CruiseGrid
Showing 1–21 of 21 sailings
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  1. CaribbeanDisney Cruise Line

    7-Night Very Merrytime Southern Caribbean Cruise from San Juan

    Disney Fantasy

    Departure
    Fri, Dec 3, 2027
    back Dec 10
    Length
    7 nights
    From San Juan
    From$1,960per guestas of 3 hours ago
    View sailing
  2. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Scarlet Lady

    Departure
    Sat, Dec 4, 2027
    back Dec 11
    Length
    7 nights
    From San Juan
    Ports
    Oranjestad, Aruba · Willemstad · St. John's
    From$833per guestas of 4 hours ago
    View sailing
  3. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 4, 2027
    back Dec 11
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · St. Johns · St. Croix · Basseterre
    From$699per guestas of 6 hours ago
    View sailing
  4. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Summit

    Departure
    Sun, Dec 5, 2027
    back Dec 12
    Length
    7 nights
    From San Juan
    Ports
    Roseau · Bridgetown · Castries · St. Johns · Charlotte Amalie
    From$789per guestas of 6 hours ago
    View sailing
  5. CaribbeanPrincess Cruises

    Southern Caribbean with Barbados and St. Lucia

    Emerald Princess

    Departure
    Sun, Dec 5, 2027
    back Dec 12
    Length
    7 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Antigua · St. Lucia · Barbados
    From$684per guestas of 5 hours ago
    View sailing
  6. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Dec 5, 2027
    back Dec 12
    Length
    7 nights
    From San Juan
    Ports
    Bridgetown · St. George's · Roseau · St. Johns · Charlotte Amalie
    From$636per guestas of 6 hours ago
    View sailing
  7. CaribbeanPrincess Cruises

    Southern Caribbean Adventurer

    Emerald Princess

    Departure
    Sun, Dec 5, 2027
    back Dec 19
    Length
    14 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Antigua · St. Lucia · Barbados +6 more
    From$1,428per guestas of 5 hours ago
    View sailing
  8. CaribbeanDisney Cruise Line

    5-Night Very Merrytime Eastern Caribbean Cruise from San Juan ending in Fort Lauderdale

    Disney Fantasy

    Departure
    Fri, Dec 10, 2027
    back Dec 15
    Length
    5 nights
    From San Juan
    From$1,220per guestas of 3 hours ago
    View sailing
  9. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Scarlet Lady

    Departure
    Sat, Dec 11, 2027
    back Dec 18
    Length
    7 nights
    From San Juan
    Ports
    Philipsburg · St. John's · Castries
    From$833per guestas of 4 hours ago
    View sailing
  10. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 11, 2027
    back Dec 18
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Philipsburg · Castries · Bridgetown
    From$730per guestas of 6 hours ago
    View sailing
  11. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Summit

    Departure
    Sun, Dec 12, 2027
    back Dec 19
    Length
    7 nights
    From San Juan
    Ports
    Kingstown · Bridgetown · Fort De France · St. Johns · Charlotte Amalie
    From$810per guestas of 6 hours ago
    View sailing
  12. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Dec 12, 2027
    back Dec 19
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · Willemstad · Oranjestad
    From$723per guestas of 6 hours ago
    View sailing
  13. CaribbeanPrincess Cruises

    Southern Caribbean with Barbados and Tortola

    Emerald Princess

    Departure
    Sun, Dec 12, 2027
    back Dec 19
    Length
    7 nights
    From San Juan
    Ports
    Tortola, British Virgin Islands · St. Kitts · Martinique · Dominica · Barbados
    From$774per guestas of 5 hours ago
    View sailing
  14. CaribbeanPrincess Cruises

    Southern Caribbean Adventurer Holiday

    Emerald Princess

    Departure
    Sun, Dec 12, 2027
    back Dec 26
    Length
    14 nights
    From San Juan
    Ports
    Tortola, British Virgin Islands · St. Kitts · Martinique · Dominica · Barbados +6 more
    From$1,438per guestas of 5 hours ago
    View sailing
  15. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Dec 18, 2027
    back Dec 24
    Length
    6 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Basseterre · St. Johns
    From$768per guestas of 6 hours ago
    View sailing
  16. CaribbeanNorwegian Cruise Line

    7-Day Caribbean Round-Trip San Juan: Barbados & St. Thomas

    Norwegian Prima

    Departure
    Sat, Dec 18, 2027
    back Dec 25
    Length
    7 nights
    From San Juan
    Ports
    Tortola, British Virgin Islands · Bridgetown · Charlotte Amalie · Basseterre, St. Kitts · Castries
    From$1,809per guestas of 7 hours ago
    View sailing
  17. CaribbeanVirgin Voyages

    8-night Caribbean cruise

    Scarlet Lady

    Departure
    Sat, Dec 18, 2027
    back Dec 26
    Length
    8 nights
    From San Juan
    Ports
    Philipsburg · St. John's · Oranjestad, Aruba
    From$1,112per guestas of 4 hours ago
    View sailing
  18. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Summit

    Departure
    Sun, Dec 19, 2027
    back Dec 26
    Length
    7 nights
    From San Juan
    Ports
    Roseau · Bridgetown · Castries · St. Johns · Charlotte Amalie
    From$914per guestas of 6 hours ago
    View sailing
  19. CaribbeanPrincess Cruises

    Southern Caribbean with Barbados and St. Lucia Holiday

    Emerald Princess

    Departure
    Sun, Dec 19, 2027
    back Dec 26
    Length
    7 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Antigua · St. Lucia · Barbados
    From$694per guestas of 5 hours ago
    View sailing
  20. CaribbeanRoyal Caribbean International

    Southern Caribbean Holiday Cruise

    Vision of the Seas

    Departure
    Sun, Dec 19, 2027
    back Dec 27
    Length
    8 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Johns · Roseau · St. George's · Bridgetown +1 more
    From$1,129per guestas of 6 hours ago
    View sailing
  21. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Fri, Dec 24, 2027
    back Dec 31
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · St. Johns · St. Croix · Basseterre
    From$1,079per guestas of 6 hours ago
    View sailing