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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.

All Cruise Specials


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Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam21 Nights Southern & Eastern Caribbean Cruise from $1637 pp
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 Get a Quote
Holland America, Nieuw Amsterdam
Discount
Nieuw Amsterdam9 Nights Southern Caribbean Discovery With History Channel cruise $671 pp
9 Night - Southern Caribbean - Starting in Fort Lauderdale, Florida, Kralendijk, Bonaire, Willemstad AN, Curacao, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Nov 20 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation8 Nights Southern Caribbean Gems Cruise from $3361 pp
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 Get a Quote
Oceania Cruises, Oceania Vista
Family
Oceania Vista12 Nights Antillean Island Sojourn Voyage from $3737 pp plus OBC
12 Night - Antillean Island Sojourn - Starting in Miami, Charlotte Amalie, Philipsburg, Gustavia, Fort-de-France, Pointe-a-Pitre, St Johns, Tortola, Miami
2026 Sails: Nov 25 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Exotic Caribbean In Depth Cruise from $5844 pp
14 Night - Exotic Caribbean in Depth - Starting in 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, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Nov 28 Get a Quote
Azamara Cruises, Azamara Journey
Family
Azamara Journey13 Nights Caribbean Cruise from $6,689 pp plus OBC
13 Night - Caribbean Combination Cruise : San Juan, Antigua & St. Lucia - 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, San Juan
2026 Sails: Dec 5 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Yachtsman's Caribbean In Depth Cruise from $5488 pp
14 Night - Yachtsman's Caribbean in Depth - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 5 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation7 Nights Yachtsman's Caribbean Cruise from $3144 pp
7 Night - Yachtsman's Caribbean - Starting in Philipsburg, Sint Maarten, Sopers Hole (Frenchmans Cay), Carambola Beach, Saint Kitts and Nevis, Trois Ilets, Martinique, Port Elizabeth VC, Bequia, St Vincent and the Grenadines, Saint Georges, Grenada, Bridgetown, Barbados
2026 Sails: Dec 5, Dec 26
2027 Sails: Jan 16, Jan 30, Feb 20, Mar 6, Mar 20, Dec 4 Get a Quote
Seabourn, Seabourn Ovation
Discount
Seabourn Ovation7 Nights Caribbean Gems Cruise from $3278 pp plus OBC
7 Night - Caribbean Gems - Starting in Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 12 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation7 Nights Caribbean Gems Cruise from $2923 pp
7 Night - Caribbean Gems - Starting in Bridgetown, Barbados, Carambola Beach, Saint Kitts and Nevis, Terre-de-Haut, Iles des Saintes, Guadeloupe, Saint Pierre, Martinique, Roseau, Dominica, Rodney Bay, Saint Lucia, Bridgetown, Barbados
2026 Sails: Dec 12 Get a Quote

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Southern Caribbean Cruise Specials