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 the remarkable story and history of the Pleasant Hill Shakers.


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 Historical 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 into the heart of Bourbon County. Today will be your first opportunity to taste what makes this region so famous. We have a tour and tasting at the historic Woodford Reserve Distillery. Woodford’s story goes all the way back to 1812, so you’ll get a fantastic overview of the history of Bourbon making in Kentucky. You’ll end today at the lovely Storybook Inn in Versailles.


Day 2: Wake up to a delicious, made-from-skratch breakfast at A Storybook Inn. Today’s ride takes 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, where you will have time to explore the town of Versailles for dinner.


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 the historic Shaker Village Farm, where you’ll learn more about their spirituality and incredible craftsmanship as well as 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 enjoy a tasting before transferring to Lexington, where we will tour the Lexington Brewing and Distillery Co. Once the tour is over, we’ll check into the Museum 21C Hotel. Tonight we’ll have our final dinner together in Lexington.


Day 5: Finally, it’s time to explore one of those gorgeous horse farms you’ve been riding past all week! Our last day starts with a tour of Claiborne Farm, home of Secretariat and other Triple Crown winners. From here, enjoy a ride to the local’s favorite lunch spot, Windy Corner Market. 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


Bike Tour Routes with Elevation gain and loss
Route Overview
E-bikes Allowed

Required Specifications

  • 50 pounds or less weight limit
  • Pedal assist only
  • 5+ hour battery capacity

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

2024 Pricing
  • 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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