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304 North Cardinal St.
Dorchester Center, MA 02124

Experience Kentucky's bourbon world like an expert with this private, guided tour featuring exclusive tastings, distillery visits, and insider stories.
If you’re a bourbon enthusiast eager to go beyond the usual tourist experience, the Private Kentucky Bourbon Trail for the Expert by the Expert offers a tailored day through some of Kentucky’s most renowned distilleries. With a personal guide, private transportation, and exclusive access, this tour is designed for those who want to really understand what makes Kentucky bourbon special—and taste some of the best spirits around.
What we love about this experience is the customizable itinerary and the chance to meet master distillers and blenders, giving you an insider’s look at the craftsmanship behind your favorite drink. The other bonus is the secluded social lounge where you can relax among fellow bourbon lovers—rarely available to the general public. A potential consideration? The price tag of $3,200 per group may seem steep, but it’s clear that the value lies in the exclusivity, personalized service, and curated experiences.
This tour would suit serious bourbon fans, industry insiders, or anyone who appreciates a deep dive into the heritage and artistry of Kentucky bourbon. If you’re looking for a high-end, immersive experience that goes beyond the typical tour, this might be just what you need.

This tour offers a very practical yet luxurious way to discover Kentucky bourbon. It’s priced at $3,200 for a group of up to 8 people. While that’s not pocket change, it includes everything—tickets, meals, tips, transportation—making it straightforward for those who want to avoid surprise costs. The tour lasts about 8 to 9 hours, giving ample time to enjoy several distilleries without feeling rushed.
For a more personal experience, these private Louisville tours deliver individual attention
Starting off with the Kentucky Bourbon Trail—but not just any trail. This is a private, tailored tour led by your personal Sipping Director, who guides you through the bourbon landscape, highlighting craftsmanship, history, and industry secrets. You’ll visit notable spots like Buffalo Trace, Woodford Reserve, Maker’s Mark, and Jim Beam, among others. Each stop offers a chance for exclusive tastings and behind-the-scenes looks at production, often with the opportunity to meet master distillers or master blenders.
The highlights include:
Based on reviews, travelers have especially appreciated how Angelique, the guide, is both knowledgeable and personable, making the day enjoyable and informative. One reviewer mentioned she “listened to what you are interested in and is wonderful at curating a great experience,” which adds a real personal touch that’s rare in larger group tours.
After the distillery visits, the tour includes time at a members-only social lounge—a rare treat that allows guests to relax and discuss what they’ve learned while enjoying more tastings. This is a huge perk for bourbon lovers wanting a more intimate, sophisticated setting.
The tour isn’t just about spirits. It includes lunch and a dinner reservation, so you won’t be hungry during your busy day. There’s also a cigar stop—perfect for those who appreciate a fine cigar alongside their bourbon. These little touches elevate the experience from a simple tour to a true bourbon celebration.

What sets this tour apart is its private transportation, ensuring comfort and flexibility. You won’t be part of a large bus crowd but instead enjoy a more relaxed, intimate journey with your own group. Limiting the group to 8 people maintains a friendly, conversational atmosphere—ideal for asking questions and absorbing details.
Spanning roughly 8 to 9 hours, the tour strikes a good balance between in-depth exploration and manageable pacing. You’ll visit multiple distilleries, taste award-winning bourbons, and get enough time to soak in the scenery and stories without feeling exhausted.

The reviews consistently highlight the knowledgeable guides and the stunning views of Kentucky’s countryside. One reviewer noted that they “created memories they will cherish,” emphasizing the personal attention and relaxed environment.
The tour’s focus on industry insiders—like master distillers—and a chance to taste from barrels or sip award winners makes it stand out. You’ll learn about bourbon’s production, from mash to bottle, and appreciate the skill involved.

Considering the all-inclusive nature—tickets, meals, transportation, exclusive tastings—this tour offers a premium experience. For serious bourbon fans or those wanting a personalized, behind-the-scenes look, the cost might be justified. The reviews suggest that the value isn’t just in the spirits but in the knowledge shared and the memories created.

This experience is ideal for dedicated bourbon enthusiasts who want an upscale, personalized day. It’s perfect if you appreciate industry insider access and prefer a small, private group. If you’re seeking a casual, quick overview, this might be overkill, but for those wanting a deep, curated immersion, it’s hard to beat.

For travelers who value quality, exclusivity, and expert guidance, this private Kentucky bourbon tour delivers. It offers a rare chance to explore Kentucky’s bourbon culture in comfort, with plenty of tastings, stunning scenery, and fascinating stories. Though it comes at a premium, the experience’s richness and personalization make it a worthwhile investment for those serious about bourbon.
If you’re after a luxury, behind-the-scenes look at bourbon production—guided by knowledgeable industry insiders and with plenty of time to savor and learn—this tour checks all the boxes. It’s particularly well-suited for connoisseurs, industry insiders, or anyone looking to make their bourbon journey truly memorable.
“The tour was amazing. Angelique and Toby made it one to remember and we will be back! We had a Buffalo trace tour which was cool but what was eve…”

How many people are in the tour group?
The tour is private for up to 8 people, which helps keep the experience intimate and personalized.
What’s included in the price?
All fees, tickets, transportation, lunch, dinner reservations, snacks, and alcoholic beverages are included. Tips are not included.
Can I customize the itinerary?
Yes, the tour features a custom itinerary that can be tailored to your preferences to maximize your experience.
Is transportation provided?
Yes, private transportation is included, ensuring comfort and convenience throughout the day.
Are there any age restrictions?
Most travelers can participate, and service animals are allowed, but specific age restrictions are not specified. It’s best to inquire directly.
What if the weather is bad?
Since the experience is outdoors and involves scenic drives, poor weather might lead to rescheduling or a full refund.
Can I cancel?
Yes, there is a full refund if you cancel at least 24 hours in advance. Less than that, and the payment is non-refundable.
What makes this tour stand out?
The combination of expert guides, exclusive tastings, and the chance to meet industry insiders makes this tour a truly special bourbon journey.
This private tour offers a rare, in-depth look at Kentucky’s bourbon scene—perfect for those who want to go beyond the surface and really understand what makes Kentucky bourbon legendary. With personalized attention, exclusive access, and stunning scenery, it’s a premium experience that promises memories to savor long after the bottles are gone.