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Kentucky Fly Drives and Trails

Kentucky Fly Drives and Road Trips

Where will Kentucky's driving trails lead you? Almost anywhere you want to go! History enthusiasts, music-lovers, gastronomers, and fans of the Great Outdoors will all fall in love with Kentucky.

  • Explore historical Kentucky... Why not experience the vital role Kentucky played in the Civil War by driving Kentucky's Civil War Trail? 

  • Is there something in the water of the eastern Kentucky mountains? Maybe so, if musical talent is a benchmark. Many past, current and future music stars are from the area surrounding Kentucky's U.S.23 Country Music Highway. This Road Trip is a must-see for all music-lovers.

  • Taste your way along the western Kentucky BBQ Trail. Barbecue can be found in pop-up roadside stands, carryout-only 'joints' and full-service restaurants, all making claims about their featured items.

  • Enjoy the scenery and be awed by the might Mississippi River as you travel along the Great River Road.

  • Or learn all about bourbon on the Kentucky Bourbon Trail.

  • If you want a more varied route, maybe take a look at our suggested State Itinerary... this definitely has something to appeal to everyone.

If you need any further input, please get in touch with our Kentucky State experts; we are always happy to help you plan the perfect holiday!

If you feel ready to book a Deep South holiday, please check out our Holiday Companies listing; this is our pick of the best Deep South holiday providers.


What to do

  • Family Fun in Deep South USA


    From the great outdoors, to fantastic shows and parks...
    Artists performing at Grand Ole Opry


    For American music, all roads lead to the Deep South...
    History of Deep South USA


    Travelling through the Deep South is a history lesson in itself!
  • Deep South USA Cuisine


    Sample a taste of the real Deep South…
    Heritage of Deep South USA


    Discover our colourful cultural beginnings…
    Man playing gold in Deep South USA


    Perfect your Southern swing in stunning settings…


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Ask an expert who's been to Kentucky

Start planning your Deep South USA road trip by contacting one of our Southern specialists.