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Kentucky Bike Tour

The Legendary Bourbon Trail – Louisville to Lexington

From $2,799 - $2,949 pp dbl. occ. | 5 days / 4 nights

(+$640 for sgl. occ.)

Kentucky breeds passion. Its bluegrass landscape nurtures prized Thoroughbreds and inspires musicians. Bourbon spirits are carefully crafted and revered here. Horse racing legacy turns up around every corner. Historic monuments and enchanting estates tell tales of the past. Southern hospitality nourishes its warm and welcoming culture. Before you know it, you might find yourself attached to all of Kentucky's obsessions.

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Kentucky

Start Louisville / End Lexington or Louisville

Kentucky Map

Highlights

  • Follow the Kentucky Bourbon Trail and ride through stunning farmland with grazing horses and green as far as the eye can see
  • Learn about the fine art of distilling and sample for yourself the craft and big-label bourbons that make Kentucky famous
  • Tour a renowned Thoroughbred farm—meet and greet their famous stallions bred to race in the Derby
  • Explore the roots of the Bluegrass State—from a historic Shaker community to traditional bluegrass music
Kentucky

Start Louisville / End Lexington or Louisville

Kentucky Map

Itinerary

Day 1 From Louisville, venture to true bluegrass country where our journey begins | Spin through rolling farmland, wooded areas and peaceful country roads | History unfolds in Harrodsburg with buildings dating back to the 1850s | Stay in Shaker Village, once the third largest Shaker community in the US | Dig in to down-home dishes made with ingredients from Shaker Village's farm.

Days 2-3 Ride an undulating route passing rushing rivers and verdant hillsides dotted with barns and lined with stacked stone walls | Get an up-close glimpse of the bourbon industry during a private distillery tour | Journey to Frankfort, the state's charming riverside capital city boasting a downtown rich in culture and historical architecture | Make yourself at home at Kentucky Castle, a striking medieval-inspired hotel complete with stone walls and turrets plus its own working farm | Follow postcard-perfect country lanes past expansive estates and grazing horses | Visit Woodford Reserve and taste their small-batch bourbon or mint julep ice cream.

Days 4-5 Ride through pastureland dotted with stables and Thoroughbreds near Lexington, often called the Horse Capital of the World | Engage with the four-legged residents of the Kentucky Horse Park, a working horse farm with museums and an equine theme park | Take time to wander around the exhibitions at our boutique hotel's contemporary art museum | Discover Lexington's historic neighborhoods and parks on a private walking tour.

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

Please click on a date below for specific pricing and possible itinerary variations.

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C Classic Dates

2019 May

View Private Dates

Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities. You can pick from the selection of dates below for your group; some dates are only available for 16 or more guests while other dates are available for 8 or more guests. If your party has fewer than 8 guests, or your preferred date is not available, we'll create a departure just for you. Call or email us to reserve your date.

2019 Private Trip Pricing
  • 10 or more guests: from $2,799 pp dbl occ
  • 8 - 9 guests: from $3,299 pp dbl occ

Please click on a date below for specific pricing and possible itinerary variations.

Don't see your ideal travel date? Make a Date

  • 8 AVAILABLE TO BOOK
    for 8 or more guests
  • 12 AVAILABLE TO BOOK
    for 12 or more guests
  • 16 AVAILABLE TO BOOK
    for 16 or more guests
  • Reserved

C Couples, Friends & Solos Tours

2019 September
2019 October

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The sky’s the limit! Tell us what your dream trip would be and we'll make it happen! Whether you're looking for a honeymoon trip for 2, a 30-person family reunion or a 100-person corporate trip, we can do it all. A dedicated Custom Trip Consultant will work closely with you to bring your dreams to reality. Call us at 800-462-2848 to speak with your Custom Trip Consultant or click on the button below.

REQUEST YOUR CUSTOM TRIP NOW

Dates

C Couples, Friends & Solos Tours

Prices

From $2,799 - $2,949 pp dbl. occ.
5 days / 4 nights

(+$640 for sgl. occ.)

Premiere Hotels*

Shaker Village of Pleasant Hill, Harrodsburg, Kentucky
Shaker Village Inn

Harrodsburg (1 night)

* Casual Hotel
The Kentucky Castle, Versailles, Kentucky
Kentucky Castle

Versailles (2 nights)

21c Museum Hotel, Louisville, Kentucky
21C Museum Hotel

Lexington (1 night)

Activity Level

This trip is rated Levels 2-4

What's Included

Services and equipment are included.

Why Backroads

Why Travel with Backroads in Kentucky

More On This Trip

Reviews by Power Reviews ®

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Premiere Hotels*

Accommodations may vary based on departure date. Any difference from what is listed below can be found by clicking on your desired date on the View Scheduled Dates or Private Dates tabs.

Shaker Village of Pleasant Hill, Harrodsburg, Kentucky

Shaker Village Inn

Harrodsburg (1 night)
* Casual Hotel

Located within the 3,000 acres of National Historic Landmark Shaker Village, the hotel is built in restored Shaker buildings and offers simple rooms furnished with Shaker reproduction furniture and lovely countryside views.

The Kentucky Castle, Versailles, Kentucky

Kentucky Castle

Versailles (2 nights)

Named the "Most Beautiful Hotel in Kentucky" by Architecture Digest, this medieval-style castle hotel dishes out the royal treatment with its farm-to-table restaurant, attention to hospitality, sprawling grounds and an amazing rooftop where you can watch the sun set.

21c Museum Hotel, Louisville, Kentucky

21C Museum Hotel

Lexington (1 night)

Set in a historic downtown building, this boutique hotel embraces the modern with its 7,000-square-foot museum featuring contemporary art exhibitions and a cultural center.

This Trip Is Rated Levels 2-4

Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.

Daily Route Options (drag to see full )

Daily Route Options
Day EASYGOING ACTIVE AVID
Level 1 Level 2 Level 3 Level 4 Level 5
miles feet gain miles feet gain miles feet gain miles feet gain miles feet gain
1 25* 1600 36 2200
2 27* 1300 37* 2000 55 3200
3 18* 1100 30* 1800 58 3800
4 18* 1000 41* 1900 52 2300
5 Historic Walking Tour of Lexington (1.5 Hours)
 

Note: Kentucky's landscape is characterized by constant rises and valleys, and the continuously rolling terrain can make routes feel more challenging than the mileage may suggest.

* Includes shuttle.

Learn more about how we determine our activity level and fully support a range of abilities and interests.

Please note that our distance and elevation figures come from Ride with GPS. Other sources may give differing elevation figures due to different GPS and mapping technologies and other external factors.

Meals

All breakfasts, 5 lunches and 4 dinners

Available Bike Options

The key to a stellar day’s ride is a bike that’s perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Read on for your available bike options for this trip.

Backroads Titanium Bikes (Included in your trip price)

Our custom-built titanium bikes are specially designed for you—and we offer different models for varied terrain so your bike is ideally suited to the region. Our custom-made bikes are included in your trip price.

Touring Bike (Included)

Performance Road Bike (Included)

Backroads Custom Electric-Assist Bike (Included in your trip price)

Wishing for a little extra assistance up those hills? Our custom Backroads Electric-Assist Bike lets you experience the thrill of exploring on two wheels while providing a boost when you want it. We've modified a selection of our great Titanium Bikes with the intuitive BionX "pedal-assist" system.

Backroads Custom Electric-Assist Bike (Included)

Specialized S-Works Roubaix & Ruby ($400 rental fee) – Available until 11/15/18

Ride like a pro with the new top-of-the-line S-Works bike featuring ultrasmooth Shimano Di2 electronic shifting. Faster and smoother than any other bike out there, this race-ready carbon machine delivers phenomenal acceleration and handling in an ultralight, ultrapowerful package—perfect for experienced riders. The Specialized S-Works Ruby is a light, agile speed machine precisely designed for women. You can upgrade to a Specialized S-Works Roubaix or Ruby on your trip.

Specialized S-Works Roubaix (Upgrade)

Specialized S-Works Ruby (Upgrade)

Co-Motion Torpedo Tandem ($400 rental fee)

Do you prefer to spin in tandem with your partner? You'll love the Co-Motion Periscope Torpedo tandem on your Backroads trip. You can upgrade to a Co-Motion Torpedo Tandem on your trip.

Co-Motion Torpedo Tandem (Upgrade)

Also Included

  • Expertise and services of our experienced Trip Leaders
  • Snacks and beverages between meals
  • Additional guides and experts from the region on many trips
  • Van shuttles to support a variety of route options
  • Comprehensive Travel Planner with detailed pre-trip information
  • Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
  • All gratuities at hotels and restaurants
  • Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
  • On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
  • Trailercycles, carriers, and kid-sized helmets for Family Trips
  • Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
  • Park and other entry fees
  • Fares for trains, ferries and other modes of travel as listed in the Travel Planner
  • Select coach transfers
  • Baggage transfers and porterage

Get the Straight Talk about This Trip

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.

Roads & Traffic

Kentucky is filled with scenic country roads, however many of them are narrow and lack a proper shoulder. On some occasions we have to bike on short sections of busier road to connect the best biking routes. Of course, you're always welcome to jump in the shuttle to avoid the more trafficked sections.

Accommodation

On the first night of the trip we stay at the Shaker Village Inn, a Casual Hotel. This historic hotel is purposefully designed in a minimalist style that reflects the Shaker philosophy. This means simple rooms with fewer amenities than one might find at a typical Backroads hotel. 

Why Travel with Backroads in Kentucky

The Best Leaders in Kentucky

Backroads has the best-qualified people to lead your trip in Kentucky, and our guests back that up, rating our Trip Leaders an average of 9.75 out of 10 for all-around quality of performance. Get the facts (and no fluff) on how we recruit and develop the very best people for your trip.

Quality You Can Measure

Since 1979, Backroads Founder and President Tom Hale has shown that staying #1 means constantly evaluating our performance using the best possible source of information: our guests. As we systematically analyze your feedback on our trip consultants, leaders, hotels, meals and on-trip activities, we never stop working to make a great company even better.

We've Set the Standard

For nearly four decades we've worked to earn and maintain our right to call Backroads the world's #1 active travel company. In pursuing that vision on behalf of our guests, we believe we've set the standard for our industry—captured in the Backroads Quality Guide, which clearly sets out the benchmarks of excellence, choice and support that we live by

We Know Where We're Going

Tom Hale has been keeping Backroads on track, with one eye on the horizon, since 1979. His passion for active travel, and for ensuring the highest-quality travel experience, is evident in every detail we add to make a guest's trip unforgettable—and the fact he's right there in the office, making it happen. To hear Tom describe his vision, watch our video.  

A Variety of Routes Each Day

In Kentucky you head off each morning after choosing among several expertly designed routes—all with detailed directions, mileage and shuttle options. Unlike trips with one fixed daily route (or worse, one guide that everyone's obliged to follow), you're free to enjoy the best of the region at your pace, stopping wherever you want to explore further.

We Live in the Neighborhood

Our Trip Leaders in Kentucky live in the area and are deeply engaged in their communities, giving them unique inside knowledge they're happy to share in making your experience that much richer. They'll introduce you to people, customs and parts of town you'd likely never encounter on your own—and teach you a few local phrases to help break the ice.

Navigate Your Way in Kentucky

Your ride comes equipped with a GPS device, preloaded with all the routes and route options for your trip. If you prefer to bring your own device, we also have downloadable GPS files and of course, our good old paper directions are always available. Read more on why our navigation options are the best.

Great Bikes Included

Our custom-designed titanium bikes are best in class. From avid cyclists to easygoing riders, we believe that everyone deserves a seriously great bike to match their riding style. Learn more about our bike fleet.

Guest Photo Gallery

Videos

Straight Talk

We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.

Roads & Traffic

Kentucky is filled with scenic country roads, however many of them are narrow and lack a proper shoulder. On some occasions we have to bike on short sections of busier road to connect the best biking routes. Of course, you're always welcome to jump in the shuttle to avoid the more trafficked sections.

Accommodation

On the first night of the trip we stay at the Shaker Village Inn, a Casual Hotel. This historic hotel is purposefully designed in a minimalist style that reflects the Shaker philosophy. This means simple rooms with fewer amenities than one might find at a typical Backroads hotel. 
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