Cycle Of Life Adventures
Natchez Challenge, Spring Tune Up
Registration Open
Four-Day Advanced

Natchez Challenge, Spring Tune Up

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

Dates
May 1 – May 4, 2027
Duration
4 days
Starts
Ridgeland, MS
Ends
Nashville, TN
Group Size
Up to 6
Rider Requirements
Must maintain a daily average pace of 10-15 mph.

Route Map

About This Tour

Rider Requirements: Must maintain a daily average pace of 10-15 mph.
Challenge yourself to ride the 370-miles of the Natchez Trace in just four 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 mileages from 77-110 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 4-day challenge averages 92 miles per day with one day 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 the interesting history markers. Make sure to catch photos of the Wichahpi Wall, a memorial for those Native Americans who walked the Trail of Tears. 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.
Tour Highlights
Best cycling Road in America
Travel
Fly into  Jackson – Medgar Evans Airport- Shuttle pick up time 2 pm. Fly out of Nashville Airport- Drop off time 6 pm, or stay overnight, and we will give you a ride to the airport. This tour does not include return shuttle service to Jackson.  Enterprise car rentals does offer one-way car rentals.
Accommodations
Four nights' lodging is included.
Special Note
Meeting point, if driving, is the Hyatt Place in Ridgeland.
We will not be offering ebikes for rentals. We cannot accommodate tricycles or recumbent bicycles on this tour.

Day-by-Day Itinerary

76.30 miles
1,778 ft gain

Ridgeland, MS to Kosciusko 76.3 miles,  1778' elevation

108.00 miles
3,126 ft gain

Kosciusko to  Tupelo, MS  Enjoy dinner on your own tonight in Tupelo. Asl your guide for recommendations. 108 miles,  3126' elevation

92.90 miles
3,884 ft gain

Tupelo, MS to Collinwood, TN 92.9 miles, 3884' elevation

88.30 miles
5,359 ft gain

Collinwood, TN to Nashville, TN  88.3 miles, 5359' elevation

What's Included

Included

  • 2 Guides
  • Van Support (snacks and beverages)
  • Maps
  • All lodging
  • Luggage transfers
  • Transfers to and from the airport
  • All breakfasts, dinners and picnic lunches on riding days
  • Cocktail social hours on the 1st evening of each tour
  • Maps
  • Mechanic

Not Included

  • Airfare.
  • Souvenirs.
  • 12% gratuity for guides, mechanics, volunteers and tour staff is not included, but greatly appreciated.
$1,900 per person
Registration Open
Tour dates May 1 – May 4, 2027
Duration 4 days
Lodging Included
Deposit to hold spot $285
Single room supplement +$400

Spots are limited — reserve yours with a deposit.

Bike rental & helmet available as add-ons

Ready to ride Natchez Challenge, Spring Tune Up?

Questions about this tour? Our team is happy to help you plan the perfect trip.