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  1. www.southwest.com › destinations › caribbeanFlights to the Caribbean | Southwest Airlines®

    Search Southwest® flights to Aruba, Grand Cayman, Cuba, Jamaica, the Bahamas, or Turks and Caicos today! Find cheap international flights to the Caribbean. Log in or enroll to manage your trips and account activity.

    • Montego Bay

      When you fly Southwest ... Located near Ocho Rios, about 60...

    • Punta Cana

      Punta Cana - Flights to the Caribbean | Southwest Airlines®

    • Aruba

      Aruba - Flights to the Caribbean | Southwest Airlines®

    • Turks and Caicos

      Turks and Caicos - Flights to the Caribbean | Southwest...

    • Nassau

      Nassau - Flights to the Caribbean | Southwest Airlines®

    • Grand Cayman

      The site is also home to cottages and gardens. Dig into the...

    • Havana

      1 Our tropical destinations have country-specific travel...

    • San Juan

      San Juan - Flights to the Caribbean | Southwest Airlines®

  2. upgradedpoints.com › travel › airlines14 Awesome International Destinations Southwest Flies To []

    6 Μαρ 2024 · Southwest flies to many international destinations in the Caribbean, Mexico, and Central America. You’ll experience the same great Southwest benefits on these flights as you would on any other Southwest flight — 2 free checked bags, open seating, no change fees, and great customer service.

  3. www.farecompare.com › travel-advice › where-does-southwest-fly-in-the-caribbeanWhere Does Southwest Fly in the Caribbean? - FareCompare

    8 Απρ 2021 · Ready for some island hopping? Find out where Southwest flies in the Caribbean and pack your bathing suit, flip flops, sunscreen, and an appetite.

  4. www.exploringcaribbean.com › what-caribbean-islands-does-southwest-fly-toWhat Caribbean Islands Does Southwest Fly To?

    4 Μαρ 2024 · What Caribbean Islands Does Southwest Fly To Quick Take: Southwest flies to The Bahamas, Cuba, Turks & Caicos, Aruba, the Dominican Republic, Puerto Rico, the Cayman Islands, and Jamaica. It also flies to Cozumel, Mexico.

  5. www.southwest.com › route-mapInteractive Route Map | Southwest Airlines

    Use our route map to explore where Southwest flies and plan your next trip with Southwest Airlines. Search and find flights by city, date, and airport.

  6. www.nerdwallet.com › article › travelA Guide to Southwest Flights to the Caribbean - NerdWallet

    19 Αυγ 2023 · Punta Cana, Dominican Republic. San Juan, Puerto Rico. Image courtesy of Southwest. Fly direct. It's helpful to know which airports Southwest flights to the Caribbean will take you through. If...

  7. en.wikipedia.org › wiki › List_of_Southwest_Airlines_destinationsList of Southwest Airlines destinations - Wikipedia

    As of November 2023, Southwest Airlines has scheduled flights to over 100 destinations in 42 states, Puerto Rico, Mexico, Central America and the Caribbean, the newest being Syracuse, New York on November 14, 2021. The airline has 15 focus cities and operates over 4,000 flights each day.