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Mississippi Fly Drives and Trails

Mississippi Fly Drives and Road Trips

To get the most out of a Road Trip on Mississippi’s highways and byways, slow down and stop often! Mississippi is heralded as the birthplace of America's music, and was home to many literary and artistic legends throughout its history. It played a pivotal role in the Civil Rights movement, and was a key battleground during the American Civil War. Mississippi has plenty of great routes for you to drive...

  • For lovers of the Great Outdoors and history buffs, the Natchez Trace Parkway is a must-do trip. It's 444-miles from Natchez, Mississippi to Nashville, Tennessee. Following an enchanted route through lush forests, the Trace delves deep into Mississippi's history as it was first used by Native Americans thousands of years ago. 

  • Another historical trail in Mississippi well worth exploring is the Natchez Trace National Scenic Trail which features four walking trails.

  • Cycling in Mississippi is an enjoyable way to explore. From swift and steep single travel routes in forests to high mileage trails running through small towns, Mississippi had a wide assortment of biking trails across the state.

  • For music fanatics, the Mississippi Blues Trail is an essential Road Trip: celebrate the musicians and heritage of the Mississippi blues as you follow the markers throughout the State. 

  • For all the foodies, Mississipi's Culinary Trail just has to be done! Amazing culturally diverse tastes await you: tamales; fried green tomatoes, cornbread, catfish...

  • For history buffs, the Mississippi Freedom Trail commemorates the people and places pivotal in the civil rights movement.

  • Another great cultural trail is the Mississippi Writers Trail honoring the acclaimed and influential writers throughout the state, including Pulitzer Prize winners William Faulkner, Eudora Welty and Richard Ford.

  • Our State Itinerary also suggests a route to follow which covers the state of Mississippi, starting in New Orleans through Mississippi to Nashville and back again.

If the choices are all a bit overwhelming, please get in touch with us so we can help you plan the perfect holiday!

If you think you're ready to book your 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 Mississippi

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