Top Regional Airlines Serving the Caribbean

The big airlines cover the popular destinations in the Caribbean -- Puerto Rico, Nassau, etc. -- but regional airlines bring less-traveled islands within reach. My list of top regional airlines includes those that fly primarily within island groups (Bahamas, Caymans, Grenadines) as well as those that use San Juan as a hub; some fly to Florida, too! Only airlines with scheduled service are included, not charter-only companies.

For more information on traveling to, from, and within the Caribbean islands, check our our other flight/travel guides for the Caribbean: 

Airlines and Flights Between Great Britain and the Caribbean

Top Airlines Flying to the Caribbean From U.S. and Canada 

Caribbean Flights and Airlines That Fly to the Caribbean

How to Travel to Cuba If You Are An American

Puerto Rico Airports and Flights 

  • 01 of 11

    LIAT

    LIAT Twin Otter
    ••• LIAT Twin Otter. Photo by JetPix via Wikipedia

    Most major of the inter-island airlines. 

    Destinations: Dominican Republic (Santo Domingo), Puerto Rico (San Juan), U.S. Virgin Islands (St. Thomas, St. Croix), British Virgin Islands, St. Maarten, Anguilla, St. Kitts & Nevis,Antigua, Guadaloupe, Dominica, St. Lucia, Barbados, St. Vincent & the Grenadines (including Bequia), Grenada, Trinidad & Tobago.

    Reservations: 268-480-5601.

    Website: http://www.liatairline.com/

    Check Flights at Expedia

  • 02 of 11

    Caribbean Airlines

    Trinidad-based Caribbean airlines offers flights throughout the islands. 

    Destinations: Barbados, Antigua, Jamaica, Trinidad & Tobago, St. Lucia.

    Reservations:: 800 538 2942.

    Website: http://www.bwee.com/

    Check Flights at Expedia

  • 03 of 11

    Cape Air

    Cape Air has an interline arrangement with JetBlue airlines, allowing Cape Air to fly travelers to a selection of Caribbean destinations. 

    Destinations: Puerto Rico (San Juan, Ponce, Mayaguez, Vieques), U.S. Virgin Islands (St. Thomas, St. Croix), British Virgin Islands.

    Reservations: 800-352-0714.

    Website: http://www.capeair.com

    Check Flights at Expedia

  • 04 of 11

    Winair

    St. Martin-based Winair flies travelers to Saba, Anguilla, the B.V.I.s and more.

    Destinations: Anguilla, Antigua, Montserrat, St. Kitts & Nevis, Saba, St. Barths, St. Eustatius, St. Maarten, British Virgin Islands (Tortola).

    Reservations: 866-466-0410.

    Website: http://www.fly-winair.com/

    Check Flights at Expedia

    Continue to 5 of 11 below.
  • 05 of 11

    Air Sunshine

    Air Sunshine is based in the USA and flies to a large selection of Caribbean destinations. 

    Destinations: Bahamas (Abaco/Marsh Harbour, Abaco/Treasure Cay, Stella Maris, San Salvador, Exumas/George Town, Great Inagua, New Bight), Cuba (Guantanamo Bay), Jamaica (Kingston), Puerto Rico (San Juan, Vieques), U.S. Virgin Islands (St. Thomas, St. Croix), British Virgin Islands (Tortola, Virgin Gorda).

    Reservations:(800) 327-8900.

    Website: http://www.airsunshine.com

    Check Flights at Expedia

  • 06 of 11

    BahamasAir

    Destinations: Bahamas (Nassau, Grand Bahama, Abacos, Andros, Eleuthera, Cat Island, Great Exuma, San Salvador, Long Island, Crooked Island, Mayaguana, Acklins, Little Inagua, Great Inagua), Turks & Caicos, Cuba, Jamaica (Kingston), Dominican Republic (Santo Domingo).

    Reservations: 1-800-222-4262.

    Website: http://www.bahamasair.com/

    Check Flights at Expedia

  • 07 of 11

    Air Caraibes

    Destinations: Guyana, Barbados, Canouan, Cuba, Fort de France, Haiti, St. Barts, St. Martin, St. Maarten, St. Lucia, St. Johns, Dominican Republic, Martinique, Guadaloupe, Les Saintes.

    Website: http://www.aircaraibes.com/

    Check Flights at Expedia

  • 08 of 11

    Cubana

    Destinations: Cuba (Havana, Camaguey, Santiago de Cuba, Holguin), Dominican Republic (Santo Domingo), Guadaloupe, Martinique.

    Website: http://www.cubana.co.cu

    Check Flights at Expedia

    Continue to 9 of 11 below.
  • 09 of 11

    Fly Montserrat

    Launched in June 2009, Fly Montserrat provides scheduled service between Antigua and Montserrat as well as charter service to and from Montserrat from a variety of regional destinations.

    Website: http://www.flymontserrat.com/

    Check Flights at Expedia

  • 10 of 11

    Air Turks and Caicos

    Destinations: Turks & Caicos (Provo, South Caicos, North Caicos, Grand Turk, Salt Cay), Jamaica (Kingston), Haiti (Port au Prince, Cap Hatien), Domincan Republic (Puerto Plata, Santiago) Bahamas (Nassau).

    Website: http://www.flyairtc.com/

    Check Flights at Expedia

  • 11 of 11

    Other Inter-Island Flights

    We recommend working with tour operators to make sure your airfare is scheduled according to your travel needs for your Caribbean trip, as inter-island flights are often more sporadically planned than typical big airline flight schedules.  

    Travelers should also bear in mind that inter-island flights can be extremely costly, so for the most affordable, budget travel, stick to islands that offer direct flights through the big airlines. 

    Check Flights at Expedia