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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™.



Royal Caribbean, Brilliance of the Seas
Brilliance of the Seas10 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, Oranjestad, Aruba, Willemstad AN, Curacao, Kralendijk, Bonaire, Bridgetown, Barbados, Kingstown, St Vincent, San Juan, Puerto Rico
2026 Sails: Feb 1, More...
Ritz-Carlton, Ilma
Ilma4 Night - San Juan / San Juan
Starting in San Juan, St John VI, Virgin Gorda, Gustavia, San Juan
2026 Sails: Feb 4, More...
Explora Journeys, EXPLORA I
EXPLORA I7 Night - A Journey from San Juan to Miami
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami
2026 Sails: Feb 5, More...
Explora Journeys, EXPLORA I
EXPLORA I15 Night - A Grand Journey Through Caribbean Serenity and Tropical Treasures
Starting in San Juan, Tortola / Road Town, St Johns AG, Antigua, Gustavia, Road Bay, Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, St John VI (Cruz Bay), US Virgin Islands, San Juan
2026 Sails: Feb 5, More...
Windstar, Star Seeker
Star Seeker7 Night - San Juan & the Virgin Islands
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Basseterre, Gustavia, Philipsburg, St Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
2026 Sails: Feb 6, Mar 6, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - St. Lucia, Barbados & More
Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Basseterre, Saint Kitts and Nevis, Castries, Saint Lucia, Bridgetown, Barbados, St Thomas, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Feb 7, More...
Princess Cruises, Grand Princess
Grand Princess7 Night - Southern Caribbean with Antigua and St. Kitts
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, St Kitts, St Lucia, San Juan, Puerto Rico
2026 Sails: Feb 8, More...
Ritz-Carlton, Ilma
Ilma7 Night - San Juan / San Juan
Starting in San Juan, Canouan, Soufriere, Gustavia, Philipsburg, St John VI, San Juan
2026 Sails: Feb 8, More...
Virgin Voyages, Valiant Lady
Valiant Lady7 Night - Valiant Valentine's Voyage
Starting in San Juan, Puerto Rico, Oranjestad, Aruba, Willemstad AN, Curacao, St Croix, US Virgin Islands, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Feb 14, More...
Princess Cruises, Grand Princess
Grand Princess7 Night - Southern Caribbean with Barbados and St. Kitts
Starting in San Juan, Puerto Rico, St Kitts, Dominica, St Lucia, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Feb 15, More...

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San Juan Cruise Departures