7,665 Caribbean cruises under $500/Night

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

Bridgetown → St. George's, Grenada → Fort-de-France → Pointe-a-Pitre → St. John's, Antigua → Philipsburg → Basseterre → Roseau → Fort-de-France → Pointe-a-Pitre → Castries → Bridgetown

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

Fort Lauderdale → Oranjestad → Willemstad → Grand Turk → Puerto Plata → Fort Lauderdale

Fort Lauderdale → Puerto Plata → Grand Turk → Oranjestad → Willemstad → Fort Lauderdale

Port Canaveral → Ocean Cay → Costa Maya → Cozumel → Nassau → Port Canaveral → Ocean Cay → Puerto Plata → Grand Turk → Nassau → Port Canaveral

Fort Lauderdale → Nassau → CocoCay → Fort Lauderdale

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

Port Canaveral → Nassau → Lookout Cay → Port Canaveral

Miami → Celebration Key → Montego Bay → Georgetown → Miami

Port Canaveral → Amber Cove → Grand Turk → Port Canaveral

Fort Lauderdale → Nassau → Cabo Rojo → Oranjestad → Willemstad → Fort Lauderdale

Port Canaveral → Great Stirrup Cay → Falmouth, Jamaica → Georgetown → Cozumel → Port Canaveral

Miami → CocoCay → Nassau → Miami

Bayonne → King's Wharf → Samana → Grand Turk → Bayonne