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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.

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Azamara Cruises, Azamara Journey
Discount
Azamara Journey7 Nights Southern Caribbean Cruise: Antigua, Grenada& Barbados from$1169 pp
7 Night - Southern Caribbean Cruise : Antigua, Martinique & Grenada - Starting in San Juan, Virgin Gorda, St Johns AG, Saint-Pierre, Port Elizabeth VC, Bequia, Saint Georges, Grenada, Scarborough, Tobago, Bridgetown
2026 Sails: Dec 5 Get a Quote
Seabourn, Seabourn Ovation
Family
Seabourn Ovation14 Nights Yachtsman's Caribbean In Depth Cruise from $5754 pp plus OBC
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 $3463 pp plus OBC
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
2028 Sails: Jan 22 Get a Quote
Norwegian Cruise Line, Norwegian Prima
Discount
Norwegian Prima7NT Southern Caribbean From $1,489pp $2299
7 Night - Southern Caribbean - San Juan - Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6 Get a Quote
Norwegian Cruise Line, Norwegian Prima
Family
Norwegian Prima7NT Southern Caribbean From $1,489pp $2299
7 Night - Southern Caribbean - San Juan - Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, St Lucia, Saint Lucia, Bridgetown, Barbados, Basseterre, Saint Kitts / Nevis, St Thomas, Vi, Tortola, British Virgin Islands, San Juan, Pr
2026 Sails: Dec 6 Get a Quote
Princess Cruises, Regal Princess
Discount
Regal Princess8 Nights Southern Caribbean w/Aruba, Regal Princess, from $759pp $656
8 Night - Southern Caribbean with Aruba - Starting in Fort Lauderdale, Florida, Amber Cove, Dominican Republic, Aruba, Curacao, Fort Lauderdale, Florida
2026 Sails: Dec 12 Get a Quote
Royal Caribbean, Legend of the Seas
Discount
Legend of the Seas8NT Southern Caribbean & Perfect Day From $1,674pp $2699
8 Night - Southern Caribbean & Perfect Day - Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Cabo Rojo, Dominican Republic, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 12 Get a Quote
Royal Caribbean, Legend of the Seas
Family
Legend of the Seas8NT Southern Caribbean & Perfect Day From $1,674pp $2699
8 Night - Southern Caribbean & Perfect Day - Starting in Fort Lauderdale, Florida, Willemstad AN, Curacao, Oranjestad, Aruba, Cabo Rojo, Dominican Republic, Perfect Day Cococay, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 12 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
Norwegian Cruise Line, Norwegian Prima
Discount
Norwegian Prima7NT Southern Caribbean From $1,469pp $2299
7 Night - Southern Caribbean - San Juan - Starting in San Juan, Pr, Philipsburg, St Maarten, Netherland Antilles, Basseterre, Saint Kitts / Nevis, Bridgetown, Barbados, St Lucia, Saint Lucia, Tortola, British Virgin Islands, St Thomas, Vi, San Juan, Pr
2026 Sails: Dec 13 Get a Quote

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Southern Caribbean Cruise Specials