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Caribbean Cruise Specials

We've gathered all of the 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 Caribbean cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials


If you need help choosing a cruise, try our Virtual Cruise Advisor™ or Live Help.

Oceania Cruises, Oceania Vista
Discount
Oceania Vista14NT Caribbean Enchantment From $4,999pp $6599
14 Night - Caribbean Enchantment - Starting in New York, Charlotte Amalie, Tortola, St Johns, Basseterre, Castries, St Georges, Willemstad AN, Oranjestad, Miami
2026 Sails: Oct 28 Get a Quote
Oceania Cruises, Oceania Vista
Luxury and Exotic
Oceania Vista14NT Caribbean Enchantment From $4,999pp $6599
14 Night - Caribbean Enchantment - Starting in New York, Charlotte Amalie, Tortola, St Johns, Basseterre, Castries, St Georges, Willemstad AN, Oranjestad, Miami
2026 Sails: Oct 28 Get a Quote
Celebrity Cruises, Celebrity Ascent
Discount
Celebrity Ascent14NT Italy & Bermuda Transatlantic From $2,116pp $3099
14 Night - Italy & Bermuda Transatlantic - Starting in Rome (Civitavecchia), Italy, Cagliari, Sardinia, Italy, Malaga, Spain, Madeira (Funchal), Portugal, Royal Naval Dockyard, Bermuda, Fort Lauderdale, Florida
2026 Sails: Oct 30 Get a Quote
Celebrity Cruises, Celebrity Ascent
Repositioning
Celebrity Ascent14NT Italy & Bermuda Transatlantic From $2,116pp $3099
14 Night - Italy & Bermuda Transatlantic - Starting in Rome (Civitavecchia), Italy, Cagliari, Sardinia, Italy, Malaga, Spain, Madeira (Funchal), Portugal, Royal Naval Dockyard, Bermuda, Fort Lauderdale, Florida
2026 Sails: Oct 30 Get a Quote
Celebrity Cruises, Celebrity Apex
Discount
Celebrity Apex7NT Key West, Mexico & Cayman From $814pp $1699
7 Night - Key West, Mexico & Cayman - Starting in Orlando (Port Canaveral), Fl, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Orlando (Port Canaveral), Fl
2026 Sails: Oct 31 Get a Quote
Celebrity Cruises, Celebrity Apex
Luxury and Exotic
Celebrity Apex7NT Key West, Mexico & Cayman From $814pp $1699
7 Night - Key West, Mexico & Cayman - Starting in Orlando (Port Canaveral), Fl, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Orlando (Port Canaveral), Fl
2026 Sails: Oct 31 Get a Quote
Oceania Cruises, Oceania Allura
Discount
Oceania Allura32NT Rivieras to the Caribbean from $13,599pp $14899
32 Night - Rivieras to the Caribbean - Starting in Barcelona (Tarragona), Palamos, Sete, Provence (Marseille), Savona, Cinque Terre (La Spezia), Portoferraio (Elba), Rome (Civitavecchia), Naples / Pompeii, Messina (Sicily), Valletta, Trapani (Sicily), Tunis (La Goulette), Cagliari (Sardinia), Cartagena ES, Valencia, Barcelona, Malaga, Agadir, Arrecife (Lanzarote), San Juan, Miami
2026 Sails: Oct 31 Get a Quote
Oceania Cruises, Oceania Allura
Luxury and Exotic
Oceania Allura32NT Rivieras to the Caribbean from $13,599pp $14899
32 Night - Rivieras to the Caribbean - Starting in Barcelona (Tarragona), Palamos, Sete, Provence (Marseille), Savona, Cinque Terre (La Spezia), Portoferraio (Elba), Rome (Civitavecchia), Naples / Pompeii, Messina (Sicily), Valletta, Trapani (Sicily), Tunis (La Goulette), Cagliari (Sardinia), Cartagena ES, Valencia, Barcelona, Malaga, Agadir, Arrecife (Lanzarote), San Juan, Miami
2026 Sails: Oct 31 Get a Quote
Norwegian Cruise Line, Norwegian Prima
Discount
Norwegian Prima7NT Eastern Caribbean From $1,119pp $1899
7 Night - Eastern Caribbean - Port Canaveral - Starting in Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, St Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Nov 1 Get a Quote
Norwegian Cruise Line, Norwegian Prima
Family
Norwegian Prima7NT Eastern Caribbean From $1,119pp $1899
7 Night - Eastern Caribbean - Port Canaveral - Starting in Orlando Beaches / Port Canaveral, Fl, Puerto Plata, Dominican Republic, St Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando Beaches / Port Canaveral, Fl
2026 Sails: Nov 1 Get a Quote

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Caribbean Cruise Specials