Cycle Of Life Adventures
Kentucky Four Day Bike Tour
Registration Open
Four-Day Recreational

Kentucky Four Day Bike Tour

Behold beautiful landscapes and animals ... book today!

Dates
May 1 – May 4, 2027
Duration
4 days
Starts
Lexington, KY
Ends
Lexington, KY
Group Size
4–20 riders

Route Map

About This Tour

This 4-day Kentucky cycling and social event is designed for rider levels from recreational to advanced. The design of this tour keeps us in north Lexington, Kentucky for all four nights. There will be one low cost of $2,100 per person for up to four days of riding and included activities and services. The group ride will be limited to the first 20 riders. We will ride some quiet, one lane roads in great little towns near: Versailles, Woodford, Georgetown, Paris and Lexington.
The Kentucky Horse country is an ideal cycling location. Lexington is less than an 8-hour driving time from some of the larger population centers, east of the Mississippi. Some of these cities include: Chicago, Indianapolis, Pittsburgh, St. Louis, Atlanta and Nashville.
The topography of the land is rolling. So, coasting down one hill often carries you near the top of the next. Central Kentucky is rich in limestone which contributes to the lush Bluegrass, clean fresh water and the ideal environment for the thoroughbred industry. In a 35-mile radius of Lexington, there are more than 500 thoroughbred horse farms. Every ride takes you past miles of fenced pastures and many magnificent creatures.
The wonderful water quality also makes for some of the best distilled “spirits” in the world. In and around Bourbon County, KY, are dozens of distilleries, all of which offer tours of their manufacturing facilities led by colorful guides. Their processes are similar, but their products all taste a bit different. Have fun, try a tasting, but don’t drink and ride.

Tour Highlights

Group breakfast at the Keenland Racetrack track kitchen on morning two.
A Bourbon tasting tour at Woodford Reserve.
A guided “Unique Horse Farm Tours” by Shawn Washington. Not to be missed!
Unbelievable riding, distillery tour, horse farm tour.
Additional information for local attractions.
Distances can vary from 15 miles of touring to a choice of century rides.

Travel & Lodging Logistics

Fly in and out of Lexington Bluegrass Airport. Pick up will be by 3 PM on May 18.
Arrive to the starting hotel for cocktails and dinner by 5pm or by 4pm for bike fitting.
Riding will start on the following morning.

Accommodations
All lodging is included.

Other

Event Highlights: Unbelievable riding, distillery tour, horse farm tour. Additional information for local attractions, Available Mechanic (tipping suggested).
Every day will include shorter casual ride options and “advanced” longer ride options. Distances can vary from 15 miles of touring to a choice of century rides.
Ride with GPS mapping available upon registration. Rides may vary slightly if construction or closures occur. Click on a route in the map below to see mileage and elevation.

Special Note
We cannot accommodate tricycles on this tour.

Day-by-Day Itinerary

67.00 miles

Short Ride: Lexington – Versailles – loop – shuttle to Woodford Reserve Bourbon Tasting Tour (1pm) Long Ride: Lexington – Versailles – Woodford loop (67 miles)

60.00 miles

Short Ride: Lexington – Paris – Lexington Loop (35+ miles); Afternoon available for your choice of activities in town – shuttle available to Wild Turkey Distillery Long Ride: Lexington – Winchester – Paris – Lexington (60 miles)

16.00 miles

Short Ride: Lexington – Legacy Trail – Horse Park and back (16 miles); Tickets for Unique Horse Farm Tours are complimentary Long Ride: Lexington – Legacy Trail – Georgetown Loop (47 miles); 3:00 PM Memorial Day Picnic at the Kentucky Horse Park

25.00 miles

Short Ride: Lexington – Keenland – Calumet Loop (25 Miles) Long Ride: Lexington – Keeneland – Midway – Versailles – Lexington (70 miles)

What's Included

Included

  • All maps and GPS routing
  • Van support at 5-15 mile intervals
  • Mechanical support (tipping suggested)
  • Energy drinks and riding snacks.
  • Wine and Brew social on our first evening.
  • An occasional van ride for those who are tired.
  • One Group Activity
  • All lodging.
  • All meals, except one dinner.

Not Included

  • One dinner
  • Airfare
  • Souvenirs
  • 12% gratuity for guides, mechanics, volunteers, and tour staff is not included, but greatly appreciated
Regions
$2,100 per person
Registration Open
Tour dates May 1 – May 4, 2027
Duration 4 days
Lodging Included
Deposit to hold spot $315
Single room supplement +$400

Spots are limited — reserve yours with a deposit.

Bike rental & helmet available as add-ons

Ready to ride Kentucky Four Day Bike Tour?

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