Escape to the verdant backroads of Kentucky.
Our 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 hotel accommodations with a hub-style structure so you can unpack and relax all the way when you arrive
Turn-by-turn navigation through custom-programmed GPS unit
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 25 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 10-15, 2027
where
Hub-style tour based at the Marriott Lexington Griffin Gate Golf Resort & Spa in Lexington, KY
Price
$3,799 per person (double-occupancy)
All lodging, meals (except one dinner) and attractions included, along with a one-year subscription to Classic Motorsports Magazine.
*Price and dates subject to change
Presented by
in association with
Bluegrass Tour Itinerary
We have some new and exciting destinations in the works for 2027, as well as a new, more upscale host resort. check back here as we update the site with new information.
here’s where we went and what we did on the 2024 Bluegrass tour:
Day 1: Sunday
We arrived at our hub resort, and after everyone had a chance to check in and freshen up, we went downstairs to the Coyle room for a cocktail reception, followed by dinner.
Day 2: Monday
Today we started driving. Fall foliage was nearing its peak, and we enjoyed the colors and crisp air as we cruised along. The roads in this area were uncrowded, hilly and curvy- perfect for sports car touring.
We started off heading Northwest towards a stunning private Ferrari collection, where we got a tour and had some lunch.
From there, we made our way to the Buffalo Trace distillery for a tasting, with the option of taking a tour there as well.
From there, we headed back to the hotel to freshen up before we hopped on our bus to dinner at beautiful Chenault Vineyards.
Day 3: Tuesday
We started our day heading towards the My Old Kentucky Home historic site, which features an over-200-year-old Federal style mansion that was once the center of a 1,300 acre plantation. Here, we learned how to make the perfect mint julep, and enjoyed a gourmet lunch before touring the property.
Next, we headed over to the distillery tour to end all distillery tours: Maker’s Mark. We got the full experience, walking around the entire property and finishing with private tastings before making our way back to the hotel.
After we freshened up, we took another bus ride to dinner at the Kentucky Music Hall of Fame, where we strolled the museum before being serenaded by their talented artist-in-residence while we enjoyed our meal.
Day 4: Wednesday
We started this day headed towards beautiful Lexington. Lush forests in brilliant shades of red, yellow, and orange gave way to the rolling hills and the stunningly manicured farms of horse country.
There, we visited Lane’s End Farm for a private tour to learn more about thoroughbred horse racing.
Lunch was at the OBC Kitchen, a chef-driven restaurant named for “Old Bourbon County,” the words that were once stamped on bourbon barrels exported from Kentucky.
After lunch, we were invited to visit the eclectic car collection of Tom Jones, who runs the Keeneland Concours.
Dinner tonight was guests’ choice, so everyone was free to check out the local hot spots, go see some horse racing at Keeneland or dine on-site at the hotel for a more laid-back evening.
Day 5: Thursday
For our final day we headed southeast towards the Jackson County Welcome Center, where we visited with representatives of Backroads of Appalachia, a nonprofit organization focused on promoting economic growth through motorsports tourism in some of the most impoverished areas of Kentucky.
After that, we turned towards spectacular Natural Bridge State Park, one of Kentucky’s many State Resort Parks. After a tasty lunch there, we had the chance to either hike or take a skylift to the base of the aforementioned Natural Bridge.
After this adventure, we returned to the hotel for one final cocktail reception in the Coyle room, followed by dinner.
Day 6: Friday
We enjoyed one last breakfast at the hotel before checking out and parting ways.
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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.”
“
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.”
“We really enjoyed the tour... Tom, Tim and Nicole were great, acted as if they knew us!”