Southern Caribbean Cruises

Cruises that visit the Southern Caribbean

Cruises by region

Click on a cruise ship itinerary in the Southern Caribbean (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Southern Caribbean), please visit: Cruise Search or try our Virtual Cruise Advisor™.

10 Night - Southern Caribbean Cruise
Starting in Colon, Panama, Kralendijk, Bonaire, Oranjestad, Aruba, Willemstad AN, Curacao, Port of Spain, Trinidad, Scarborough, Tobago, Colon, Panama
2026 Sails: Nov 14, More...

Royal Caribbean, Legend of the Seas

8 Night - Southern Caribbean & Perfect Day
Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 14, More...

Royal Caribbean, Rhapsody of the Seas

7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Philipsburg, St Maarten, St Johns AG, Antigua, Roseau, Dominica, Basseterre, St Kitts and Nevis, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Nov 14, More...

SeaDream Yacht Club, SeaDream II

13 Night - Cruise from Lisbon to San Juan
Starting in Lisbon, Philipsburg, San Juan
2026 Sails: Nov 14, More...

Virgin Voyages, Valiant Lady

6 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, British Virgin Islands, St Johns AG, Antigua and Barbuda, Castries, Saint Lucia, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Nov 14, More...

Norwegian Cruise Line, Norwegian Prima

7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Tortola, British Virgin Islands, St Johns AG, Antigua, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, San Juan, Pr
2026 Sails: Nov 15, More...

MSC Cruises, MSC Opera

4 Night - South Caribbean
Starting in La Romana, Dominican Republic, Catalina Island, Dominican Republic, Bridgetown, Barbados, Fort-de-France, Martinique
2026 Sails: Nov 16, 2027: Apr 12, 2028: Apr 10, More...

Celebrity Cruises, Celebrity Constellation

11 Night - Southern Caribbean Intensive
Starting in San Juan, Puerto Rico, Tortola, St Johns AG, Antigua, Castries, St Lucia, St Georges, Grenada, Bridgetown, Barbados, Kingstown, St Vincent, Fort-De-France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: Nov 17, More...

Royal Caribbean, Explorer of the Seas

9 Night - Southern Caribbean Cruise
Starting in Orlando (Port Canaveral), Fl, St Johns AG, Antigua, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts and Nevis, Orlando (Port Canaveral), Fl
2026 Sails: Nov 18, More...

Royal Caribbean, Freedom of the Seas

9 Night - Southern Caribbean & Perfect Day
Starting in Miami, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Perfect Day Cococay, Bahamas, Miami, Florida
2026 Sails: Nov 19, More...

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Southern Caribbean Cruises