7,668 Caribbean cruises under $500/Night

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

Fort Lauderdale → Nassau → Ocho Rios → Georgetown → Fort Lauderdale

Miami → Half Moon Cay → Nassau → Celebration Key → Miami

Miami → Celebration Key → Half Moon Cay → Nassau → Miami

Miami → Half Moon Cay → Nassau → Celebration Key → Miami

Pointe-a-Pitre → Basseterre → Tortola → La Romana → Santo Domingo → Cabo Rojo → Grand Turk → Puerto Plata → Samana → La Romana → Castries → Bridgetown → Pointe-a-Pitre

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

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

Tampa → Bimini → Key West → Nassau → Tampa

Port Canaveral → Celebration Key → Half Moon Cay → Grand Turk → Port Canaveral

Fort Lauderdale → Half Moon Cay → St. Thomas → Philipsburg → Fort Lauderdale → Celebration Key → Amber Cove → San Juan → Grand Turk → Fort Lauderdale

Fort Lauderdale → Belize City → Roatan → Cozumel → Celebration Key → Fort Lauderdale → Half Moon Cay → St. Thomas → Philipsburg → Fort Lauderdale

Port Canaveral → Philipsburg → San Juan → Amber Cove → Celebration Key → Port Canaveral

Miami → Freeport → Merida → Bimini → Miami

Port Canaveral → Puerto Plata → San Juan → Philipsburg → St. Thomas → Tortola → Great Stirrup Cay → Port Canaveral