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Go beyond the common Caribbean with Seabourn

Ease yourself into island time and immerse yourself in the laid-back rhythm of the Caribbean with Seabourn.

EXPIRESApr 30, 2025

Details & Inclusions

Sail with Seabourn to the storied Caribbean for Winter 2025-2026

Escape to the authentic Caribbean with Seabourn, where you'll glide through turquoise waters to hidden harbors and pristine beaches inaccessible to larger ships. Immerse yourself in vibrant island life, from Aruba's colorful landscapes and Bonaire's flamingo-filled lagoons to Curaçao's stunning caves. Indulge in exclusive Seabourn experiences like our signature Caviar in the Surf in St. Kitts, relaxed beach barbecues, and complimentary watersports during Marina Day. Discover the true essence of island time with Seabourn.

Sail with Seabourn to the storied Caribbean for Winter 2025-2026, where you can visit 23 serene island destinations including our new featured port of Little Bay, Montserrat and an exclusive beach experience at Prickly Pear Cays, Anguilla.

Choose your favorite sailing below or contact our Bon Voyage Travel experts today at 1-800-439-7963 and learn how you can receive exclusive extras, like shipboard credit.

Itineraries

  1. Extra Amenities Included
    14-night Southern Island Discovery Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 3, 2026

    Prices From

    $10,699
  2. Extra Amenities Included
    7-night Classic Caribbean Yacht Harbors Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 10, 2026

    Prices From

    $5,999
  3. Extra Amenities Included
    14-night Exotic Caribbean Isles Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 10, 2026

    Prices From

    $10,799
  4. Extra Amenities Included
    7-night Yachtsman's Caribbean Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 17, 2026

    Prices From

    $5,999
  5. Extra Amenities Included
    14-night Gems Of The Caribbean Cruise
    St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 17, 2026

    Prices From

    $10,799
  6. Extra Amenities Included
    7-night Classic Caribbean Yacht Harbors Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 24, 2026

    Prices From

    $5,999
  7. Extra Amenities Included
    14-night Exotic Caribbean Isles Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 24, 2026

    Prices From

    $10,799
  8. Extra Amenities Included
    7-night Yachtsman's Caribbean Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 31, 2026

    Prices From

    $5,999
  9. Extra Amenities Included
    14-night Yachtsman's Island Jewels Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 31, 2026

    Prices From

    $10,799
  10. Extra Amenities Included
    7-night Caribbean Gems Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 7, 2026

    Prices From

    $5,999
  11. Extra Amenities Included
    14-night Yachtsman's Island Jewels Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 7, 2026

    Prices From

    $10,799
  12. Extra Amenities Included
    7-night Classic Caribbean Yacht Harbors Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 14, 2026

    Prices From

    $5,999
  13. Extra Amenities Included
    14-night Exotic Caribbean Isles Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 14, 2026

    Prices From

    $10,799
  14. Extra Amenities Included
    7-night Yachtsman's Caribbean Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 21, 2026

    Prices From

    $5,999
  15. Extra Amenities Included
    14-night Gems Of The Caribbean Cruise
    St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 21, 2026

    Prices From

    $10,699
  16. Extra Amenities Included
    14-night Exotic Caribbean Isles Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 28, 2026

    Prices From

    $10,199
  17. Extra Amenities Included
    7-night Classic Caribbean Yacht Harbors Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Feb 28, 2026

    Prices From

    $5,799
  18. Extra Amenities Included
    7-night Yachtsman's Caribbean Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 7, 2026

    Prices From

    $5,499
  19. Extra Amenities Included
    14-night Yachtsman's Island Jewels Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 7, 2026

    Prices From

    $9,899
  20. Extra Amenities Included
    7-night Caribbean Gems Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 14, 2026

    Prices From

    $5,499
  21. 7-night Classic Caribbean Yacht Harbors Cruise
    Bridgetown (Barbados) -> St. Maarten (Philipsburg)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 21, 2026

    Prices From

    $5,499
  22. 14-night Exotic Caribbean Isles Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 21, 2026

    Prices From

    $9,899
  23. 27-night Caribbean & Atlantic Passage Cruise
    Bridgetown (Barbados) -> Lisbon

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 21, 2026

    Prices From

    $15,699
  24. 7-night Yachtsman's Caribbean Cruise
    St. Maarten (Philipsburg) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 28, 2026

    Prices From

    $5,499
  25. 20-night Spice Islands & Spice Market Crossing Cruise
    St. Maarten (Philipsburg) -> Lisbon

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Mar 28, 2026

    Prices From

    $10,399
  26. 13-night Caribbean & Atlantic Passage Cruise
    Bridgetown (Barbados) -> Lisbon

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Apr 4, 2026

    Prices From

    $6,399
  27. 28-night Atlantic Passage & Iberian Peninsula Cruise
    Bridgetown (Barbados) -> London (Dover)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Apr 4, 2026

    Prices From

    $16,899
  28. 8-night Southern Caribbean Yacht Harbors Cruise
    Halifax (Nova Scotia) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Venture

    Departs

    Oct 5, 2026

    Prices From

    $3,999
  29. 24-night Southern Caribbean Yacht Harbors & Coast Of Brazil Cruise
    Halifax (Nova Scotia) -> Rio de Janeiro

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Venture

    Departs

    Oct 5, 2026

    Prices From

    $15,838
  30. 37-night From The Caribbean To The Antarctic Cruise
    Bridgetown (Barbados) -> Ushuaia

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Venture

    Departs

    Oct 13, 2026
  31. 16-night Trinidad To Rio: South American Expedition Cruise
    Bridgetown (Barbados) -> Rio de Janeiro

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Venture

    Departs

    Oct 13, 2026

    Prices From

    $13,599
  32. Extra Amenities Included
    34-night Mediterranean Rivieras & Atlantic Crossing Cruise
    Barcelona -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Oct 29, 2025
  33. Extra Amenities Included
    24-night Mediterranean Jewels & Atlantic Crossing Cruise
    Rome (Civitavecchia) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Nov 8, 2025
  34. 21-night Riviera Gems & Atlantic Crossing Cruise
    Rome (Civitavecchia) -> Miami

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Nov 11, 2025

    Prices From

    $8,399
  35. Extra Amenities Included
    14-night Crossing To The Caribbean Cruise
    Barcelona -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Nov 18, 2025
  36. Extra Amenities Included
    26-night Crossing And Southern Caribbean Cruise
    Barcelona -> San Juan

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Nov 18, 2025

    Prices From

    $10,599
  37. 7-night Caribbean Gems Cruise
    Miami -> Miami

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Sojourn

    Departs

    Nov 18, 2025

    Prices From

    $2,309
  38. 29-night Caribbean Gems & Panama Canal Cruise
    Miami -> Los Angeles

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Sojourn

    Departs

    Nov 18, 2025
  39. 12-night Atlantic Crossing Cruise
    Lisbon -> Miami

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Nov 20, 2025

    Prices From

    $4,399
  40. 22-night Atlantic Crossing & Panama Canal Passage Cruise
    Lisbon -> OTHER

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Nov 20, 2025
  41. Extra Amenities Included
    22-night Panama Canal Passage Cruise
    Miami -> Los Angeles

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Sojourn

    Departs

    Nov 25, 2025
  42. Extra Amenities Included
    42-night Panama Canal & Hawaiian Holiday Cruise
    Miami -> Los Angeles

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Sojourn

    Departs

    Nov 25, 2025
  43. Extra Amenities Included
    20-night Southern Caribbean Discovery Cruise
    San Juan -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Dec 2, 2025

    Prices From

    $9,999
  44. Extra Amenities Included
    12-night Treasures Of Aruba, Bonaire & Curacao Cruise
    San Juan -> San Juan

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Dec 2, 2025

    Prices From

    $6,799
  45. 10-night Caribbean & Panama Canal Passage Cruise
    Miami -> OTHER

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Dec 2, 2025
  46. 27-night Caribbean, Panama Canal Passage & Hawaii Cruise
    Miami -> Honolulu

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Dec 2, 2025

    Prices From

    $10,699
  47. 38-night Panama Canal Passage & Pacific Crossing Cruise
    Miami -> Tokyo

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Dec 2, 2025

    Prices From

    $14,099
  48. 46-night Panama Canal Passage & Pacific Crossing Cruise
    Miami -> Hong Kong

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Encore

    Departs

    Dec 2, 2025

    Prices From

    $18,399
  49. Extra Amenities Included
    8-night Yachtsman's Caribbean Cruise
    San Juan -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Dec 14, 2025

    Prices From

    $4,299
  50. Extra Amenities Included
    20-night Holiday Caribbean Enchantment Cruise
    San Juan -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Dec 14, 2025

    Prices From

    $11,799
  51. Extra Amenities Included
    12-night Southern Caribbean Holiday & Aruba, Bonaire & Curacao Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Dec 22, 2025

    Prices From

    $8,799
  52. Extra Amenities Included
    7-night Treasures Of Aruba, Bonaire & Curacao Cruise
    Bridgetown (Barbados) -> Bridgetown (Barbados)

    Cruise Line

    Seabourn

    Cruise Ship

    Seabourn Ovation

    Departs

    Jan 3, 2026

    Prices From

    $5,799

Terms & Conditions

Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections. Other restrictions may apply. Contact Bon Voyage Travel for complete terms and conditions.