7,664 Caribbean cruises under $500/Night

Port Canaveral → CocoCay → St. Thomas → Philipsburg → Port Canaveral

Miami → Puerto Plata → San Juan → St. Croix → Bimini → Miami

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

Colon → Cartagena, Colombia → Willemstad → Oranjestad → Colon

Miami → St. Thomas → St. John's, Antigua → Roseau → Bridgetown → Kingstown → Castries → Pointe-a-Pitre → Tortola → Miami → Cozumel → Ocho Rios → Georgetown → Miami

Miami → Puerto Plata → San Juan → Ocean Cay → Miami

Jacksonville → Celebration Key → Nassau → Jacksonville

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

Fort Lauderdale → Nassau → Fort Lauderdale

Miami → Grand Turk → Bimini → Miami

Galveston → Montego Bay → Georgetown → Cozumel → Galveston

Port Canaveral → Nassau → Lookout Cay → Port Canaveral

Fort Lauderdale → CocoCay → Falmouth, Jamaica → Nassau → Fort Lauderdale

Fort Lauderdale → Nassau → CocoCay → San Juan → Samana → Fort Lauderdale

Miami → St. Thomas → Philipsburg → St. John's, Antigua → Roseau → Pointe-a-Pitre → Basseterre → Tortola → Miami → Cozumel → Ocho Rios → Georgetown → Miami