Private Kentucky Bourbon Tours & Luxury Transportation From Louisville, KY

If you don’t want to read the whole review: book Bluegrass Executive Transportation. Chris helped us build a smarter bourbon itinerary before we ever booked, and Casey made two days on the road feel like part of the vacation rather than transportation between stops. They will absolutely be our first call the next time we’re in Kentucky. I was struggling to figure out exactly what my wife and I should do during our Louisville trip and, after some online and AI research, I came across Bluegrass. I called and left a message, then started preparing to call another company. Before I could, Chris called me back within about two minutes. What I expected to be a quick conversation turned into more than an hour and a half on the phone. Chris helped me think through which distilleries made sense to combine each day and how to structure our time. He also recommended lunch at The Stave and The Bar at Willett, both fantastic. I had not even read Bluegrass reviews before calling and expected to compare several companies. By the end of the call, Chris’s knowledge, patience, and willingness to spend that much time helping me before I had booked anything made the decision easy. Chris told me he would be on vacation during our trip and that his son Casey would be taking care of us. He said something like, “I’m sure you’ve read the reviews about Casey.” I told him I had not. As it turns out, Chris undersold Casey. We were with Casey August 13 and 14, traveling through Bardstown, Lexington, Frankfort, and everywhere in between. His knowledge, humor, and personality made those days memorable. It never felt like we were simply being driven from one reservation to another. Casey knew Kentucky, bourbon, the distilleries, the people, and the area. He repeatedly told us that if we needed recommendations beyond the tour, whether for dinner, sightseeing, things to do, or anything else, just ask. His interest in us having a great trip was not limited to the hours we were paying him to drive us. He also told us he preferred when people did not overload their days with reservations because it left room to freestyle. He was right. On our way to Maker’s Mark, that meant an impromptu stop at 150 Quick Stop for Jake’s Sausage biscuits. They were delicious and gave us a good base before our 10:30 tasting. It was exactly the kind of spontaneous stop we would have missed with a company that was not intimately familiar with the area. Casey was also excellent at managing our time. We tend to linger in distillery gift shops, and he always knew whether we had another 20 or 30 minutes to relax or whether we really needed to be out the door in five or ten. We never felt rushed, but we always knew how much time we actually had before the next stop. That kind of knowledge matters on a bourbon trip. Driving from one distillery to another is one thing. Knowing the travel times, check-in timing, where you can linger, and when you need to move is something else entirely. We enjoyed Casey’s company enough that we invited him to have lunch with us at The Stave. The conversation was great, and his interactions with the staff made an excellent meal even better. Small detour: go eat at The Stave. I had the chicken sandwich, my wife had the catfish and grits, and Casey offered to split the chicken and bologna sandwiches with me. I should have taken him up on it because everything was so good I wanted to try more. Spending two long days in a vehicle with someone can either be something you tolerate or something that becomes part of the vacation. Casey became part of a set of memories from this trip that my wife and I will never forget. I regret taking this long to leave the review. We will 100% book Bluegrass again. Maybe next time we will have Chris, maybe Casey. It honestly does not matter. Thank you, Chris. Thank you, Casey, for everything. We’ll see you soon.

We had an amazing time with our incredibly knowledgeable and friendly driver, Casey. He went above and beyond! If it weren’t for him, we would have missed out on a really awesome little spot we had never heard of but really enjoyed. I would book with Bluegrass a million more times. Chris made booking so easy and was very helpful. The car they brought us was a new Lexus TX350 that was so clean and spacious. If you want to have the best experience, book with them! Seriously… Don’t even bother looking anywhere else.

I called just a few days before we needed a car service for our Bourbon Trail tour and Chris was able to get us scheduled and suggested a couple other companies for our second day as he was already booked. He was so pleasant on the phone. Casey was our driver and he was awesome. He has so much knowledge, recommended bottles that are only available in Kentucky, took us to the Stave for lunch, always had the car cooled and convenient. He even took us for a roadie for our drive to Bardstown where we were staying the next two nights. HIGHLY RECOMMENDED!!!

We had a such a great experience with Bluegrass! I called (on a holiday no less) and Chris got back to me immediately. He was easy to work with and kind. Casey drove our group and was wonderful! Filled with insight and recommendations, as well as punctual and accommodating. Would recommend to anyone looking for a car service!

We hadn’t been to Kentucky before and were overwhelmed by all the Distillery choices …. And then I called Bluegrass Executive Transportation. I talked with Chris and he’s a wealth of knowledge explaining the different areas to visit and made recommendations based on what I told him - including that we prefer smaller distilleries for a more personalized experience. In addition to the distilleries, he made recommendations on restaurants. I highly recommend Bluegrass for a tailored tour with great conversation!! Thanks Chris for a wonderful trip!!

What a wonderful experience on the Bourbon Trail!! Huge thanks to Casey and the Bluegrass Executive Transportation crew for guiding the way. 5 stars on communication, timelines, friendliness, and knowledge, super great experience!!

Chris was our driver for two days as we explored the Kentucky Bourbon Trail. He arrived in a timely manner in a pristine vehicle and was super friendly and courteous. His knowledge of the area contributed greatly to our enjoyment of the whole experience. Chris had great recommendations for restaurants and bars and helped us navigate the distilleries with flexibility and ease. If you’re looking for a driver to help not only keep you safe while enjoying everything the distilleries offer, but also deepen your understanding and enjoyment of the experience, then we highly recommend Chris!

We had a great experience with Casey!

Highly recommend. Super knowledgeable for out of towners. Couldn't be more flexible and just wants the group to have fun.

Great ride. On time every time.

Casey was a phenomenal driver. Incredibly knowledgeable of the bourbon industry and in tune with the bottles that were available at each distillery. Absolutely recommend their services.

These guys know exactly where to take you! Scored EH Taylor Rye, Single Barrel, Barrel Proof, Stagg! Great experience, cool guys

Great driver, very knowledgeable.

Chris is a great driver, very knowledgeable about the area and a wonderful raconteur of stories about the history of bourbon, distilleries and the founding men and women that made it happen.

To Chris Hellmann, I wanted to personally thank you and the team at Bluegrass Executive Transportation for the outstanding service you provided. Your professionalism, attention to detail, and commitment to excellence truly stood out, and everything ran seamlessly because of your efforts. It was a pleasure working with you, and I look forward to partnering again in the future. Best regards, IMI Louisville

Wow!! What a day we had. Casey was beyond 5 stars and the absolute BEST tour guide for our first ever Bourbon Tour. He was knowledgeable, so friendly and we felt we were with an old friend from the moment he picked us up. I would recommend Bluegrass 100%. From booking with the owner Chris to Casey our driver they are great. Too Notch Service all the way around.

We decided to make our first trip to KY for the bourbon trail. We knew we needed help to make the most of it. We luckily came across Casey and his family’s company when looking for reliable transportation from Louisville to the surrounding areas. We had no idea we would also be getting a world class tour guide and planner. He had perfect recommendations for everything from food to hotel to hidden gem distilleries to booking tours at the big name places. We learned so much. Had reliable rides that were on time and very safe. Casey was fun to hang out with. Had great tips on some great bottles too. We will be back and we will use him again.

⭐️⭐️⭐️⭐️⭐️ (We would give 6 stars if we could!) BlueGrass Transportation exceeded all our expectations! Our driver, Casey, was absolutely outstanding. He was incredibly polite, professional, and made us feel comfortable from the very beginning. What really set the experience apart was his deep knowledge of the bourbon tours. He shared valuable tips and recommendations that truly enhanced our visit. By the end of the day, he felt more like a friend than just our driver. He is an excellent and very safe driver, and we felt completely at ease the entire time. The vehicle was spotless and practically brand new, which made the experience even better. If you’re planning a bourbon tour or need reliable transportation, BlueGrass Transportation is the way to go. We highly recommend them

The team at Bluegrass Executive made my group's bourbon tour amazing. Reserving and communicating with Chris was seamless- he was extremely helpful and answered all my questions quickly. We had a lot of moving parts but he was able to assist and reassure me that everything would go smoothly, and it did! Casey was our excellent driver. He drove safely while sharing both info and facts, and personal stories about the places we were going to. It honestly felt like he was a part of our group. Knowing that we were in the hands of such a reliable team made our day out more relaxing and fun. We were able to focus on enjoying the bourbon and we made sure to try all of Casey's recommendations. We even tried some of his food recommendations the next day (they were all great). There are many tour and transportation companies offering a similar experience but Bluegrass Executive is the best by a margin!

Hired for 3 full days. Chris was very professional and helpful. Always on time, with a complete understanding of what our plan and itinerary was. A wealth of knowledge and ideas to make the most of our time and experience. Car was very clean and comfortable . Wish I could give them 10 stars! Highly recommend.

Chris was great! He is knowledgeable about the distilleries and the area. We had a wonderful trip to Bardstown with him at the wheel. Made all our tours with time to spare, and he had suggestions for when we had extra time to fill. Not only that but he is genuinely a kind and generous person. I’d recommend 10/10 for your bourbon trail trip! Coming back to add- we just did our second trip with Chris and it was amazing! He is so great and literally knows everything. Professional, caring, and just fun to hang out with all day. Cannot recommend him enough or say enough good things. You should use Chris for your trip!

Absolutely amazing car service. Professional, reliable and great personalities. Highly recommend using this company. Casey was our driver and exceeded our expectations. We cannot say enough good things about this company and experience. We will be back and we will be using them as our “go to” service.

We had a great experience with Chris & Casey. They were communicative, professional, prompt, and very helpful with our trip logistics. Casey was very flexible and it made for a wonderful Bourbon Trail experience. I highly recommend Bluegrass!

The team was very prompt, courteous, and knowledgeable from the initial planning stages and throughout the tour. Our driver Casey was extremely knowledgeable about area distilleries, their products, tours, etc. He took us to some smaller distilleries we would have otherwise overlooked. He told us a lot about the area including restaurant recommendations. I will use them again for future bourbon tours.

During our recent trip to Louisville for a two day bourbon tour of the various distilleries, we had the opportunity to have Chris as our driver. Chris is very knowledgeable of the area and the distilleries. He had many contacts into these communities as well as restaurant suggestions during our 2 day outing. Not only is Chris informed about the area, he is a bourbon connoisseur which I found helpful when making a few selections during the tour. He certainly helped make our tour complete. I will certainly use Chris and his expertise for my next bourbon tour trip to the area. Additionally, I have already recommended him to some friends who will be touring the distilleries in a month. THANK YOU Chris!!