Southern Caribbean Cruise Specials
We've gathered all of the Southern Caribbean cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Southern Caribbean cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.
Virgin Voyages, Valiant Lady
Virgin Valiant Lady | Sunny Miles of Tropical Isles | 7 Nights $9387 Night - Sunny Miles of Tropical Isles - Starting in San Juan, Puerto Rico, Philipsburg, Sint Maarten, Bridgetown, Barbados, Castries, Saint Lucia, Fort-De-France, Martinique, Basseterre, Saint Kitts and Nevis, San Juan, Puerto Rico
2026 Sails: Feb 28, Nov 7, Dec 12
2027 Sails: Jan 16 Get a Quote
Explora Journeys, EXPLORA II
8 Nt A Journey of Cultural Immersions in the Caribbean from $4,635 pp8 Night - A Journey from San Juan to San Juan - Starting in San Juan, St Georges, Grenada, Bequia, Bridgetown, Fort-de-France, Martinique, Gustavia, Basseterre, San Juan
2026 Sails: Mar 3 Get a Quote
Seabourn, Seabourn Ovation
14 Nights Yachtsman's Island Jewels Cruise from $5542 pp14 Night - Yachtsman's Island Jewels - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Saint Pierre, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Pointe-a-Pitre, Guadeloupe, Trois Ilets, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 7 Get a Quote
Explora Journeys, EXPLORA II
7 Nt A Journey to Antillean Isles and Sublime Sunsets from $3,690 pp7 Night - A Journey from San Juan to Miami - Starting in San Juan, Road Bay, St Johns AG, Antigua, St Maarten / Philipsburg, Spanish Town (Virgin Gorda), Miami
2026 Sails: Mar 11 Get a Quote
Explora Journeys, EXPLORA I
9 Nights A Journey From Painted Streets To Sculpted Shores from $4160 pp9 Night - A Journey from Painted Streets to Sculpted Shores - Starting in San Juan, St Maarten / Philipsburg, Santa Cruz de Tenerife, Arrecife (Lanzarote)
2026 Sails: Mar 12 Get a Quote
Seabourn, Seabourn Ovation
7 Nights Caribbean Gems Cruise from $3071 pp7 Night - Caribbean Gems - Starting in Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Pointe-a-Pitre, Guadeloupe, Trois Ilets, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Mar 14 Get a Quote
Royal Caribbean International, RCL Adventure of the Seas
8NT Southern Caribbean & Perfect Day From $1,115pp $19998 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 Get a Quote
Royal Caribbean International, RCL Adventure of the Seas
8NT Southern Caribbean & Perfect Day From $1,115pp $19998 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 Get a Quote
Royal Caribbean International, RCL Adventure of the Seas
8NT Eastern Caribbean & Perfect Day From $1,145pp $19998 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 Get a Quote
Royal Caribbean International, RCL Adventure of the Seas
8NT Eastern Caribbean & Perfect Day From $1,145pp $19998 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 Get a Quote
Southern Caribbean Cruise Specials
