinerary Caribbean
from $16,459
price per person Taxes included
Seabourn Sojourn | Nov 13, 2025
Duration: 34 nights
Departure from: Miami Landing: Los Angeles
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. San Juan,
5. Saint Johns,
6. Saint-Barthélemy,
7. Terre-de-Haut,
8. Roseau,
9. Basseterre,
10. Jost Van Dyke,
11. navigation,
12. navigation,
13. Miami,
14. navigation,
15. navigation,
16. Catalina Island,
17. navigation,
18. Curacao,
19. navigation,
20. Santa Marta,
21. navigation,
22. navigation,
25. navigation,
26. Golfito,
27. Puntarenas,
28. navigation,
29. Puerto Quetzal,
30. Puerto Chiapas,
31. Huatulco,
32. navigation,
33. navigation,
34. Cabo San Lucas,
35. navigation,
36. navigation,
37. Los Angeles

Caribbean: United States, Turks and Caicos, Dominican Republic

Miami Itinerary Caribbean
from $3,658
price per person Taxes included
Seabourn Sojourn | Nov 18, 2025
Duration: 7 nights
Departure from: Miami Landing: Miami
Itinerary:
1. Miami,
2. navigation,
3. Grand Turk,
4. Amber Cove,
5. Catalina Island,
6. navigation,
7. navigation,
8. Miami

Caribbean: United States, Netherlands Antilles, Spain, Panama

Miami Itinerary Caribbean
from $6,818
price per person Taxes included
5 reservations in 72 hours
Seabourn Encore | Dec 2, 2025
Duration: 10 nights
Departure from: Miami Landing: Balboa
Itinerary:
1. Miami,
2. navigation,
3. navigation,
4. navigation,
5. Kralendijk,
6. Curacao,
7. navigation,
8. Cartagena ,
9. navigation,
10. navigation,
11. Balboa,
14. Balboa

Caribbean: Puerto Rico, Aruba, Netherlands Antilles, France, Dominica, United Kingdom, Saint Kitts and Nevis, Antigua and Barbuda, British Virgin Islands

San Juan Itinerary Caribbean
from $6,629
price per person Taxes included
5 reservations in 72 hours
Seabourn Ovation | Dec 2, 2025
Duration: 12 nights
Departure from: San Juan Landing: San Juan
Itinerary:
1. San Juan,
2. navigation,
3. Oranjestad,
4. Curacao,
5. Kralendijk,
6. navigation,
7. Les Trois-Îlets,
8. Roseau,
9. Montserrat,
10. Basseterre,
11. Saint Johns,
12. Tortola Island,
13. San Juan

Caribbean: Puerto Rico, Aruba, Netherlands Antilles, France, Dominica, United Kingdom, Saint Kitts and Nevis, Antigua and Barbuda, British Virgin Islands, Guadeloupe, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

San Juan Itinerary Caribbean
from $10,173
price per person Taxes included
5 reservations in 72 hours
Seabourn Ovation | Dec 2, 2025
Duration: 20 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. navigation,
3. Oranjestad,
4. Curacao,
5. Kralendijk,
6. navigation,
7. Les Trois-Îlets,
8. Roseau,
9. Montserrat,
10. Basseterre,
11. Saint Johns,
12. Tortola Island,
13. San Juan,
14. Frenchman's Cay,
15. Basseterre,
16. navigation,
17. Terre-de-Haut,
18. Saint Pierre,
19. Bequia,
20. Saint George,
21. Bridgetown

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

San Juan Itinerary Caribbean
from $4,572
price per person Taxes included
2 reservations in 72 hours
Seabourn Ovation | Dec 14, 2025
Duration: 8 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Terre-de-Haut,
6. Saint Pierre,
7. Bequia,
8. Saint George,
9. Bridgetown

Caribbean: Puerto Rico, British Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, Saint Lucia, United Kingdom, Netherlands Antilles, Aruba

San Juan Itinerary Caribbean
from $12,116
price per person Taxes included
2 reservations in 72 hours
Seabourn Ovation | Dec 14, 2025
Duration: 20 nights
Departure from: San Juan Landing: Bridgetown
Itinerary:
1. San Juan,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Terre-de-Haut,
6. Saint Pierre,
7. Bequia,
8. Saint George,
9. Bridgetown,
10. Rodney Bay,
11. Terre-de-Haut,
12. Basseterre,
13. Montserrat,
14. navigation,
15. Curacao,
16. Oranjestad,
17. Kralendijk,
18. navigation,
19. Saint George,
20. Bequia,
21. Bridgetown

Caribbean: Barbados, Saint Lucia, Guadeloupe, Saint Kitts and Nevis, United Kingdom, Netherlands Antilles, Aruba, Grenada, Saint Vincent and the Grenadines

Bridgetown Itinerary Caribbean
from $8,801
price per person Taxes included
Seabourn Ovation | Dec 22, 2025
Duration: 12 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. Terre-de-Haut,
4. Basseterre,
5. Montserrat,
6. navigation,
7. Curacao,
8. Oranjestad,
9. Kralendijk,
10. navigation,
11. Saint George,
12. Bequia,
13. Bridgetown

Caribbean: Barbados, Saint Lucia, Aruba, Netherlands Antilles

Bridgetown Itinerary Caribbean
from $5,829
price per person Taxes included
5 reservations in 72 hours
Seabourn Ovation | Jan 3, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. navigation,
4. Oranjestad,
5. Kralendijk,
6. Curacao,
7. navigation,
8. Bridgetown

Caribbean: Barbados, Saint Lucia, Aruba, Netherlands Antilles, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $10,516
price per person Taxes included
5 reservations in 72 hours
Seabourn Ovation | Jan 3, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Rodney Bay,
3. navigation,
4. Oranjestad,
5. Kralendijk,
6. Curacao,
7. navigation,
8. Bridgetown,
9. Castries,
10. navigation,
11. Montserrat,
12. Saint Johns,
13. Basseterre,
14. Jost Van Dyke,
15. Philipsburg

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $5,829
price per person Taxes included
Seabourn Ovation | Jan 10, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten, British Virgin Islands, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada

Bridgetown Itinerary Caribbean
from $10,516
price per person Taxes included
Seabourn Ovation | Jan 10, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg,
9. Frenchman's Cay,
10. Basseterre,
11. navigation,
12. Saint Pierre,
13. Bequia,
14. Saint George,
15. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

Philipsburg Itinerary Caribbean
from $5,829
price per person Taxes included
2 reservations in 72 hours
Seabourn Ovation | Jan 17, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Virgin Islands

Philipsburg Itinerary Caribbean
from $10,516
price per person Taxes included
2 reservations in 72 hours
Seabourn Ovation | Jan 17, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. Castries,
10. navigation,
11. Montserrat,
12. Saint Johns,
13. Basseterre,
14. Jost Van Dyke,
15. Philipsburg

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten, British Virgin Islands, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada

Bridgetown Itinerary Caribbean
from $10,516
price per person Taxes included
5 reservations in 72 hours
Seabourn Ovation | Jan 24, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg,
9. Frenchman's Cay,
10. Basseterre,
11. navigation,
12. Saint Pierre,
13. Bequia,
14. Saint George,
15. Bridgetown

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $5,829
price per person Taxes included
5 reservations in 72 hours
Seabourn Ovation | Jan 24, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

Philipsburg Itinerary Caribbean
from $5,829
price per person Taxes included
4 reservations in 72 hours
Seabourn Ovation | Jan 31, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, France, Guadeloupe, Dominica, Saint Lucia

Philipsburg Itinerary Caribbean
from $10,516
price per person Taxes included
4 reservations in 72 hours
Seabourn Ovation | Jan 31, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. navigation,
10. Basseterre,
11. Les Trois-Îlets,
12. Pointe à Pitre,
13. Roseau,
14. Rodney Bay,
15. Bridgetown

Caribbean: Barbados, Saint Kitts and Nevis, France, Guadeloupe, Dominica, Saint Lucia

Bridgetown Itinerary Caribbean
from $5,829
price per person Taxes included
1 booking in 72 hours
Seabourn Ovation | Feb 7, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Trois-Îlets,
5. Pointe à Pitre,
6. Roseau,
7. Rodney Bay,
8. Bridgetown

Caribbean: Barbados, Saint Kitts and Nevis, France, Guadeloupe, Dominica, Saint Lucia, United Kingdom, Antigua and Barbuda, Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $10,516
price per person Taxes included
1 booking in 72 hours
Seabourn Ovation | Feb 7, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Les Trois-Îlets,
5. Pointe à Pitre,
6. Roseau,
7. Rodney Bay,
8. Bridgetown,
9. Castries,
10. navigation,
11. Montserrat,
12. Saint Johns,
13. Basseterre,
14. Jost Van Dyke,
15. Philipsburg

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $5,829
price per person Taxes included
Seabourn Ovation | Feb 14, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten, British Virgin Islands, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada

Bridgetown Itinerary Caribbean
from $10,516
price per person Taxes included
Seabourn Ovation | Feb 14, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg,
9. Frenchman's Cay,
10. Basseterre,
11. navigation,
12. Saint Pierre,
13. Bequia,
14. Saint George,
15. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Virgin Islands

Philipsburg Itinerary Caribbean
from $10,287
price per person Taxes included
4 reservations in 72 hours
Seabourn Ovation | Feb 21, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Philipsburg
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. Castries,
10. navigation,
11. Montserrat,
12. Saint Johns,
13. Basseterre,
14. Jost Van Dyke,
15. Philipsburg

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

Philipsburg Itinerary Caribbean
from $5,829
price per person Taxes included
4 reservations in 72 hours
Seabourn Ovation | Feb 21, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten

Bridgetown Itinerary Caribbean
from $5,601
price per person Taxes included
Seabourn Ovation | Feb 28, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Philipsburg
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg

Caribbean: Barbados, Saint Lucia, United Kingdom, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Sint Maarten, British Virgin Islands, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada

Bridgetown Itinerary Caribbean
from $10,173
price per person Taxes included
Seabourn Ovation | Feb 28, 2026
Duration: 14 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. Castries,
3. navigation,
4. Montserrat,
5. Saint Johns,
6. Basseterre,
7. Jost Van Dyke,
8. Philipsburg,
9. Frenchman's Cay,
10. Basseterre,
11. navigation,
12. Saint Pierre,
13. Bequia,
14. Saint George,
15. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados

Philipsburg Itinerary Caribbean
from $5,601
price per person Taxes included
1 booking in 72 hours
Seabourn Ovation | Mar 7, 2026
Duration: 7 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown

Caribbean: Sint Maarten, British Virgin Islands, Saint Kitts and Nevis, Saint Pierre and Miquelon, Saint Vincent and the Grenadines, Grenada, Barbados, Guadeloupe, France, Dominica, Saint Lucia

Philipsburg Itinerary Caribbean
from $10,173
price per person Taxes included
1 booking in 72 hours
Seabourn Ovation | Mar 7, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Bridgetown
Itinerary:
1. Philipsburg,
2. Frenchman's Cay,
3. Basseterre,
4. navigation,
5. Saint Pierre,
6. Bequia,
7. Saint George,
8. Bridgetown,
9. navigation,
10. Basseterre,
11. Pointe à Pitre,
12. Les Trois-Îlets,
13. Roseau,
14. Rodney Bay,
15. Bridgetown

Caribbean: Barbados, Saint Kitts and Nevis, Guadeloupe, France, Dominica, Saint Lucia

Bridgetown Itinerary Caribbean
from $5,601
price per person Taxes included
2 reservations in 72 hours
Seabourn Ovation | Mar 14, 2026
Duration: 7 nights
Departure from: Bridgetown Landing: Bridgetown
Itinerary:
1. Bridgetown,
2. navigation,
3. Basseterre,
4. Pointe à Pitre,
5. Les Trois-Îlets,
6. Roseau,
7. Rodney Bay,
8. Bridgetown
34 cruises