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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™.

Southern Caribbean
Cruise Specials

SeaDream Yacht Club, SeaDream I
SeaDream I Cruise Ship10 Night - the Best of the Secluded Caribbean Cruise
Starting in San Juan, St John VI (Cruz Bay), US Virgin Islands, Prickly Pear, Sandy Ground, Gustavia, Philipsburg, Terre De Haut, Iles des Saintes, Port Elizabeth VC, Bequia, Tobago Cays, Bridgetown, Barbados
2026 Sails: Jan 10, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship14 Night - Southern Caribbean Adventurer
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 11, More...
Princess Cruises, Grand Princess
Grand Princess Cruise Ship7 Night - Southern Caribbean with Barbados and Antigua
Starting in San Juan, Puerto Rico, St Thomas, US Virgin Islands, St Maarten, Antigua, Dominica, Barbados, San Juan, Puerto Rico
2026 Sails: Jan 11, Feb 22, Mar 8, Mar 22, More...
Ritz-Carlton Yacht Collection, Evrima
Evrima Cruises5 Night - Bridgetown / Bridgetown
Starting in Bridgetown, Bequia, St Georges, Canouan, Soufriere, Bridgetown
2026 Sails: Jan 11, More...
Ritz-Carlton Yacht Collection, Ilma
Ilma Cruises7 Night - San Juan / San Juan
Starting in San Juan, Canouan, Soufriere, Portsmouth DM, Gustavia, St John VI, San Juan
2026 Sails: Jan 11, More...
Royal Caribbean International (RCL), RCL Brilliance of the Seas
RCL Brilliance of the Seas Cruise Ship7 Night - Southern Caribbean Cruise
Starting in San Juan, Puerto Rico, Castries, St Lucia, Basseterre, St Kitts and Nevis, St Johns AG, Antigua, Tortola, Charlotte Amalie, St Thomas, San Juan, Puerto Rico
2026 Sails: Jan 11, More...
Royal Caribbean International (RCL), RCL Serenade of the Seas
RCL Serenade of the Seas Cruise Ship7 Night - Southern Caribbean Cruise
Starting in Cartagena CO, Oranjestad, Aruba, Willemstad AN, Curacao, Colon, Panama, Cartagena CO
2026 Sails: Jan 11, Mar 8, More...
Silversea Cruises, Silver Shadow
Silver Shadow Cruise Ship14 Night - Caribbean from St Maarten (Philipsburg) to Bridgetown
Starting in Philipsburg, St Johns AG, St Thomas, Little Bay, Castries, Bequia, Les Saintes, Philipsburg, St John VI, Gustavia, Roseau, St Georges, Trois Ilets, Kingstown, Bridgetown
2026 Sails: Jan 11, Feb 19, More...
Windstar Cruises, Wind Surf
Wind Surf Cruise Ship14 Night - Star Collector : Antilles Adventures
Starting in Philipsburg, St Maarten, Basseterre, Gustavia, St Johns AG, Les Saintes, Roseau, Mayreau, Bridgetown, Anse Mitan, Castries, Pigeon Island, Bequia, Mayreau, St Georges, Bridgetown
2026 Sails: Jan 11, More...
Windstar Cruises, Wind Surf
Wind Surf Cruise Ship7 Night - Lush & Lovely Islands of the Lesser Antilles
Starting in Philipsburg, St Maarten, Basseterre, Gustavia, St Johns, Les Saintes, Roseau, Mayreau, Bridgetown
2026 Sails: Jan 11, More...

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Southern Caribbean Cruises