Trip Summary7 Nights Cost: $8,700/team |
Join us for this new Adventures in Tandem tour. The Lexington, Kentucky area is known for its horse farms, racetracks, bourbon distilleries and of course, its southern hospitality. It is also known for its amazing bicycling. While the riding is pretty much never flat, the hills are short and, for the most part, not overly steep. There are plenty of ups and downs!
The following is a draft itinerary:
| Day 1
Wed |
 We start the tour in Lexington, Kentucky, known as the “Horse Capital of the World”. You can arrive early and assemble your bike and enjoy staying in downtown Lexington where there are fine restaurants, craft distilleries, historical sites and music venues.
We will meet in the early afternoon and we will offer a short ride outside of town along horse pastureland. Much of the ride is along a dedicated bike path. We will ride through the Kentucky Horse Park where you can tour the American Saddlebred Museum. We will enjoy a group dinner at the elegant 21C Hotel. |
| Day 2
Thurs
|
 After breakfast at the hotel, we will go on a loop ride through beautiful, quiet roads.
If you drove to the start, we will have you re-park your car for the week and give you a lift back to the hotel. Dinner is on your own in one of the many restaurants within walking distance of the hotel.
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| Day 3
Friday |
 We leave Lexington, en-route to the sweet town of Versailles. You will have a choice or rides, but both rides go through the cute downtown area of Midway where you can grab a snack or a sit down lunch, or something in between. The longer route also takes you to the town of Georgetown. Our group will be spread between two lovely country bed and breakfasts. We will enjoy a group dinner in Versailles. |
| Day 4
Sat |
 We will offer a short loop ride today, or you can just relax in the morning. We will provide a light lunch and then in the early afternoon, we will take a group tour to a thoroughbred horse farm and bourbon distillery followed by a group dinner. On the tour we will visit Keeneland Racetrack, a small family bourbon distillery and a horse farm where you will be able to interact with the farm horses and see foals with their moms. |
| Day 5
Sun |
 Today we will offer another loop ride around the bluegrass countryside. The loop will take you up to the city of Frankfort, which is the capitol of Kentucky, and along the Bourbon Trail. You will have the opportunity to schedule a tour at either the Castle and Key or the Woodford Reserve Distilleries as our ride goes by both. We will enjoy a group dinner in an historic building in Versailles.  |
| Day 6
Mon
|
 Orville. A very friendly roaming turkey. After our last sumptuous breakfast at the Inns, we leave take a short transport to the Four Roses Distillery where we will start our ride to Shakertown. In Shakertown, we will stay inside the Shaker Village of Pleasant Hill which at one point was the third largest Shaker community in the US. We will provide lunch at the Village. We will have a private guided tour of the Village followed by goat yoga. (Even if you are not into yoga, come along to watch and take pictures!) We will enjoy a group dinner at the Shaker Village.
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| Day 7
Tues |
 We will offer a loop ride to the town of Danville where you can enjoy lunch and see the glass exhibit at the Centre College and Art Center, or you can relax and take in the Shaker Village and Farm. You can explore additional areas of the Village through self-guided as well as guided tours. You can also disassemble your bike here. We will enjoy our last group dinner at the Village. |
| Day 8
Wed |
 Our tour ends after breakfast at Shaker Village.
We hope to see you in Kentucky in May 2026!
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Ride Summary:
| Day | Route | Miles | Elevation |
| 1 | Lexington KHP Loop | 25 or 38 | +/-1000 ft or +/-1600 ft |
| 2 | Lexington Paris Loop | 31 or 47 | +/-1500 or +/-2127 ft |
| 3 | Lexington to Versailles | 43 or 60 | +2000 or 2800 ft |
| 4 | Versailles WinStar Loop | 21 | +/-1309 ft |
| 5 | Versailles Frankfort Loop | 43 | +/-2232 ft |
| 6 | Versailles to Shaker Village | 28 | +2100 ft |
| 7 | Shakertown Danville Loop | 39 | +/-2050 ft |
As with most of our tours, we limit the size of the tour to a maximum of ten couples. We plan to open this tour in mid-2025. Please click below if you are interested in this tour. We will let you know as soon as the tour opens.
Here is what is included in the tour:
- 7 nights lodging.
- 7 breakfasts, 2 lunches and 6 dinners
- Routes. Daily mileage will range from 30 to 60 miles
- Luggage transport
- Bike and bus transport on Day 6
- SAG support
- Tandem bike case storage, if needed
- Entrance into the Shaker Village and village tour
- Goat yoga at Shaker Village
- Horse farm and bourbon distillery tour
- Transportation from where we recommend that you park your car for the tour, if you drove to the start. (You will need to repark it for the tour.)
- Transportation to retrieve your car, if you drove to the start of the tour
What is not included:
- Transportation to the start point
- Meals, other than those mentioned above
- Alcoholic beverages
- Admission to points of interest not referenced above
Note that we do not provide any bicycles. We expect that you have a tandem that is in good working order and that you are able to assemble your bike. If you do not have your own tandem, you can rent a coupled tandem from Mel at Tandems East. Mel also sells tandems, so if you end up renting from him, you might get a discount if you purchase a bike from them. If you have a tandem that is not coupled, it is possible to bring it, but you should make sure that all of your flights could handle the larger box.
What is the average mileage per day?
As there is a lot to see each day, average mileage will be in the 30-60 mile range. We can certainly add routes for those that would like to do more riding. With multiple nights in each hotel, you can take a day off or riding or we can provide shorter ride options on the layover days. There are some hills — just let us know what you like!
While this can change, this is where we plan to be staying: