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Cruises from San Juan

22 cruises depart San Juan, ranging from 7 to 23 nights. Prices start at $2,585. Most-visited destinations: Caribbean (20), Transatlantic (2).

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22 sailings

  1. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Shadow

    Departure
    Sun, Dec 20, 2026
    back Dec 27
    Length
    7 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Little Bay, Montserrat · Castries (St. Lucia) · Fort-de-France · Sopers Hole
    From$2,880per guestas of 52 minutes ago
    View sailing
  2. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Shadow

    Departure
    Sun, Dec 20, 2026
    back Jan 3
    Length
    14 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Little Bay, Montserrat · Castries (St. Lucia) · Fort-de-France · Sopers Hole +6 more
    From$8,600per guestas of 49 minutes ago
    View sailing
  3. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Shadow

    Departure
    Sun, Dec 27, 2026
    back Jan 3
    Length
    7 nights
    From San Juan
    Ports
    St John · St. Kitts (Basseterre) · Les Saintes · Bequia · St. Thomas
    From$4,320per guestas of 1 hour ago
    View sailing
  4. CaribbeanSilversea Cruises

    San Juan to Miami, FL

    Silver Nova

    Departure
    Tue, Dec 29, 2026
    back Jan 6
    Length
    8 nights
    From San Juan
    Ports
    St John · Charlestown (Nevis) · Roseau · St. John's · Jost Van Dyke (British Virgin Islands)
    From$4,500per guestas of 1 hour ago
    View sailing
  5. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Shadow

    Departure
    Sun, Jan 3, 2027
    back Jan 10
    Length
    7 nights
    From San Juan
    Ports
    St John · Gustavia, St. Barthelemy · St. John's · Little Bay, Montserrat · St. Kitts (Basseterre) +1 more
    From$2,585per guestas of 35 minutes ago
    View sailing
  6. CaribbeanSilversea Cruises

    San Juan to Bridgetown

    Silver Shadow

    Departure
    Sun, Jan 10, 2027
    back Jan 20
    Length
    10 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · St. John's · Little Bay, Montserrat · Les Saintes +4 more
    From$3,740per guestas of 1 hour ago
    View sailing
  7. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Shadow

    Departure
    Sat, Jan 30, 2027
    back Feb 6
    Length
    7 nights
    From San Juan
    Ports
    St John · Little Bay, Montserrat · St. John's · Gustavia, St. Barthelemy · St. Kitts (Basseterre) +1 more
    From$3,220per guestas of 59 minutes ago
    View sailing
  8. CaribbeanSilversea Cruises

    San Juan to Bridgetown

    Silver Shadow

    Departure
    Sat, Feb 6, 2027
    back Feb 16
    Length
    10 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · St. Kitts (Basseterre) · Little Bay, Montserrat · Les Saintes +4 more
    From$3,900per guestas of 1 hour ago
    View sailing
  9. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Shadow

    Departure
    Fri, Feb 26, 2027
    back Mar 5
    Length
    7 nights
    From San Juan
    Ports
    St John · Gustavia, St. Barthelemy · St. Kitts (Basseterre) · St. John's · Little Bay, Montserrat +1 more
    From$3,135per guestas of 40 minutes ago
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  10. TransatlanticSilversea Cruises

    San Juan to Lisbon

    Silver Shadow

    Departure
    Tue, Mar 9, 2027
    back Mar 23
    Length
    14 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · St. John's · Santa Cruz de La Palma (Canary Islands) · Santa Cruz de Tenerife
    From$4,125per guestas of 40 minutes ago
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  11. TransatlanticSilversea Cruises

    San Juan to Nice

    Silver Shadow

    Departure
    Tue, Mar 9, 2027
    back Apr 1
    Length
    23 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · St. John's · Santa Cruz de La Palma (Canary Islands) · Santa Cruz de Tenerife · Lisbon +7 more
    From$8,600per guestas of 2 hours ago
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  12. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Sat, Dec 11, 2027
    back Dec 21
    Length
    10 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · St. Kitts (Basseterre) · Gustavia, St. Barthelemy · Fort-de-France · St George's +4 more
    From$3,990per guestas of 1 hour ago
    View sailing
  13. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Tue, Dec 21, 2027
    back Dec 28
    Length
    7 nights
    From San Juan
    Ports
    St John · St. Kitts (Basseterre) · Castries (St. Lucia) · St. John's · Jost Van Dyke (British Virgin Islands)
    From$3,920per guestas of 1 hour ago
    View sailing
  14. CaribbeanSilversea Cruises

    San Juan to Miami, FL

    Silver Ray

    Departure
    Sun, Dec 26, 2027
    back Jan 3
    Length
    8 nights
    From San Juan
    Ports
    St John · St. John's · Fort-de-France · St. Kitts (Basseterre) · Jost Van Dyke (British Virgin Islands)
    From$5,600per guestas of 1 hour ago
    View sailing
  15. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Tue, Dec 28, 2027
    back Jan 4
    Length
    7 nights
    From San Juan
    Ports
    St John · Philipsburg, St. Maarten · Roseau · St. Kitts (Basseterre) · Jost Van Dyke (British Virgin Islands)
    From$4,130per guestas of 1 hour ago
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  16. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Tue, Jan 4, 2028
    back Jan 15
    Length
    11 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · St. Kitts (Basseterre) · Fort-de-France · St George's +3 more
    From$4,720per guestas of 47 minutes ago
    View sailing
  17. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Sat, Jan 15, 2028
    back Jan 25
    Length
    10 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · St. Kitts (Basseterre) · Fort-de-France · St George's +4 more
    From$4,320per guestas of 49 minutes ago
    View sailing
  18. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Sat, Jan 15, 2028
    back Feb 5
    Length
    21 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · St. Kitts (Basseterre) · Fort-de-France · St George's +13 more
    From$8,100per guestas of 49 minutes ago
    View sailing
  19. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Tue, Jan 25, 2028
    back Feb 5
    Length
    11 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · Roseau · Canouan · St George's +3 more
    From$4,800per guestas of 49 minutes ago
    View sailing
  20. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Sat, Feb 5, 2028
    back Feb 12
    Length
    7 nights
    From San Juan
    Ports
    St John · Gustavia, St. Barthelemy · St. John's · Fort-de-France · St. Kitts (Basseterre) +1 more
    From$4,400per guestas of 1 hour ago
    View sailing
  21. CaribbeanSilversea Cruises

    San Juan to San Juan

    Silver Dawn

    Departure
    Sat, Feb 12, 2028
    back Feb 22
    Length
    10 nights
    From San Juan
    Ports
    Jost Van Dyke (British Virgin Islands) · Gustavia, St. Barthelemy · St. Kitts (Basseterre) · Fort-de-France · St George's +4 more
    Pricing not availableCheck cruise line for live ratesas of 46 minutes ago
    View sailing
  22. CaribbeanSilversea Cruises

    San Juan to Miami, FL

    Silver Dawn

    Departure
    Tue, Feb 22, 2028
    back Mar 3
    Length
    10 nights
    From San Juan
    Ports
    Sopers Hole · Gustavia, St. Barthelemy · Roseau · Fort-de-France · St. John's +2 more
    Pricing not availableCheck cruise line for live ratesas of 1 hour ago
    View sailing

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