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™.

Deal link -> Special

7 Night Southern Caribbean Cruise
Starting in San Juan with stops in Philipsburg, Basseterre, St. Johns, Castries, Bridgetown
2019 Sails: Sep 29, Oct 27, Nov 3, Nov 10, Nov 24, Dec 8, 2020: Jan 5, Jan 19, Feb 2, Feb 16, Mar 1, Mar 15, Mar 29, Apr 12, Apr 26, More...

Carnival Cruise Lines, Carnival Fascination

7 Night Southern Caribbean from San Juan, Puerto Rico
Starting in San Juan with stops in St. Thomas, St. Maarten, St Kitts, St. Lucia, Barbados
2019 Sails: Oct 6, Oct 13, Oct 20, Oct 27, Nov 3, Nov 10, Nov 17, Nov 24, Dec 1, Dec 8, Dec 15, Dec 22, Dec 29, 2020: Jan 5, Jan 12, Jan 19, Jan 26, Feb 2, Feb 9, Feb 16, Feb 23, Mar 1, Mar 8, Mar 15, More...

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

7 Night Southern Caribbean Cruise
Starting in San Juan with stops in Kralendijk, Oranjestad, Willemstad, Philipsburg
2019 Sails: Oct 6, 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. Johns, Castries, Bridgetown
2019 Sails: Oct 13, More...

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

Deal link -> Special

7 Night Southern Caribbean Cruise
Starting in San Juan with stops in Oranjestad, Willemstad, Kralendijk, Philipsburg
2019 Sails: Oct 20, Dec 1, 2020: Mar 22, Apr 19, More...

Viking Ocean Cruises, Viking Sea

Deal link -> Special

10 Night - West Indies Explorer - San Juan to San Juan
Starting in San Juan with stops in Tortola, St. John's, Castries, Bridgetown, Roseau, Basseterre, Philipsburg, Charlotte Amalie
2019 Sails: Oct 22, Nov 1, Nov 11, Nov 21, Dec 1, Dec 11, 2020: Jan 11, Jan 21, Jan 31, Feb 10, More...

Celebrity Cruises, Celebrity Summit

7 Nights Southern Caribbean Cruise on Celebrity Summit
Starting in San Juan with stops in Basseterre, Oranjestad, Willemstad, Kralendijk
2019 Sails: Oct 26, Nov 23, 2020: Feb 15, Mar 14, Apr 11, More...

Celebrity Cruises, Celebrity Summit

7 Nights Southern Caribbean Cruise on Celebrity Summit
Starting in San Juan with stops in Bridgetown, Castries, St. Johns, Basseterre, Charlotte Amalie
2019 Sails: Nov 2, Nov 30, 2020: Jan 25, Feb 22, Mar 21, Apr 18, More...

Windstar Cruises, Star Legend

2019 - San Juan to San Juan - 7 Nights - Star Legend
Starting in San Juan with stops in Vieques, Gustavia, Little Bay, Philipsburg, Jost van Dyke, Virgin Gorda
2019 Sails: Nov 2, More...

Windstar Cruises, Star Legend

2019 - San Juan to San Juan - 14 Nights - Star Legend
Starting in San Juan with stops in Vieques, Gustavia, Little Bay, Philipsburg, Jost van Dyke, Virgin Gorda, Les Saintes, Bequia, St. George's, Pigeon Island
2019 Sails: Nov 2, More...

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San Juan Cruise Departures