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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

Ritz-Carlton, Evrima
Evrima8 Night - San Juan / San Juan
Starting in San Juan, Canouan, Bridgetown, Les Anses-dArlet, Terre-De-Haut (Marina Day), St Johns AG, Virgin Gorda, San Juan
2026 Sails: Mar 20, 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
2026 Sails: Mar 21, More...
Royal Caribbean, Brilliance of the Seas
Brilliance of the Seas7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Bridgetown, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 22, More...
Explora Journeys, EXPLORA II
EXPLORA II14 Night - An Extended Journey of Tropical Radiance and Sun-Kissed Splendour
Starting in San Juan, Kralendijk, Willemstad AN, Oranjestad, St Maarten / Philipsburg, San Juan, St Johns AG, Antigua, Gustavia, Puerto Plata, Dominican Republic, Key West, Miami
2026 Sails: Mar 26, More...
Explora Journeys, EXPLORA II
EXPLORA II7 Night - A Journey from San Juan to San Juan
Starting in San Juan, Kralendijk, Willemstad AN, Oranjestad, St Maarten / Philipsburg, San Juan
2026 Sails: Mar 26, More...
Windstar, Star Seeker
Star Seeker17 Night - Star Collector : Seeking the Antilles
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, St Johns AG, Les Saintes, Pigeon Island, St Georges, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, Isla Catalina, Santo Domingo, Cartagena CO, San Blas, Panama, Colon
2026 Sails: Mar 27, More...
Windstar, Star Seeker
Star Seeker10 Night - Gems of the Leeward Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, St Johns, Les Saintes, Pigeon Island, St Georges, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Mar 27, More...
Ritz-Carlton, Evrima
Evrima7 Night - San Juan / San Juan
Starting in San Juan, Soufriere, Terre-De-Haut (Marina Day), St Johns AG, Gustavia, Virgin Gorda, San Juan
2026 Sails: Mar 28, More...
Virgin Voyages, Valiant Lady
Valiant Lady9 Night - Tortola, Charleston, Newport & More
Starting in San Juan, Puerto Rico, Road Town, Tortola, British Virgin Islands, Puerto Plata, Dominican Republic, Charleston, South Carolina, Newport, Rhode Island, New York
2026 Sails: Mar 28, More...
Princess Cruises, Grand Princess
Grand Princess7 Night - Southern Caribbean with Barbados and Tortola
Starting in San Juan, Puerto Rico, St Maarten, Dominica, Grenada, Barbados, Tortola, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Mar 29, More...

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Puerto Rico Cruise Departures