7,663 Caribbean cruises under $500/Night

Norfolk → Half Moon Cay → Celebration Key → Norfolk

Fort Lauderdale → Half Moon Cay → St. Thomas → Philipsburg → Fort Lauderdale

San Juan → Oranjestad → Kralendijk → Willemstad → Philipsburg → San Juan

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

Fort-de-France → Pointe-a-Pitre → Tortola → La Romana → Isla Catalina → Virgin Gorda → Philipsburg → Fort-de-France

La Romana → Isla Catalina → Virgin Gorda → Philipsburg → Basse-Terre → St. John's, Antigua → La Romana

Jacksonville → Celebration Key → Half Moon Cay → Jacksonville

Fort Lauderdale → Key West → Bimini → Fort Lauderdale

Bridgetown → Fort-de-France → Pointe-a-Pitre → Tortola → La Romana → Virgin Gorda → Philipsburg → Basse-Terre → Tortola → Isla Catalina → La Romana → Isla Catalina → Bridgetown

Port Canaveral → Nassau → Castaway Cay → Port Canaveral

Tampa → Georgetown → Cozumel → Tampa

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

Pointe-a-Pitre → Castries → Bridgetown → Bequia → St. George's, Grenada → Fort-de-France → Pointe-a-Pitre

Cartagena, Colombia → Oranjestad → Willemstad → Colon

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