7,664 Caribbean cruises under $500/Night

Miami → Great Stirrup Cay → Cabo Rojo → Oranjestad → Willemstad → Falmouth, Jamaica → Georgetown → Miami

Fort-de-France → Pointe-a-Pitre → Basseterre → St. John's, Antigua → Tortola → Santo Domingo → Pointe-a-Pitre → Fort-de-France

Port Canaveral → Celebration Key → Montego Bay → Georgetown → Port Canaveral

New York → Celebration Key → Half Moon Cay → Grand Turk → New York

Port Canaveral → Celebration Key → Port Canaveral

Fort Lauderdale → Half Moon Cay → Oranjestad → Cartagena, Colombia → Colon → Puerto Limon → Georgetown → Fort Lauderdale → Willemstad → Kralendijk → Oranjestad → Half Moon Cay → Fort Lauderdale

Port Canaveral → Nassau → Ocean Cay → Port Canaveral

Port Canaveral → Castaway Cay → Lookout Cay → Nassau → Port Canaveral

Norfolk → Nassau → Celebration Key → Bimini → Norfolk

San Juan → Tortola → Basseterre → Bridgetown → Castries → Philipsburg → St. Thomas → San Juan

Miami → Celebration Key → Miami

Miami → Celebration Key → Miami

La Romana → Isla Catalina → Oranjestad → Willemstad → Kralendijk → St. George's, Grenada → La Romana → Isla Catalina → Virgin Gorda → Philipsburg → Basse-Terre → St. John's, Antigua → La Romana

Fort Lauderdale → Lookout Cay → Falmouth, Jamaica → Georgetown → Cozumel → Fort Lauderdale

Miami → Celebration Key → Amber Cove → Grand Turk → Miami