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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

Silversea, Silver Shadow
Silver Shadow7 Night - San Juan to San Juan
Starting in San Juan, St John VI, St Kitts (Basseterre), Les Saintes, Bequia, St Thomas, San Juan
2026 Sails: Dec 27, More...
Explora Journeys, EXPLORA III
EXPLORA III16 Night - An Extended Journey of Caribbean Celebrations & Tropical Idylls
Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami, St John VI (Cruz Bay), US Virgin Islands, Gustavia, St Johns AG, Antigua, Tortola / Road Town, Basseterre, San Juan
2026 Sails: Dec 28, More...
Explora Journeys, EXPLORA III
EXPLORA III8 Night - A Journey of Spectacular Festivities & Caribbean Wonders
Starting in San Juan, St Johns AG, Antigua, Pointe-a-Pitre, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Samana, Puerto Plata, Dominican Republic, Miami
2026 Sails: Dec 28, More...
Ritz-Carlton, Ilma
Ilma7 Night - San Juan / San Juan
Starting in San Juan, Bequia, Canouan, Soufriere, St Johns AG, Virgin Gorda, San Juan
2026 Sails: Dec 28, More...
Silversea, Silver Nova
Silver Nova8 Night - San Juan to Miami
Starting in San Juan, St John VI, Charlestown, Nevis, Roseau, St Johns, Jost Van Dyke, British Virgin Islands, Miami, Fl
2026 Sails: Dec 29, More...
Celebrity Cruises, Celebrity Constellation
Celebrity Constellation7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Basseterre, St Kitts and Nevis, Roseau, Dominica, Castries, St Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
2027 Sails: Jan 2, Jan 16, Mar 13, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Bridgetown, Barbados, Castries, Saint Lucia, St Johns AG, Antigua and Barbuda, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2027 Sails: Jan 2, More...
Norwegian Cruise Line, Norwegian Prima
Norwegian Prima7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, St Thomas, Vi, Tortola, British Virgin Islands, Oranjestad, Aruba, Willemstad AN, Netherlands Antilles, San Juan, Pr
2027 Sails: Jan 3, More...
Princess Cruises, Crown Princess
Crown Princess14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Lucia, Barbados, San Juan, Puerto Rico
2027 Sails: Jan 3, Feb 14, Mar 14, More...
Crown Princess7 Night - Southern Caribbean with Barbados and St. Kitts
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2027 Sails: Jan 3, Feb 14, Mar 14, More...

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Puerto Rico Cruise Departures