Southern Caribbean Cruises
Cruises that visit the Southern Caribbean
Cruises by region
21 Night - Southern & Eastern Caribbean Discovery
Starting in Fort Lauderdale, Florida, Kralendijk, Bonaire, Willemstad AN, Curacao, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Nov 20, More...
15 Night - Southern Caribbean in Depth
Starting in Miami, Florida, San Juan, Puerto Rico, Great Harbour, Jost van Dyke, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Nov 20, More...8 Night - Southern Caribbean Gems
Starting in Miami, Florida, San Juan, Puerto Rico, Great Harbour, Jost van Dyke, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Nov 20, More...
8 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, Willemstad AN, Curacao, Oranjestad, Aruba, Basseterre, Saint Kitts and Nevis, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Nov 20, More...
7 Night - Southern Caribbean Cruise : Bequia, Grenada & Tobago
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 21, More...14 Night - Caribbean Cruise : San Juan, Antigua & Barbados
Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
2026 Sails: Nov 21, More...
8 Night - Aruba, Curacao & Bonaire
Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, Fort Lauderdale, Florida
2026 Sails: Nov 21, Dec 19, 2027: Jan 16, More...
8 Night - Southern Caribbean Cruise
Starting in Fort Lauderdale, Florida, Nassau, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Curacao, Fort Lauderdale, Florida
2026 Sails: Nov 21, 2027: Jan 16, Feb 13, Mar 13, Mar 27, Apr 10, More...
7 Night - the Glorious Grenadines Cruise
Starting in Bridgetown, Barbados, Soufriere Bay, Kingstown, Port Elizabeth VC, Bequia, Tobago Cays, Mayreau, St Georges, Bridgetown, Barbados
2026 Sails: Nov 21, More...
7 Night - Southern Caribbean - San Juan
Starting in San Juan, Pr, Tortola, British Virgin Islands, Basseterre, Saint Kitts / Nevis, Bridgetown, Barbados, St Lucia, Saint Lucia, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, San Juan, Pr
2026 Sails: Nov 22, Nov 29, 2027: Jan 10, Jan 24, Feb 21, Dec 18, 2028: Jan 1, Jan 8, Feb 12, Feb 26, Mar 4, Mar 11, Mar 25, Apr 1, Apr 8, Apr 15, 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™.
21 Night - Southern & Eastern Caribbean DiscoveryStarting in Fort Lauderdale, Florida, Kralendijk, Bonaire, Willemstad AN, Curacao, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, Philipsburg, Sint Maarten, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Castries, Saint Lucia, Basseterre, St Kitts and Nevis, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Nov 20, More...
15 Night - Southern Caribbean in DepthStarting in Miami, Florida, San Juan, Puerto Rico, Great Harbour, Jost van Dyke, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados, Rodney Bay, Saint Lucia, Little Bay, Montserrat, St Johns AG, Antigua, Carambola Beach, Saint Kitts and Nevis, Spanish Town, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten
2026 Sails: Nov 20, More...
8 Night - Southern Caribbean GemsStarting in Miami, Florida, San Juan, Puerto Rico, Great Harbour, Jost van Dyke, British Virgin Islands, Carambola Beach, Saint Kitts and Nevis, Roseau, Dominica, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Bridgetown, Barbados
2026 Sails: Nov 20, More...
8 Night - Southern Caribbean CruiseStarting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, Willemstad AN, Curacao, Oranjestad, Aruba, Basseterre, Saint Kitts and Nevis, Philipsburg, Sint Maarten, San Juan, Puerto Rico
2026 Sails: Nov 20, More...
7 Night - Southern Caribbean Cruise : Bequia, Grenada & TobagoStarting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Nov 21, More...
14 Night - Caribbean Cruise : San Juan, Antigua & BarbadosStarting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
2026 Sails: Nov 21, More...
8 Night - Aruba, Curacao & BonaireStarting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Kralendijk, Bonaire, Fort Lauderdale, Florida
2026 Sails: Nov 21, Dec 19, 2027: Jan 16, More...
8 Night - Southern Caribbean CruiseStarting in Fort Lauderdale, Florida, Nassau, Bahamas, Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad AN, Curacao, Fort Lauderdale, Florida
2026 Sails: Nov 21, 2027: Jan 16, Feb 13, Mar 13, Mar 27, Apr 10, More...
7 Night - the Glorious Grenadines CruiseStarting in Bridgetown, Barbados, Soufriere Bay, Kingstown, Port Elizabeth VC, Bequia, Tobago Cays, Mayreau, St Georges, Bridgetown, Barbados
2026 Sails: Nov 21, More...
7 Night - Southern Caribbean - San JuanStarting in San Juan, Pr, Tortola, British Virgin Islands, Basseterre, Saint Kitts / Nevis, Bridgetown, Barbados, St Lucia, Saint Lucia, Philipsburg, St Maarten, Netherland Antilles, St Thomas, Vi, San Juan, Pr
2026 Sails: Nov 22, Nov 29, 2027: Jan 10, Jan 24, Feb 21, Dec 18, 2028: Jan 1, Jan 8, Feb 12, Feb 26, Mar 4, Mar 11, Mar 25, Apr 1, Apr 8, Apr 15, More...
