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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™.



Explora Journeys, EXPLORA I
EXPLORA I6 Night - A Journey of Vibrant Landscapes & Island Calm
Starting in San Juan, Oranjestad, Willemstad AN, Kralendijk, Bridgetown
2026 Sails: Feb 20, More...
Royal Caribbean, Brilliance of the Seas
Brilliance of the Seas9 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, Basseterre, St Kitts and Nevis, St Georges, Grenada, Willemstad AN, Curacao, Oranjestad, Aruba, San Juan, Puerto Rico
2026 Sails: Feb 20, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Antigua, Martinique, & Barbados & More
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Fort-De-France, Martinique, St Johns AG, Antigua and Barbuda, Road Town, Tortola, British Virgin Islands, San Juan, Puerto Rico
2026 Sails: Feb 21, More...
Princess Cruises, Grand Princess
Grand Princess7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 22, Mar 8, Mar 22, More...
Ritz-Carlton, Ilma
Ilma3 Night - San Juan / San Juan
Starting in San Juan, St John VI, Virgin Gorda, San Juan
2026 Sails: Feb 22, More...
Ritz-Carlton, Ilma
Ilma4 Night - San Juan / San Juan
Starting in San Juan, Gustavia, Marigot, St John VI, San Juan
2026 Sails: Feb 25, More...
Ritz-Carlton, Evrima
Evrima4 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, Marigot, St John VI, San Juan
2026 Sails: Feb 26, More...
Windstar, Star Seeker
Star Seeker7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Philipsburg, St Maarten, Les Saintes, Mayreau, Bequia, Soufriere, San Juan
2026 Sails: Feb 27, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Sunny Miles of Tropical Isles
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Castries, Saint Lucia, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Feb 28, Nov 7, Dec 12, 2027: Jan 16, More...
Princess Cruises, Grand Princess
Grand Princess7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Maarten, Antigua, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 1, More...

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San Juan Cruise Departures