Southern Caribbean Cruises
Cruises that visit the Southern Caribbean
Cruises by region
14 Night - An Extended Journey of Tropical Radiance and Sun-Kissed Splendour
Starting in San Juan, Kralendijk, Willemstad AN, Oranjestad, St Maarten / Philipsburg, San Juan, St Johns AG, Antigua, Gustavia, Puerto Plata, Dominican Republic, Key West, Miami
2026 Sails: Mar 26, More...7 Night - A Journey from San Juan to San Juan
Starting in San Juan, Kralendijk, Willemstad AN, Oranjestad, St Maarten / Philipsburg, San Juan
2026 Sails: Mar 26, More...
8 Night - Blissful in the Lap of Luxury
Starting in Philipsburg, Gustavia, Cabrits, Terre-De-Haut, Iles Des Saintes, Saint-Pierre, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Mar 26, More...
10 Night - Ultimate Southern Caribbean
Starting in Fort Lauderdale, Florida, Tortola, St Johns AG, Antigua, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Mar 27, More...
7 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Grenada, Fort-de-France, Martinique
2026 Sails: Mar 28, More...3 Night - South Caribbean
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 28, More...20 Night - Msc Grand Voyages
Starting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, Ponta Delgada, Portugal, Hamburg, Germany
2026 Sails: Mar 28, More...
7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth, Marie-Galante, Pointe-a-Pitre
2026 Sails: Mar 28, 2027: Jan 2, Jan 30, Feb 27, Mar 27, More...
7 Night - San Juan / San Juan
Starting in San Juan, Soufriere, Terre-De-Haut (Marina Day), St Johns AG, Gustavia, Virgin Gorda, San Juan
2026 Sails: Mar 28, More...
7 Night - Southern Caribbean Cruise
Starting in Colon, Panama, Cartagena CO, Oranjestad, Aruba, Kralendijk, Bonaire, Colon, Panama
2026 Sails: Mar 28, 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™.
14 Night - An Extended Journey of Tropical Radiance and Sun-Kissed SplendourStarting in San Juan, Kralendijk, Willemstad AN, Oranjestad, St Maarten / Philipsburg, San Juan, St Johns AG, Antigua, Gustavia, Puerto Plata, Dominican Republic, Key West, Miami
2026 Sails: Mar 26, More...
7 Night - A Journey from San Juan to San JuanStarting in San Juan, Kralendijk, Willemstad AN, Oranjestad, St Maarten / Philipsburg, San Juan
2026 Sails: Mar 26, More...
8 Night - Blissful in the Lap of LuxuryStarting in Philipsburg, Gustavia, Cabrits, Terre-De-Haut, Iles Des Saintes, Saint-Pierre, Road Bay (Sandy Ground), Philipsburg
2026 Sails: Mar 26, More...
10 Night - Ultimate Southern CaribbeanStarting in Fort Lauderdale, Florida, Tortola, St Johns AG, Antigua, Bridgetown, Barbados, Castries, St Lucia, Basseterre, St Kitts and Nevis, Fort Lauderdale, Florida
2026 Sails: Mar 27, More...
7 Night - South CaribbeanStarting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint Georges, Grenada, Fort-de-France, Martinique
2026 Sails: Mar 28, More...
3 Night - South CaribbeanStarting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 28, More...
20 Night - Msc Grand VoyagesStarting in Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Castries, Saint Lucia, Bridgetown, Barbados, Kingstown, St Vincent and the Grenadines, Saint George, Grenada, Fort-de-France, Martinique, Pointe-A-Pitre, Guadeloupe, Philipsburg, St Maarten, Ponta Delgada, Portugal, Hamburg, Germany
2026 Sails: Mar 28, More...
7 Night - Gliding the Waters of the Windward IslandsStarting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth, Marie-Galante, Pointe-a-Pitre
2026 Sails: Mar 28, 2027: Jan 2, Jan 30, Feb 27, Mar 27, More...
7 Night - San Juan / San JuanStarting in San Juan, Soufriere, Terre-De-Haut (Marina Day), St Johns AG, Gustavia, Virgin Gorda, San Juan
2026 Sails: Mar 28, More...
7 Night - Southern Caribbean CruiseStarting in Colon, Panama, Cartagena CO, Oranjestad, Aruba, Kralendijk, Bonaire, Colon, Panama
2026 Sails: Mar 28, More...
