Southern Caribbean Cruises
Cruises that visit the Southern Caribbean
Cruises by region
7 Night - Southern Caribbean Cruise
Starting in Tampa, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: May 2, More...
7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, St Johns AG, Antigua, Philipsburg, St Maarten, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: May 2, More...7 Night - Southern Caribbean Cruise
Starting in Cartagena CO, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama, Cartagena CO
2026 Sails: May 10, May 24, May 31, Jun 7, Jun 14, Jun 21, Jun 28, Jul 5, Jul 12, Jul 19, Jul 26, Aug 2, Aug 9, Aug 16, Aug 23, Aug 30, Sep 13, Sep 20, Sep 27, Oct 4, Oct 11, Oct 18, Oct 25, Nov 1, More...
8 Night - Southern Caribbean & Perfect Day
Starting in Orlando (Port Canaveral), Fl, Willemstad AN, Curacao, Oranjestad, Aruba, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: May 15, More...
8 Night - Southern Caribbean & Perfect Day
Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Cabo Rojo, Dominican Republic, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: May 16, Jul 11, Sep 5, Oct 3, More...7 Night - Southern Caribbean Cruise
Starting in Colon, Panama, Cartagena CO, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: May 16, May 23, May 30, Jun 6, Jun 13, Jun 20, Jun 27, Jul 4, Jul 11, Jul 18, Jul 25, Aug 1, Aug 8, Aug 15, Aug 22, Aug 29, Sep 12, Sep 19, Sep 26, Oct 3, Oct 10, Oct 17, Oct 24, Oct 31, More...7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, St Croix, US Virgin Islands, Philipsburg, St Maarten, St Johns AG, Antigua, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: May 16, May 30, Jun 13, Jun 27, Jul 11, Jul 25, Aug 8, Aug 22, Sep 5, Oct 3, Oct 31, Nov 7, Nov 21, Dec 5, Dec 19, 2027: Jan 2, Jan 16, Feb 27, More...
8 Night - Southern Caribbean
Starting in Miami, Fl, Aruba, Bonaire, Curacao, Miami, Fl
2026 Sails: May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 1, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 7, Nov 21, Dec 5, More...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, La Romana, Dominican Republic, San Juan, Puerto Rico
2026 Sails: May 23, More...
8 Night - Southern Caribbean
Starting in Miami, Fl, Aruba, Bonaire, Curacao, Miami, Fl
2026 Sails: May 30, Jun 27, Jul 25, Aug 22, Sep 19, Oct 17, 2027: May 1, May 22, Jul 17, Aug 14, Sep 11, Oct 9, Nov 6, Dec 4, 2028: Jan 29, Feb 26, Mar 25, 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 Tampa, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: May 2, More...
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, Tortola, St Johns AG, Antigua, Philipsburg, St Maarten, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: May 2, More...
7 Night - Southern Caribbean CruiseStarting in Cartagena CO, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama, Cartagena CO
2026 Sails: May 10, May 24, May 31, Jun 7, Jun 14, Jun 21, Jun 28, Jul 5, Jul 12, Jul 19, Jul 26, Aug 2, Aug 9, Aug 16, Aug 23, Aug 30, Sep 13, Sep 20, Sep 27, Oct 4, Oct 11, Oct 18, Oct 25, Nov 1, More...
8 Night - Southern Caribbean & Perfect DayStarting in Orlando (Port Canaveral), Fl, Willemstad AN, Curacao, Oranjestad, Aruba, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2026 Sails: May 15, More...
8 Night - Southern Caribbean & Perfect DayStarting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Cabo Rojo, Dominican Republic, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: May 16, Jul 11, Sep 5, Oct 3, More...
7 Night - Southern Caribbean CruiseStarting in Colon, Panama, Cartagena CO, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama
2026 Sails: May 16, May 23, May 30, Jun 6, Jun 13, Jun 20, Jun 27, Jul 4, Jul 11, Jul 18, Jul 25, Aug 1, Aug 8, Aug 15, Aug 22, Aug 29, Sep 12, Sep 19, Sep 26, Oct 3, Oct 10, Oct 17, Oct 24, Oct 31, More...
7 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, Charlotte Amalie, St Thomas, St Croix, US Virgin Islands, Philipsburg, St Maarten, St Johns AG, Antigua, Roseau, Dominica, San Juan, Puerto Rico
2026 Sails: May 16, May 30, Jun 13, Jun 27, Jul 11, Jul 25, Aug 8, Aug 22, Sep 5, Oct 3, Oct 31, Nov 7, Nov 21, Dec 5, Dec 19, 2027: Jan 2, Jan 16, Feb 27, More...
8 Night - Southern CaribbeanStarting in Miami, Fl, Aruba, Bonaire, Curacao, Miami, Fl
2026 Sails: May 23, Jun 6, Jun 20, Jul 4, Jul 18, Aug 1, Aug 15, Aug 29, Sep 12, Sep 26, Oct 10, Oct 24, Nov 7, Nov 21, Dec 5, More...
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, La Romana, Dominican Republic, San Juan, Puerto Rico
2026 Sails: May 23, More...
8 Night - Southern CaribbeanStarting in Miami, Fl, Aruba, Bonaire, Curacao, Miami, Fl
2026 Sails: May 30, Jun 27, Jul 25, Aug 22, Sep 19, Oct 17, 2027: May 1, May 22, Jul 17, Aug 14, Sep 11, Oct 9, Nov 6, Dec 4, 2028: Jan 29, Feb 26, Mar 25, More...
