7,659 Caribbean cruises under $500/Night

Miami → Key West → Bimini → Miami

Miami → Key West → Bimini → Miami

Port Canaveral → Celebration Key → San Juan → St. Thomas → Port Canaveral

Port Canaveral → Celebration Key → Grand Turk → Port Canaveral

Port Canaveral → Ocean Cay → Nassau → Port Canaveral

Port Canaveral → Ocean Cay → Nassau → Port Canaveral

Fort Lauderdale → Lookout Cay → Castaway Cay → Fort Lauderdale

Norfolk → Nassau → Half Moon Cay → Celebration Key → Norfolk

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

Miami → Celebration Key → Miami

Port Canaveral → Key West → Georgetown → Cozumel → Port Canaveral

Miami → Nassau → CocoCay → Miami

Fort Lauderdale → Key West → Freeport → Fort Lauderdale

Philadelphia → Puerto Plata → San Juan → St. John's, Antigua → Castries → Philipsburg → Philadelphia

Fort Lauderdale → Philipsburg → St. John's, Antigua → Roseau → Fort-de-France → Basseterre → Tortola → Half Moon Cay → Fort Lauderdale → Key West → Georgetown → Ocho Rios → Roatan → Belize City → Cozumel → Fort Lauderdale