7,667 Caribbean cruises under $500/Night

Fort Lauderdale → Key West → Freeport → Fort Lauderdale

Miami → Philipsburg → St. Thomas → CocoCay → Miami

Port Canaveral → Ocean Cay → Nassau → Port Canaveral

Port Canaveral → Amber Cove → Oranjestad → Willemstad → St. George's, Grenada → Bridgetown → Roseau → Philipsburg → St. Thomas → Port Canaveral

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

Miami → Half Moon Cay → Celebration Key → Miami

Miami → Celebration Key → San Juan → St. Thomas → Miami

Fort Lauderdale → Lookout Cay → Nassau → Fort Lauderdale

Port Canaveral → Nassau → Castaway Cay → Port Canaveral

Jacksonville → Half Moon Cay → Celebration Key → Jacksonville

Miami → Falmouth, Jamaica → Georgetown → Cozumel → Costa Maya → Miami

Fort Lauderdale → Lookout Cay → Nassau → Fort Lauderdale

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

New York → Tortola → Basseterre → Castries → Bridgetown → Philipsburg → New York

Fort Lauderdale → Nassau → CocoCay → Fort Lauderdale