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Bluegrass Tour

Classic cars • Appalachian Charm

 Escape to the verdant backroads of Kentucky.

Our first-ever Kentucky tour will bring you to the land of bourbon and bluegrass, of thoroughbred racing and baseball bat crafting, of rolling hills and great driving roads, and of finger-licking-good fried chicken and barbecue.

This tour features:

  • High-end historic hotel accommodations with a hub-style structure so you can unpack and relax all the way when you arrive

  • *NEW* Turn-by-turn navigation through free GPS app

  • Professional photography of you and your vehicle

  • Hand-picked gourmet and ultra-local dining experiences

  • All-inclusive food and beverages, including an open bar once each day's driving has concluded, aside from one night’s dinner

  • Tours of private and museum car collections

  • Visits to fascinating natural and historic sites

  • Breathtaking views of high hilltops, green pastures and mind-boggling caves

  • A judgement-free, friendly group of up to 30 couples

  • Accessible staff to assist you at any time and accommodate special requests

  • And much, much more!

Keep scrolling to see the full itinerary…

When

October 6-11, 2024

where

A hub-style tour based in historic Berea, KY

Price

$3,549 per person (double-occupancy)

All lodging, meals (except dinner on Wednesday) and attractions included, along with a one-year subscription to Classic Motorsports Magazine.

*Dates subject to change


 

Presented by

 

in association with

 
 
 

 2023 Bluegrass Tour Itinerary

Here’s where we went on our inaugural bluegrass tour - stay tuned for the 2024 itinerary!

Day 1: Sunday

We’ll arrive at our hub resort: the historic Boone Tavern in Berea, Kentucky.

After everyone has a chance to settle in and freshen up, we’ll head down the street to the Churchill‘s Honeysuckle Dining and Bourbon House which is truly one of the best restaurants we have ever found on our tours, for a bourbon tasting and lovely dinner. A representative from Berea College will tell us a bit more about where we are.

Day 2: Monday

Today we start driving. Fall foliage will be reaching its peak, and we’ll be enjoying the colors and crisp air as we cruise along. The roads in this area are uncrowded, hilly and curvy- perfect for sports car touring. 

We’ll start off heading west to the area called “The Knobs” where we will visit  Heaven Hill distillery. Next we will have lunch at the, iconic Talbott Tavern in Bardstown, which is the heart of Kentucky’s bourbon industry. This landmark has been in operation since 1779.

From there, we’ll make our way to the Maker’s Mark distillery for a tour and tasting and then a fantastic afternoon of driving to get us back to our hotel.

Dinner will be at the Boone Tavern tonight.

Day 3: Tuesday

We’ll start our day heading south east into Appalachia. You will be shocked how different the roads and scenery are. Our first stop will be at Flat Lick Falls near McKee, KY. After a bathroom break and a great little walk on a paved path to view this spectacular and virtually unknown water fall, we will take the drive to Natural Bridge Resort Park, where we will have a private lunch at the lodge.

We will head through the Red River Gorge and you will have the option to either take a short hike to view the Natural Bridge, or we’ll board a sky tram and head up the mountain to take a short walk to the Natural Bridge. 

This will not be just any drive, as we will be taking Rt. 587 which is affectionately known, to sports car aficionados and motorcyclists as the “Ridge Runner”. Think Tail of the Dragon but with no tourist traffic!

Dinner tonight will be back at the Churchill‘s Honeysuckle Dining and Bourbon House, where we will have a local beer tasting and another delicious dinner.

 

Day 4: Wednesday

We’ll start this day headed towards beautiful Lexington. Lush forests in brilliant shades of red, yellow, and orange will give way to the rolling hills and the stunningly manicured farms of horse country. 

There, we’ll visit a couple of stud farms for a private tour to learn more about thoroughbred horse racing.

Lunch will be at the century-old house that has been converted into the Holly Hill Inn in Versailles.

After lunch, we have been invited to visit the eclectic car collection of Tom Jones, who runs the Keeneland Concours.

Dinner tonight will be your choice, so feel free to check out the local hot spots or dine on-site at the hotel for a more laid-back evening.

Day 5: Thursday 

Today we’ll head south to Cumberland Falls. After this lovely drive, we will head back north to Corbin, where we will visit the Harland Sander’s Café and museum. Yes, Kentucky Fried Chicken was really born in Kentucky, and today you will learn all about it.

Our final dinner will be a truly spectacular one. We will board a bus and head to the Kentucky Music Hall of Fame, After a tour of the museum, we have dinner planned and live entertainment by a local Kentucky musician.

Day 6: Friday

We’ll enjoy breakfast at the hotel before checking out and parting ways (until next time).

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What Participants Say About The Bluegrass Tour:

The driving routes were amazing, easy to see how much work went into creating them for us. Perfect mix of leisure and driving, never felt worn out. The night off mid-week was a nice touch. Great way to discover a part of the country we had never been to before.
— Anonymous

Tim, Tom, Nicole took care of every detail. We thought we were familiar with the area but they found things that we didn’t know about. Like Cumberland Falls and Kentucky Fried Chicken restaurant and museum! And we had no idea there were that many hilly, twisty roads in Kentucky. The entertainment at the Kentucky Music Hall of Fame was top notch.
— Charlotte Hahn
We really enjoyed the tour... Tom, Tim and Nicole were great, acted as if they knew us!
— Anonymous