Kentucky Bike & Bourbon Bike Tour

Horse Farms, Distilleries, and Southern Charm

Welcome to Bourbon Country! Why not follow up a good day’s ride with a stiff sample straight from Kentucky’s oldest and most reputable distilleries? On this once-in-a-lifetime bike tour we’ll be visiting and tasting at some of the nation’s finest whiskey-makers, including Woodford Reserve, Buffalo Trace and Four Roses. You’ll also get to enjoy a unique experience at Shaker Village, where you’ll learn more about farm-to-table agriculture and culinary practices.

Central Kentucky is also home to Keeneland Race Track, home to Thoroughbred horse racing and still one of the largest Thoroughbred breeding hubs. The finely manicured pastures of the Kentucky landscape is best enjoyed by bike, as you’ll cycle past green lawns, horse farms, and superior Southern lodging.

Custom bike tour departures are available for groups of 6 or more.

Tour Highlights

Keeneland Horse Track

Woodford Reserve Distillery

Shaker Village farm tour

Buffalo Trace Distillery

Lexington Brewing & Distilling Tour - Home of Town Branch Bourbon and Kentucky Ale

Tour Historic Claiborne Farm

Lodging Options

A Storybook Inn - 2 nights

Shaker Village

21c Museum Hotel

Day 1: Home of Thoroughbred racing, begin your day at the Keeneland Horse Track with an in-depth tour of the racetrack. Your ride starts here where you will pedal through lush, green horse country making your way to Woodford Reserve Distillery. Your first taste of Kentucky Bourbon is here in the heart of Bourbon County. You’ll end today at A Storybook Inn in Versailles.


Day 2: Wake up to a most delicious breakfast! Carefully crafted in the magazine-like kitchen at A Storybook Inn, you are certain to be delighted. Your ride will begin after breakfast at take you to Buffalo Trace for your second distillery tour. Keep your walking shoes out as the tour takes you across the expansive grounds. We’ll return to A Storybook Inn for a second night and time to relax in the afternoon.


Day 3: Today we leave Bourbon County for the beautiful Kentucky countryside. A short shuttle takes everyone to the beginning of the ride today. You’ll pedal through verdant countryside to Shaker Village, and a night spent among the rich cultural Shaker traditions. We do not have a distillery tour today, instead you’ll enjoy a tour of a Shaker Village Farm, where you’ll learn more about the farm-to-table practices of the community. A farm-to-table dinner will finish the evening and you’ll be ready for a restful night’s sleep.


Day 4: Wake up and to yet another farm-to-table experience at Shaker Village – breakfast! Our ride begins from here this morning as you head deeper into the rural countryside of Kentucky and initially land at Four Roses Bourbon. Shop, look around and take a break before transferring to Lexington. This is where the final distillery tour takes place – at Town Branch Distillery – also home to the Kentucky Ale Brewery. It’s a two for one tour and one of the best! Your hotel at the Museum 21C hotel is nearby. Tonight everyone will enjoy their final dinner together.


Day 5: After days of riding through horse-country it’s time to tour a horse farm! Claiborne Farm, home of Secretariat and other Triple Crown winners, starts your final day. From here, enjoy a ride to the local’s favorite lunch spot at Windy Corners. Eat, tell stories and enjoy your final moments before bidding farewell to your new group of friends.

“We enjoyed the variety and the warm welcome our group received [at break stops]…like stopping to see a friend.”

~Christine Torello

Trip Information


Trip Length - Days

New York Finger Lakes Bike Tour
Tour Type
Road Bike
Tour Rating


New York Finger Lakes Bike Tour Elevation
Route Overview

Daily Mileage

Check In Location
Lexington, KY
Kentucky bike tour map
Tour Area
SAG Vehicle New York Finger Lakes Bike Tour
Support & Gear Vehicle

Minimum Age


4 Breakfasts | 4 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!