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Discover the Caribbean With Orient Express

Sail the Caribbean in effortless luxury aboard Orient Express Sailing Yachts, where every island escape feels private, refined, and unforgettable.

EXPIRESNov 30, 2026

Details & Inclusions

Itineraries

Promotion Sailings

  1. Extra Amenities Included
    14-nights A Transatlantic Renewal
    Lisbon -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Oct 12, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  2. Extra Amenities Included
    11-nights From Ponta Delgada to Bridgetown
    Ponta Delgada (Azores) -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Oct 15, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  3. Extra Amenities Included
    3-nights Antilles Escape
    Bridgetown (Barbados) -> San Juan

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Oct 26, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  4. Extra Amenities Included
    4-nights Sailing and Private Shores
    San Juan -> Miami

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Oct 29, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  5. Extra Amenities Included
    2-nights Bimini Escape
    Miami -> Miami

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 2, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  6. Extra Amenities Included
    6-nights Sailing, Private Island & Virgin Isles
    Miami -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 4, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  7. Extra Amenities Included
    4-nights BVI Private Island & Iconic Saint-Barth
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 10, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  8. Extra Amenities Included
    3-nights Iconic Saint-Barth & Anguilla
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 14, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  9. Extra Amenities Included
    4-nights The Leeward Island Journey
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 17, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  10. Extra Amenities Included
    4-nights The Grenadines & Leeward Isles
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 21, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  11. Extra Amenities Included
    3-nights Secluded Cay & Iconic Saint-Barth
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 25, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  12. Extra Amenities Included
    4-nights BVI Private Island & Iconic Saint-Barth
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Nov 28, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  13. Extra Amenities Included
    4-nights Leeward Islands Journey
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 1, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  14. Extra Amenities Included
    4-nights Grenadines & Les Saintes
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 5, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  15. Extra Amenities Included
    2-nights Exclusive BVI
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 9, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  16. Extra Amenities Included
    3-nights French Icon
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 11, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  17. Extra Amenities Included
    3-nights Secluded Cay & Iconic Saint-Barth
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 14, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  18. Extra Amenities Included
    4-nights Leeward Islands Journey
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 17, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  19. Extra Amenities Included
    6-nights Grenadines to Saint-Barth
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 21, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  20. Extra Amenities Included
    3-nights Virgin Isles & Anguilla Escape
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 27, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  21. Extra Amenities Included
    5-nights Sailing the Southern Antilles
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Dec 30, 2026
    Call for Pricing
    (800) 439-7963
    View Details
  22. Extra Amenities Included
    4-nights The Grenadines & Leeward Isles
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 4, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  23. Extra Amenities Included
    3-nights Caribbean Voyage of the Senses
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 8, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  24. Extra Amenities Included
    4-nights BVI Private Island & Iconic Saint-Barth
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 11, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  25. Extra Amenities Included
    5-nights Sailing & Bahamian Private Island
    Marigot, St. Martin -> Miami

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 15, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  26. Extra Amenities Included
    4-nights Sailing & Bahamian Private Island
    Miami -> San Juan

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 20, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  27. Extra Amenities Included
    3-nights Virgin Isles & Anguilla Escape
    San Juan -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 25, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  28. Extra Amenities Included
    6-nights French West Indies & Windward Islands
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 28, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  29. Extra Amenities Included
    2-nights Iconic Saint-Barth & The BVIs
    Marigot, St. Martin -> Gustavia

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 28, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  30. Extra Amenities Included
    4-nights Best of Lesser Antilles
    Gustavia -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Jan 30, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  31. Extra Amenities Included
    4-nights The Grenadines & Leeward Isles
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 3, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  32. Extra Amenities Included
    3-nights Virgin Isles & Anguilla Escape
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 7, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  33. Extra Amenities Included
    4-nights Sailing the Southern Antilles
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 10, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  34. Extra Amenities Included
    4-nights The Grenadines & Leeward Isles
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 14, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  35. Extra Amenities Included
    4-nights French Caribbean
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 18, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  36. Extra Amenities Included
    4-nights The Grenadines & Leeward Isles
    Bridgetown (Barbados) -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 22, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  37. Extra Amenities Included
    3-nights BVI Private Island & Iconic Saint-Barth
    Marigot, St. Martin -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Feb 26, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  38. Extra Amenities Included
    4-nights BVI Private Estate & Iconic Saint-Barth
    Marigot, St. Martin -> Bridgetown (Barbados)

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Mar 1, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  39. Extra Amenities Included
    14-nights A Transatlantic Renewal
    Bridgetown (Barbados) -> Lisbon

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Mar 5, 2027
    Call for Pricing
    (800) 439-7963
    View Details
  40. Extra Amenities Included
    13-nights A Transatlantic Renewal
    Lisbon -> Marigot, St. Martin

    Cruise Line

    Orient Express Sailing Yachts

    Cruise Ship

    Corinthian

    Departs

    Oct 9, 2027
    Call for Pricing
    (800) 439-7963
    View Details

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 of booking and may be pulled without notice. Pricing may already reflect savings and no further savings will apply. Savings is off cruise fare only; all other charges, including but not limited to, cruise taxes, fees and port expenses are additional and apply to all guests. Information and pricing is subject to change without notice. Not all promotions/sales are combinable. Other restrictions apply. Contact us for details.