7,663 Caribbean cruises under $500/Night

Jacksonville → Celebration Key → Nassau → Jacksonville

Fort Lauderdale → Nassau → Freeport → Fort Lauderdale

Miami → Half Moon Cay → San Juan → Philipsburg → St. Thomas → Miami

Baltimore → Half Moon Cay → Nassau → Celebration Key → Baltimore

Port Canaveral → Celebration Key → Basseterre → Bridgetown → Castries → Philipsburg → Port Canaveral

Fort Lauderdale → Nassau → Freeport → Fort Lauderdale

Jacksonville → Celebration Key → Nassau → Jacksonville

Miami → Puerto Plata → St. Thomas → Tortola → Great Stirrup Cay → Miami

Miami → Puerto Plata → St. Thomas → Tortola → Great Stirrup Cay → Miami

Port Canaveral → Great Stirrup Cay → Cabo Rojo → Oranjestad → Willemstad → San Juan → Puerto Plata → King's Wharf → Boston

Port Canaveral → Philipsburg → Basseterre → St. John's, Antigua → St. Thomas → Port Canaveral

Port Canaveral → Nassau → Castaway Cay → Port Canaveral

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

Port Canaveral → Oranjestad → Willemstad → Grand Turk → Port Canaveral

Port Canaveral → Oranjestad → Willemstad → Grand Turk → Port Canaveral