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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™.



Princess Cruises, Grand Princess
Grand Princess14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico, Tortola, British Virgin Islands, St Kitts, Dominica, Grenada, Barbados, San Juan, Puerto Rico
2026 Sails: Mar 8, More...
Ritz-Carlton, Evrima
Evrima4 Night - San Juan / San Juan
Starting in San Juan, St John VI, Gustavia, Virgin Gorda, San Juan
2026 Sails: Mar 8, More...
Royal Caribbean, Brilliance of the Seas
Brilliance of the Seas7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Croix, US Virgin Islands, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, San Juan, Puerto Rico
2026 Sails: Mar 8, Mar 29, More...
EXPLORA II7 Night - A Journey from San Juan to Miami
Starting in San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami
2026 Sails: Mar 11, More...
Explora Journeys, EXPLORA II
EXPLORA II15 Night - An Extended Journey of Paradise Beauty and Colourful Shores
Starting in San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami, Charlotte Amalie (Saint Thomas), Terre-De-Haut, Bridgetown, Fort-de-France, Martinique, Basseterre, San Juan
2026 Sails: Mar 11, More...
EXPLORA I9 Night - A Journey from Painted Streets to Sculpted Shores
Starting in San Juan, St Maarten / Philipsburg, Santa Cruz de Tenerife, Arrecife (Lanzarote)
2026 Sails: Mar 12, More...
Explora Journeys, EXPLORA I
EXPLORA I13 Night - A Journey Through Atlantic Breezes and Mediterranean Grace
Starting in San Juan, St Maarten / Philipsburg, Santa Cruz de Tenerife, Arrecife (Lanzarote), Tangier, Barcelona
2026 Sails: Mar 12, More...
Ritz-Carlton, Evrima
Evrima3 Night - San Juan / San Juan
Starting in San Juan, St John VI, Gustavia, San Juan
2026 Sails: Mar 12, More...
Windstar, Star Seeker
Star Seeker7 Night - Windward Islands Surf & Sunsets
Starting in San Juan, Marigot, St Martin, Les Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
2026 Sails: Mar 13, More...
Ritz-Carlton, Ilma
Ilma5 Night - San Juan / San Juan
Starting in San Juan, Virgin Gorda, Gustavia, Marigot, St Thomas, San Juan
2026 Sails: Mar 14, More...

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San Juan Cruise Departures