Natchez Challenge – Race the Trace Bike Tour

Natchez Challenge - Race the Trace Bike Tour


Challenge yourself to ride the 444-mile Natchez Trace in just five days.

Increasing numbers of cyclists are looking for Fall and Spring training options. The Trace Challenge will focus as a training ride for the intermediate to advanced rider. Each day will bring on mileages from 82 -111 miles, and will include excellent meals, good beer and a comfortable hotel to sleep in each night.

This Natchez Trace Challenge is the perfect setup for small groups, teams and individuals looking for challenging days with like riders. This tour could be your perfect opportunity as a fundraiser for your favorite charity. Cycle of Life Adventures will contribute 5% of your tour cost to your charity.

While our seven-day Natchez Trace Bike Tour focuses on the scenery, area attractions and a push toward one century, this 5-day challenge averages 95 miles per day with several days going over a century.

There are many historic markers along the trace to use as an excuse to stop for a break. Take a moment and read some of the interesting history. Make sure to catch photos of the Wichahpi Wall, a memorial for those Native Americans who walked the Trail of Tears. When you arrive in French Camp, tour the historic grounds and watch the students harvest the sorghum. Take a stroll on a few sections of the original Trace and picture bison migrating, Civil War soldiers and Ohio farmers using the Trace as their path, and boatmen walking home.


Rider Level

Intermediate – Advanced


477 miles

Nashville is an easy one-day drive from many major cities east of the Mississippi. If flying in, make your reservations to Nashville Airport. Pick up will be at baggage claim by 4pm. When flying out, drop off will be by 5pm in Jackson, MS. Do not make reservations before 6:30pm. If you are driving to our starting hotel location, please arrive by 5pm in time for social hour and orientation dinner at a nice local restaurant. At the end of the tour, you may shuttle back to Nashville the following morning from Ridgeland, Mississippi. You will need a hotel reservation at that location. Please ask for details if you would like to stay in the area longer to take additional side trips.
All meals are included with the exception of one dinner in Ridgeland. We thought you may want some time to yourself or with a small group of friends.

All lodging is included

Accommodations: Hampton Inn Nashville • Hampton Inn Florence • Best Western Plus Tupelo • French Camp • Marriott Ridgeland

  • All lodging except final layover night
  • Transfers to and from the airport
  • All breakfasts, 4 dinners and picnic lunches on riding days
  • Social hours after each day of riding
  • Van support
  • Maps
  • GPS mapping
  • Mechanic
  • 2 or more experienced guides
Not Included
  • Airfare
  • Meals on off days
  • Souvenirs
  • 12% gratuity for guides, mechanics, volunteers and tour staff is not included, but greatly appreciated


  • October 28 – November 2, 2023
  • 5 Days | 5 Nights


Per Person
$2100/person (double)
  • Groups of 4 or more registering together - $1750 per person, double occupancy.
  • Single Room Supplement - $450
    We recommend using your own personal bike

Not really a race, but challenge yourself and your friends.


Orientation: 5:00PM held on the night before we ride.

Day 1

Bellevue, TN to Florence, AL

110.6 miles; 6423 ft

Day 2

Florence, AL to Tupelo, MS

92.3 miles; 3940 ft

Day 3

Tupelo, MS to French Camp, MS

88.7 miles; 2815 ft

Day 4

French Camp, MS to Ridgeland, MS

82.2 miles; 1802 ft

Day 5

Ridgeland, MS to Natchez, MS

103.6 miles; 4329 ft

“Super beautiful, well done! If you are looking for a magical and romantic place then this is a great place to go! I’d recommend this to anyone who loves a good adventure!”
Ali McBeth

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