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[2421 Deals were found in Caribbean]

Random (maybe expired) Sponsored Flight Deal

  Non-stop from Chicago to San Juan, Puerto Rico for only $256 roundtrip (Oct-Mar dates)
  Non-stop from London, UK to Antigua and Barbuda for only £370 roundtrip (Nov-May dates)
  Atlanta to Aruba for only $246 roundtrip (Oct dates)
  UK cities to Havana, Cuba from only £364 roundtrip (Oct-Feb dates)
  European cities to the US Virgin Islands from only €310 roundtrip (Sep-May dates)
  XMAS & NEW YEAR: European cities to San Juan, Puerto Rico from only €301 roundtrip (Oct-May dates)
  HOT! High season flights to the Caribbean island of Puerto Rico or US Virgin Islands from €321 return! (Sep 20 to Jun 21)
  San Francisco to San Juan, Puerto Rico for only $201 roundtrip (Oct dates)
  Los Angeles to the Dominican Republic for only $268 roundtrip (Oct-Jan dates)
  Dallas, Texas to Havana, Cuba for only $238 roundtrip (Oct-Dec dates)
  Non-stop from Paris, France to Martinique for only €272 roundtrip (Feb-Mar dates)
  Winter warmth on the Caribbean Sea! Germany to Cancun for €355rtn! (Oct 20 to Dec 20) *UPDATE* Adding deals from Vienna and Switzerland from €334!
  Toronto, Canada to San Juan, Puerto Rico for only $356 CAD roundtrip (Oct-Dec dates)
  New York to Aruba for only $246 roundtrip (Nov dates)
  Vancouver, Canada to the Dominican Republic for only $367 CAD roundtrip (Sep-May dates)
  London, UK to Tobago for only £389 roundtrip (Oct-Apr dates)
  London, UK to Havana, Cuba for only £386 roundtrip (Oct-Mar dates)
  SUMMER: Non-stop from London, UK to Antigua and Barbuda for only £376 roundtrip (Oct-Jul dates)
  The Caribbean Collection! The cheapest flights from London to the Caribbean from £375 (Sep 20 to Mar 21)
  Vancouver, Canada to Havana, Cuba for only $391 CAD roundtrip (Sep-Mar dates)
  Toronto, Canada to Havana, Cuba for only $352 CAD roundtrip (Oct-Dec dates)
  Non-stop from San Francisco to Aguadilla, Puerto Rico for only $296 roundtrip (Jan-Apr dates)
  Portland, Oregon to San Juan, Puerto Rico for only $235 roundtrip (Oct dates)
  Miami to Trinidad for only $169 roundtrip (Oct-Jun dates)
  Return flights from the UK to Martinique or Guadeloupe from £406! (Sep 20 to Jun 21)
  XMAS & NEW YEAR: Miami to St. Martin for only $176 roundtrip (Sep-Feb dates)
  SUMMER: San Francisco to Havana, Cuba for only $228 roundtrip (Oct-Jul dates)
  Non-stop from London, UK to Antigua and Barbuda for only £365 roundtrip (Sep-Mar dates)
  *Expires soon* Winter warmth on the Caribbean Sea! German to Cancun for €378rtn! (Oct 20 to Dec 20)
  US cities to San Juan, Puerto Rico from only $185 roundtrip (Oct-Dec dates)
  Non-stop from Atlanta to San Juan, Puerto Rico for only $186 roundtrip (Sep-Oct dates)
  Fort Lauderdale to Aruba for only $197 roundtrip (Oct-Nov dates)
  Non-stop from New York to the US Virgin Islands for only $204 roundtrip (Dec-Feb dates)
  🔥🔥🔥 Non-stop from New York to San Juan, Puerto Rico for only $66 roundtrip (Aug-Oct dates)
  London, UK to the Dominican Republic for only £396 roundtrip (Oct-Nov dates)
  Milan or Venice, Italy to Havana, Cuba for only €395 roundtrip (Sep-Mar dates)
  Phoenix, Arizona to Havana, Cuba for only $284 roundtrip (Oct-Dec dates)
  Denver, Colorado to Havana, Cuba for only $284 roundtrip (Oct-Dec dates)
  San Francisco to Curacao for only $227 roundtrip (Oct-Dec dates)
  🔥 New York to Curacao for only $187 roundtrip (Sep-Dec dates)
  XMAS: Non-stop from Miami to the US Virgin Islands for only $197 roundtrip (Aug-Feb dates)
  Houston, Texas to Curacao for only $207 roundtrip (Oct-Dec dates)
  Denver, Colorado to Curacao for only $187 roundtrip (Oct-Dec dates)
  Non-stop from New York to Montego Bay, Jamaica for only $273 roundtrip (Sep-Dec dates)
  🚨 PRICE DROP 🚨 Boston to San Juan, Puerto Rico for only $135 roundtrip (Oct-Dec dates)
  🚨 PRICE DROP 🚨 Non-stop from Washington DC to San Juan, Puerto Rico for only $156 roundtrip (Sep-Jan dates)
  Air France flights from Spain to Martinique or Guadeloupe from €412 return! (Aug 20 to Jun 21)
  Los Angeles to San Juan, Puerto Rico for only $168 roundtrip (Oct-Nov dates)
  Return flights from Germany to Martinique or Guadeloupe from €415! (Aug 20 to Jun 21)
  Philadelphia to St. Martin for only $261 roundtrip (Oct-Nov dates)