CruiseGrid
Showing 1–24 of 332 sailings
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  1. CaribbeanVirgin Voyages

    6-night Caribbean cruise

    Valiant Lady

    Departure
    Sat, Nov 14, 2026
    back Nov 20
    Length
    6 nights
    From San Juan
    From$774per guestas of 1 day ago
    View sailing
  2. CaribbeanVirgin Voyages

    8-night Caribbean cruise

    Valiant Lady

    Departure
    Fri, Nov 20, 2026
    back Nov 28
    Length
    8 nights
    From San Juan
    Ports
    Charlotte Amalie · Willemstad · Oranjestad, Aruba · Basseterre, St. Kitts
    From$952per guestas of 2 hours ago
    View sailing
  3. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Valiant Lady

    Departure
    Sat, Nov 28, 2026
    back Dec 5
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Road Town (Tortola), British Virgin Islands · Basseterre, St. Kitts · St. John's
    From$763per guestas of 2 hours ago
    View sailing
  4. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Nov 28, 2026
    back Dec 5
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Philipsburg · St. Johns · Basseterre · St. Croix
    From$634per guestas of 4 hours ago
    View sailing
  5. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Constellation

    Departure
    Sat, Nov 28, 2026
    back Dec 5
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Basseterre · Roseau · Castries · Bridgetown
    From$511per guestas of 4 hours ago
    View sailing
  6. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Nov 29, 2026
    back Dec 6
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Philipsburg · St. Johns · Roseau
    From$569per guestas of 4 hours ago
    View sailing
  7. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Valiant Lady

    Departure
    Sat, Dec 5, 2026
    back Dec 12
    Length
    7 nights
    From San Juan
    Ports
    Oranjestad, Aruba · Willemstad · Fort-de-France, Martinique
    From$763per guestas of 2 hours ago
    View sailing
  8. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 5, 2026
    back Dec 12
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · St. Croix · St. Johns · Roseau
    From$991per guestas of 4 hours ago
    View sailing
  9. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Constellation

    Departure
    Sat, Dec 5, 2026
    back Dec 12
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · St. Johns · Castries · Bridgetown
    From$1,170per guestas of 4 hours ago
    View sailing
  10. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Dec 6, 2026
    back Dec 13
    Length
    7 nights
    From San Juan
    Ports
    Tortola · St. Johns · Philipsburg · St. Croix · Basseterre
    From$789per guestas of 4 hours ago
    View sailing
  11. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 12, 2026
    back Dec 19
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Philipsburg · St. Johns · Basseterre · St. Croix
    From$729per guestas of 4 hours ago
    View sailing
  12. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Constellation

    Departure
    Sat, Dec 12, 2026
    back Dec 19
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Basseterre · Roseau · Castries · St. George's
    From$1,103per guestas of 4 hours ago
    View sailing
  13. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Valiant Lady

    Departure
    Sat, Dec 12, 2026
    back Dec 19
    Length
    7 nights
    From San Juan
    Ports
    Philipsburg · Bridgetown · Castries · Fort-de-France, Martinique
    From$833per guestas of 2 hours ago
    View sailing
  14. CaribbeanNorwegian Cruise Line

    7-day Caribbean Round-trip San Juan: St. Thomas & Tortola

    Norwegian Prima

    Departure
    Sun, Dec 13, 2026
    back Dec 20
    Length
    7 nights
    From San Juan
    Ports
    Tortola, British Virgin Islands · Bridgetown · Charlotte Amalie · Basseterre, St. Kitts · Castries
    From$939per guestas of 1 day ago
    View sailing
  15. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Dec 13, 2026
    back Dec 20
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Philipsburg · St. Johns · Roseau
    From$639per guestas of 4 hours ago
    View sailing
  16. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Valiant Lady

    Departure
    Sat, Dec 19, 2026
    back Dec 26
    Length
    7 nights
    From San Juan
    Ports
    Basseterre, St. Kitts · Fort-de-France, Martinique · Oranjestad, Aruba
    From$903per guestas of 2 hours ago
    View sailing
  17. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Constellation

    Departure
    Sat, Dec 19, 2026
    back Dec 26
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Basseterre · Roseau · Castries · Bridgetown
    From$499per guestas of 4 hours ago
    View sailing
  18. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 19, 2026
    back Dec 26
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · St. Croix · St. Johns · Roseau
    From$1,039per guestas of 4 hours ago
    View sailing
  19. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Dec 20, 2026
    back Dec 27
    Length
    7 nights
    From San Juan
    Ports
    Tortola · St. Johns · Roseau · St. Croix · Basseterre
    From$950per guestas of 4 hours ago
    View sailing
  20. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Constellation

    Departure
    Sat, Dec 26, 2026
    back Jan 2
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · St. Johns · Castries · Bridgetown
    From$950per guestas of 4 hours ago
    View sailing
  21. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Valiant Lady

    Departure
    Sat, Dec 26, 2026
    back Jan 2
    Length
    7 nights
    From San Juan
    Ports
    Philipsburg · Fort-de-France, Martinique · Bridgetown · Castries
    From$1,870per guestas of 2 hours ago
    View sailing
  22. CaribbeanRoyal Caribbean International

    Southern Caribbean Holiday Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 26, 2026
    back Jan 2
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Philipsburg · St. Johns · Basseterre · Charlotte Amalie
    From$1,299per guestas of 4 hours ago
    View sailing
  23. CaribbeanPrincess Cruises

    Southern Caribbean with Barbados and St. Lucia Holiday

    Crown Princess

    Departure
    Sun, Dec 27, 2026
    back Jan 3
    Length
    7 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Antigua · St. Lucia · Barbados
    From$699per guestas of 1 day ago
    View sailing
  24. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Dec 27, 2026
    back Jan 3
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Philipsburg · St. Johns · Roseau
    From$2,432per guestas of 4 hours ago
    View sailing