7,663 Caribbean cruises under $500/Night

Miami → Philipsburg → Basse-Terre → St. Thomas → Amber Cove → Miami → Grand Turk → Ocean Cay → Nassau → Miami

Fort Lauderdale → Nassau → Castaway Cay → Fort Lauderdale

Miami → CocoCay → Puerto Plata → Grand Turk → Miami

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

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

Port Canaveral → Celebration Key → Port Canaveral

Port Canaveral → Ocean Cay → Nassau → Cozumel → Costa Maya → Port Canaveral → Ocean Cay → Grand Turk → Puerto Plata → Nassau → Port Canaveral

Port Canaveral → St. Thomas → Tortola → Castaway Cay → Port Canaveral

Port Canaveral → Amber Cove → San Juan → St. Thomas → Port Canaveral

Miami → Kralendijk → Oranjestad → Willemstad → Cabo Rojo → Ocho Rios → Miami → Ocho Rios → Cartagena, Colombia → Colon → Puerto Limon → Roatan → Belize City → Miami

Miami → Nassau → Key West → Miami

Miami → Bimini → Key West → Miami

Miami → Key West → Freeport → Miami

Fort Lauderdale → Castaway Cay → Lookout Cay → Fort Lauderdale

Port Canaveral → Tortola → St. Thomas → Castaway Cay → Port Canaveral