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Puerto Rico Cruise Departures

Cruises that depart from Caribbean: Puerto Rico

Cruises that visit Puerto Rico

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

Related areas: San Juan

Departing from
Puerto Rico
Cruise Specials

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...
Royal Caribbean, Rhapsody of the Seas
Rhapsody of the Seas7 Night - Southern Caribbean Holiday
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, Charlotte Amalie, St Thomas, San Juan, Puerto Rico
2026 Sails: Dec 26, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Valiant New Year's Ahoy!
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Castries, Saint Lucia, St Johns AG, Antigua and Barbuda, San Juan, Puerto Rico
2026 Sails: Dec 26, More...
Norwegian Cruise Line, Norwegian Prima
Norwegian Prima7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, Basseterre, Saint Kitts / Nevis, Bridgetown, Barbados, St Lucia, Saint Lucia, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 27, 2027: Feb 7, More...
Princess Cruises, Crown Princess
Crown Princess7 Night - Southern Caribbean with Barbados Holiday
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico
2026 Sails: Dec 27, More...

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Puerto Rico Cruise Departures