7,668 Caribbean cruises under $500/Night

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

Port Canaveral → St. Thomas → San Juan → Amber Cove → Celebration Key → Port Canaveral

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

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

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

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

Port Canaveral → Nassau → Lookout Cay → Port Canaveral

Port Canaveral → Amber Cove → San Juan → St. Thomas → Port Canaveral

Port Canaveral → Lookout Cay → Castaway Cay → Port Canaveral

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

Fort Lauderdale → Lookout Cay → Castaway Cay → Fort Lauderdale

Fort Lauderdale → Nassau → CocoCay → Fort Lauderdale

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

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

Fort Lauderdale → Celebration Key → Amber Cove → San Juan → Grand Turk → Fort Lauderdale