Highlights of the Natchez Trace Bike Tour

 Ride through history on the Natchez Trace Parkway

Ride through 10,000 years of history with this 5 day biking vacation on the Natchez Trace Parkway. The modern, paved parkway roughly follows the “Old Natchez Trace,” a historic corridor used by Native Americans, European settlers, soldiers and future presidents. Our tour will showcase the highlights of the southern portion of the parkway.


Starting at the southern terminus of the parkway in Natchez, Mississippi, guests will experience southern cooking and visit key historical sites throughout their ride. Each night will be spent at boutique inns rich with their own histories. The tour will conclude in the state capital of Jackson with visits to museums that tie the whole experience together. 


Request a Tour Itinerary for more detailed information and logistics.

Tour Highlights

Natchez, Mississippi

Natchez Trace Parkway

Historic Home Tours

Vicksburg National Military Park

Mississippi Civil Rights Museum & Museum of Mississippi History


Monmouth Inn

Corners Mansion Inn

Historic Fairview Inn

Day 1:  On the first morning we explore historic Natchez, Mississippi, a quaint southern town situated on the Mississippi River. The city is regarded as the birthplace of the state, and it is rich with culture and heritage. After a ride around town, we’ll visit and tour two Antebellum homes. Then attend a biscuit making class with the “Queen of Biscuits” herself, Chef Regina Charboneau, before a group dinner.


Day 2:  After a day in town, we will head to the southern terminus of the Natchez Trace Parkway. The day will be spent riding on the nicely paved, rural road visiting several historical sites. Short detours off the Natchez trace will take you to Elizabeth Female Academy, Emerald Mound and Mount Locust.


Day 3:  Enjoy a day at the Vicksburg National Military Park, which preserves the site of the American Civil War of Vicksburg. You will ride around the park, visiting many of the over 1,400 monuments and memorials that dot the landscape. After lunch, you’ll have the opportunity to check out the USS Cairo. This ship is one of the first American ironclad warships built in the beginning of the Civil War.


Day 4:  The group will head back to the Natchez Trace Parkway to head toward the state capital of Jackson stopping at more interesting historical sites. First, we will explore Rocky Springs. This ghost town was first settled in the 1790s, and the population grew to 2,616 people. Before long, the Civil War, yellow fever, crop issues and poor land management brought an end to the community.


Day 5: After breakfast at the Fairview Inn, we will shuttle to the Mississippi Civil Rights museum. This museum shares the stories of a Mississippi movement that changed the nation. Then we’ll shuttle back to the Ridgeland Information Cabin to start a 20-mile ride to Cypress Swamp before our final lunch together.


Pre-tour transportation provided: We provide a shuttle from the Jackson Airport to Natchez the afternoon prior to our tour’s departure. We will also shuttle guests’ back to the Jackson Airport at the conclusion of the tour. More information about provided pre- and post-trip transportation and parking options will be provided after booking.

“This is my second bicycle trip with Wilderness Voyageurs and did not disappoint. The bicycle routes were well planned, the other activities were very interesting, and the accommodations and meals were top notch.”

~Madeleine H., PA

Trip Information


Trip Length - Days

New York Finger Lakes Bike Tour
Road Bike
Tour Rating
SAG Vehicle New York Finger Lakes Bike Tour
Support & Gear Vehicle

Daily Mileage

Check In Location
Jackson, MS
Tour Area
Bike Tour Elevation
Route Overview

Minimum Age


4 Breakfasts | 5 Lunches | 3 Dinners

  • PP Double Occupancy

  • Single Supplement*

  • Standard Bike Rental


*This is required if you are traveling solo or if you are traveling with someone but require separate beds.


Select your departure date and click to reserve your bike tour!

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