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™.

6 Night - San Juan to San Juan-Star Breeze-
Starting in San Juan with stops in Gustavia, Little Bay, Philipsburg, Jost van Dyke, Virgin Gorda
2020 Sails: Dec 13, More...

Windstar Cruises, Star Breeze

7 Night - San Juan to San Juan-Star Breeze-
Starting in San Juan with stops in Philipsburg, Les Saintes, Bequia, St. George's, Pigeon Island
2020 Sails: Dec 19, More...

Windstar Cruises, Star Breeze

7 Night - San Juan to San Juan-Star Breeze-
Starting in San Juan with stops in Virgin Gorda, Philipsburg, Little Bay, Gustavia, Jost van Dyke
2020 Sails: Dec 26, More...

Celebrity Cruises, Celebrity Summit

7 Night - Southern Caribbean Cruise from San Juan, Puerto Rico - onboard Celebrity Summit
Starting in San Juan with stops in Basseterre, Castries, Willemstad, Oranjestad
2021 Sails: Jan 2, Feb 27, Mar 27, Apr 24, More...

Royal Caribbean International (RCL), RCL Enchantment of the Seas

7 Night - Southern Caribbean Cruise
Starting in San Juan with stops in Bridgetown, St. George's, Roseau, Philipsburg, Charlotte Amalie
2021 Sails: Jan 2, Jan 16, Jan 30, Feb 13, Feb 27, Mar 13, Mar 27, Apr 10, More...

Windstar Cruises, Star Breeze

7 Night - San Juan to San Juan-Star Breeze-
Starting in San Juan with stops in St. George's, Bequia, Pigeon Island, Les Saintes, Philipsburg
2021 Sails: Jan 2, More...

Norwegian Cruise Line (NCL), NCL Norwegian Epic

7 Night - Caribbean Round-trip San Juan
Starting in San Juan with stops in Oranjestad, Willemstad, Kralendijk, Castries, Basseterre
2021 Sails: Jan 3, Jan 24, Jan 31, Feb 14, Feb 21, Mar 7, Mar 14, Mar 21, Mar 28, Apr 4, 2022: Jan 16, Feb 27, Mar 13, 2023: Jan 8, Jan 15, Jan 22, Jan 29, Feb 5, Feb 12, Feb 19, Feb 26, Mar 5, Mar 12, Mar 19, More...

Royal Caribbean International (RCL), RCL Freedom of the Seas

7 Night - Southern Caribbean Cruise
Starting in San Juan with stops in Charlotte Amalie, Basseterre, St. John's, Castries, Bridgetown
2021 Sails: Jan 3, Jan 17, Jan 31, Feb 14, Feb 28, Mar 14, Mar 28, Apr 11, Apr 25, More...

Silversea Cruises, Silver Shadow

10 Night - SS210108010 - San Juan to Fort Lauderdale (Florida)
Starting in San Juan with stops in St John, St. John's, Castries, Fort-de-France, Charlestown, Jost van Dyke, Grand Turk, Fort Lauderdale
2021 Sails: Jan 8, More...

Celebrity Cruises, Celebrity Summit

7 Night - Southern Caribbean Cruise from San Juan, Puerto Rico - onboard Celebrity Summit
Starting in San Juan with stops in Charlotte Amalie, Basseterre, St. Johns, Castries, Bridgetown
2021 Sails: Jan 9, Jan 23, Feb 6, Feb 20, Mar 6, Mar 20, Apr 3, Apr 17, More...

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San Juan Cruise Departures