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San Juan Cruise Departures

Cruises that depart from Caribbean: Puerto Rico: San Juan

Cruises that visit San Juan

Click on a cruise ship itinerary sailing from San Juan (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just San Juan), please visit: Cruise Search or try our Virtual Cruise Advisor™.



Azamara Cruises, Azamara Journey
Azamara Journey18 Night - Caribbean Holiday Cruise : San Juan, St. Barts & Curacao
Starting in San Juan, Charlotte Amalie, St Thomas, Virgin Gorda, St Johns AG, Gustavia, Saint-Pierre, Port Elizabeth VC, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Oranjestad, Willemstad AN, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
2026 Sails: Dec 18, More...
SeaDream Yacht Club, SeaDream II
SeaDream II8 Night - Caribbean Celebration Ii Cruise
Starting in San Juan, Gustavia, Sandy Ground, Spanish Town, Virgin Gorda, Trellis Bay, Beef Island, Leverick Bay, Virgin Gorda, Cane Garden Bay, Tortola, Norman Island, White Bay, Jost van Dyke, San Juan
2026 Sails: Dec 19, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Valiant Caribbean Holidays
Starting in San Juan, Puerto Rico, Basseterre, Saint Kitts and Nevis, Fort-De-France, Martinique, Oranjestad, Aruba, Willemstad AN, Curacao, San Juan, Puerto Rico
2026 Sails: Dec 19, More...
Explora Journeys, EXPLORA I
EXPLORA I7 Night - A Journey of Caribbean Celebrations & Island Wonders
Starting in San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami
2026 Sails: Dec 20, More...
Explora Journeys, EXPLORA I
EXPLORA I15 Night - An Extended Journey Into Island Bliss & Lively Celebrations
Starting in San Juan, Basseterre, Tortola / Road Town, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Isla Catalina, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Jost Van Dyke, Basseterre, Charlotte Amalie (Saint Thomas), San Juan
2026 Sails: Dec 20, More...
Norwegian Cruise Line, Norwegian Prima
Norwegian Prima7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 20, More...
Royal Caribbean, Vision of the Seas
Vision of the Seas7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Roseau, Dominica, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Dec 20, More...
Silversea, Silver Shadow
Silver Shadow7 Night - San Juan to San Juan
Starting in San Juan, Jost Van Dyke, British Virgin Islands, Little Bay, Montserrat, Castries, St Lucia, Fort-de-France, Sopers Hole, San Juan
2026 Sails: Dec 20, More...
Silversea, Silver Shadow
Silver Shadow14 Night - Caribbean Roundtrip from San Juan
Starting in San Juan, Jost Van Dyke, Little Bay, Castries, Fort-de-France, Sopers Hole, San Juan, St John VI, St Kitts, Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 20, More...
Ritz-Carlton, Ilma
Ilma7 Night - San Juan / San Juan
Starting in San Juan, Marigot, Terre-De-Haut (Marina Day), Portsmouth DM, Sandy Ground, Virgin Gorda, San Juan
2026 Sails: Dec 21, More...

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San Juan Cruise Departures