CruiseGrid
Showing 193–216 of 329 sailings
Booking links are affiliate — we may earn a commission at no extra cost to you.
  1. CaribbeanNorwegian Cruise Line

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

    Norwegian Prima

    Departure
    Sat, Nov 13, 2027
    back Nov 20
    Length
    7 nights
    From San Juan
    Ports
    Basseterre, St. Kitts · Castries · Bridgetown · Philipsburg, St. Maarten · Tortola, British Virgin Islands
    From$1,309per guestas of 10 days ago
    View sailing
  2. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Grandeur of the Seas

    Departure
    Sat, Nov 13, 2027
    back Nov 20
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Philipsburg · Castries · Bridgetown
    From$676per guestas of 6 hours ago
    View sailing
  3. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Nov 14, 2027
    back Nov 21
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Johns · Willemstad · Oranjestad
    From$724per guestas of 6 hours ago
    View sailing
  4. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Summit

    Departure
    Sun, Nov 14, 2027
    back Nov 21
    Length
    7 nights
    From San Juan
    Ports
    Kingstown · Bridgetown · Castries · St. Johns · Charlotte Amalie
    From$544per guestas of 6 hours ago
    View sailing
  5. CaribbeanNorwegian Cruise Line

    7-Day Eastern Caribbean from San Juan : Tortola & St. Thomas

    Norwegian Prima

    Departure
    Sat, Nov 20, 2027
    back Nov 27
    Length
    7 nights
    From San Juan
    Ports
    Basseterre, St. Kitts · Castries · Bridgetown · Philipsburg, St. Maarten · Tortola, British Virgin Islands
    From$1,409per guestas of 9 days ago
    View sailing
  6. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Grandeur of the Seas

    Departure
    Sat, Nov 20, 2027
    back Nov 27
    Length
    7 nights
    From San Juan
    Ports
    Tortola · Philipsburg · St. Johns · Basseterre · St. Croix
    From$889per guestas of 6 hours ago
    View sailing
  7. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Scarlet Lady

    Departure
    Sat, Nov 20, 2027
    back Nov 27
    Length
    7 nights
    From San Juan
    Ports
    Oranjestad, Aruba · Willemstad · St. John's
    From$763per guestas of 4 hours ago
    View sailing
  8. CaribbeanPrincess Cruises

    Southern Caribbean with St. Lucia Holiday

    Emerald Princess

    Departure
    Sun, Nov 21, 2027
    back Nov 26
    Length
    5 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Dominica · St. Lucia
    From$713per guestas of 5 hours ago
    View sailing
  9. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Summit

    Departure
    Sun, Nov 21, 2027
    back Nov 28
    Length
    7 nights
    From San Juan
    Ports
    Roseau · Bridgetown · Castries · St. Johns · Charlotte Amalie
    From$622per guestas of 6 hours ago
    View sailing
  10. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Nov 21, 2027
    back Nov 28
    Length
    7 nights
    From San Juan
    Ports
    Bridgetown · St. George's · Kingstown · St. Johns · Charlotte Amalie
    From$834per guestas of 6 hours ago
    View sailing
  11. CaribbeanPrincess Cruises

    Southern Caribbean with Barbados and St. Lucia Holiday

    Emerald Princess

    Departure
    Sun, Nov 21, 2027
    back Nov 28
    Length
    7 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Dominica · St. Lucia · Barbados
    From$1,009per guestas of 5 hours ago
    View sailing
  12. CaribbeanPrincess Cruises

    Southern Caribbean Adventurer

    Emerald Princess

    Departure
    Sun, Nov 21, 2027
    back Dec 5
    Length
    14 nights
    From San Juan
    Ports
    St. Thomas, Virgin Islands · St. Maarten · Dominica · St. Lucia · Barbados +6 more
    From$1,848per guestas of 5 hours ago
    View sailing
  13. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Rhapsody of the Seas

    Departure
    Sat, Nov 27, 2027
    back Dec 4
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Croix · Philipsburg · Castries · Basseterre
    From$710per guestas of 6 hours ago
    View sailing
  14. CaribbeanNorwegian Cruise Line

    7-Day Eastern Caribbean from San Juan : Tortola & St. Thomas

    Norwegian Prima

    Departure
    Sat, Nov 27, 2027
    back Dec 4
    Length
    7 nights
    From San Juan
    Ports
    Basseterre, St. Kitts · Bridgetown · Philipsburg, St. Maarten · Tortola, British Virgin Islands · St. Johns
    From$1,239per guestas of 9 days ago
    View sailing
  15. RepositioningRoyal Caribbean International

    San Juan To Colon Cruise

    Grandeur of the Seas

    Departure
    Sat, Nov 27, 2027
    back Dec 4
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Philipsburg · Castries · Willemstad
    From$674per guestas of 6 hours ago
    View sailing
  16. CaribbeanVirgin Voyages

    7-night Caribbean cruise

    Scarlet Lady

    Departure
    Sat, Nov 27, 2027
    back Dec 4
    Length
    7 nights
    From San Juan
    Ports
    Road Town, Tortola · Bridgetown · Castries
    From$763per guestas of 4 hours ago
    View sailing
  17. CaribbeanPrincess Cruises

    Southern Caribbean with Barbados and Tortola

    Emerald Princess

    Departure
    Sun, Nov 28, 2027
    back Dec 5
    Length
    7 nights
    From San Juan
    Ports
    Tortola, British Virgin Islands · St. Kitts · Dominica · Grenada · Barbados
    From$869per guestas of 5 hours ago
    View sailing
  18. CaribbeanRoyal Caribbean International

    Southern Caribbean Cruise

    Vision of the Seas

    Departure
    Sun, Nov 28, 2027
    back Dec 5
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · St. Johns · Philipsburg · Roseau · Bridgetown
    From$647per guestas of 6 hours ago
    View sailing
  19. CaribbeanCelebrity Cruises

    Southern Caribbean

    Celebrity Summit

    Departure
    Sun, Nov 28, 2027
    back Dec 5
    Length
    7 nights
    From San Juan
    Ports
    Charlotte Amalie · Basseterre · St. Johns · Castries · St. George's
    From$567per guestas of 6 hours ago
    View sailing
  20. CaribbeanPrincess Cruises

    Southern Caribbean Adventurer

    Emerald Princess

    Departure
    Sun, Nov 28, 2027
    back Dec 12
    Length
    14 nights
    From San Juan
    Ports
    Tortola, British Virgin Islands · St. Kitts · Dominica · Grenada · Barbados +6 more
    From$1,648per guestas of 5 hours ago
    View sailing
  21. 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
  22. CaribbeanNorwegian Cruise Line

    7-Day Caribbean Round-Trip San Juan

    Norwegian Prima

    Departure
    Sat, Dec 4, 2027
    back Dec 11
    Length
    7 nights
    From San Juan
    Ports
    Basseterre, St. Kitts · Castries · Bridgetown · Philipsburg, St. Maarten · Tortola, British Virgin Islands
    From$1,139per guestas of 10 days ago
    View sailing
  23. 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$732per guestas of 6 hours ago
    View sailing
  24. 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