Southern Caribbean Cruises
Cruises that visit the Southern Caribbean
Cruises by region
7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jun 6, Jun 20, Jul 4, Jul 18, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 28, Dec 12, 2027: Jan 23, Feb 6, Feb 20, More...
8 Night - Southern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Oranjestad, Aruba, Willemstad AN, Curacao, Orlando (Port Canaveral), Fl
2026 Sails: Jun 12, Aug 7, Oct 2, More...
8 Night - Southern Caribbean
Starting in Port Canaveral (Orlando), Fl, Curacao, Aruba, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Jun 13, Oct 3, Oct 31, Nov 28, Dec 26, 2027: Jan 23, Feb 20, Apr 17, More...
16 Night - Spotlight with Southern Living
Starting in Miami, Cruising the Old Bahama Channel, Cruising the Caribbean Sea, Oranjestad, Willemstad AN, Bonaire (Kralendijk), St Georges, Castries, Gustavia, San Juan, Cruising the Atlantic Ocean, Charleston, Cruising the Atlantic Ocean, New York
2026 Sails: Jun 13, More...
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: Jun 13, Aug 8, Oct 17, More...8 Night - Southern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Curacao, Orlando (Port Canaveral), Fl
2026 Sails: Jul 10, Sep 4, More...8 Night - Southern Caribbean
Starting in Port Canaveral (Orlando), Fl, Aruba, Bonaire, Amber Cove, Dominican Republic, Port Canaveral (Orlando), Fl
2026 Sails: Jul 11, Aug 8, More...
10 Night - Southern Caribbean Cruise from Port Canaveral
Starting in Port Canaveral, Philipsburg, St Maarten, St Lucia, Antigua, San Juan, Disney Lookout Cay, Castaway Cay, Port Canaveral
2026 Sails: Jul 12, More...7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Aug 1, More...
8 Night - Aruba, Bonaire & Curacao Cruise
Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, Fort Lauderdale, Florida
2026 Sails: Sep 4, More...
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™.
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, St Johns AG, Antigua, Basseterre, St Kitts and Nevis, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Jun 6, Jun 20, Jul 4, Jul 18, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 28, Dec 12, 2027: Jan 23, Feb 6, Feb 20, More...
8 Night - Southern Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Oranjestad, Aruba, Willemstad AN, Curacao, Orlando (Port Canaveral), Fl
2026 Sails: Jun 12, Aug 7, Oct 2, More...
8 Night - Southern CaribbeanStarting in Port Canaveral (Orlando), Fl, Curacao, Aruba, Celebration Key, the Bahamas, Port Canaveral (Orlando), Fl
2026 Sails: Jun 13, Oct 3, Oct 31, Nov 28, Dec 26, 2027: Jan 23, Feb 20, Apr 17, More...
16 Night - Spotlight with Southern LivingStarting in Miami, Cruising the Old Bahama Channel, Cruising the Caribbean Sea, Oranjestad, Willemstad AN, Bonaire (Kralendijk), St Georges, Castries, Gustavia, San Juan, Cruising the Atlantic Ocean, Charleston, Cruising the Atlantic Ocean, New York
2026 Sails: Jun 13, More...
8 Night - Southern Caribbean & Perfect DayStarting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Jun 13, Aug 8, Oct 17, More...
8 Night - Southern Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, Perfect Day Cococay, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Curacao, Orlando (Port Canaveral), Fl
2026 Sails: Jul 10, Sep 4, More...
8 Night - Southern CaribbeanStarting in Port Canaveral (Orlando), Fl, Aruba, Bonaire, Amber Cove, Dominican Republic, Port Canaveral (Orlando), Fl
2026 Sails: Jul 11, Aug 8, More...
10 Night - Southern Caribbean Cruise from Port CanaveralStarting in Port Canaveral, Philipsburg, St Maarten, St Lucia, Antigua, San Juan, Disney Lookout Cay, Castaway Cay, Port Canaveral
2026 Sails: Jul 12, More...
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Tortola, Philipsburg, St Maarten, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, St Croix, US Virgin Islands, San Juan, Puerto Rico
2026 Sails: Aug 1, More...
8 Night - Aruba, Bonaire & Curacao CruiseStarting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, Fort Lauderdale, Florida
2026 Sails: Sep 4, More...
