7,667 Caribbean cruises under $500/Night

Cartagena, Colombia → Willemstad → Oranjestad → Colon → Cartagena, Colombia

Bridgetown → San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown

Tampa → Key West → Freeport → Nassau → Tampa

Miami → Roatan → Costa Maya → Cozumel → Ocean Cay → Miami → Puerto Plata → San Juan → Ocean Cay → Miami

Baltimore → Half Moon Cay → Nassau → Celebration Key → Baltimore

Baltimore → Nassau → Half Moon Cay → Celebration Key → Baltimore

Miami → Great Stirrup Cay → Cartagena, Colombia → Colon → Puerto Limon → Montego Bay → Miami

Fort Lauderdale → Key West → Bimini → Fort Lauderdale

Port Canaveral → Amber Cove → Half Moon Cay → Celebration Key → Port Canaveral

Fort Lauderdale → Freeport → Nassau → Fort Lauderdale

Pointe-a-Pitre → Philipsburg → St. John's, Antigua → Basse-Terre → Roseau → Fort-de-France → Pointe-a-Pitre

Port Canaveral → Nassau → Ocean Cay → Cozumel → Costa Maya → Port Canaveral

Fort Lauderdale → Nassau → Castaway Cay → Lookout Cay → Fort Lauderdale

San Juan → St. Thomas → Basseterre → Willemstad → Oranjestad → San Juan

Fort Lauderdale → Celebration Key → Grand Turk → Nassau → Fort Lauderdale