3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling

Name: 3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling
Brand: City Sky Diving
SKU: 1356032
Price: 2750 USD
Availability: InStock

Kentucky, USA

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3 days (approx.)

Mobile ticket

Offered in: English

Instant confirmation

Overview

This is not your average bourbon tour—it’s a fully immersive, luxury-crafted bourbon experience unlike anything else. Over three unforgettable days, you’ll travel in a private Maybach Executive Sprinter Van, stay at the exclusive Barrel Proof Bed & Breakfast, and enjoy curated dining and fireside bourbon socials. What truly sets this apart? You and your group will hand-select a private barrel of bourbon, then bottle and seal your personal share—complete with custom labels to take home. You’ll visit iconic distilleries with the choice to either enjoy tastings at 3–4 top spots or opt for one exclusive behind-the-scenes private tour. Every moment is tailored for comfort, connection, and craftsmanship. Perfect for bourbon collectors, group getaways, or milestone celebrations, this is a one-of-a-kind journey into the heart of Kentucky bourbon country—where luxury meets tradition.

What's Included

Breakfast
Private transportation
WiFi on board

Meals

See 1 more

Meeting and Pickup

Pickup point

Pickup details

The Driver will be waiting for you by the van hold a sign with the lead traveler's name.

Meeting point

145 Deatsville Connector
Coxs Creek, KY 40013, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

What To Expect

Day 1

Arrival + Private Barrel Selection + Bottling + Welcome Dinner

2 Stops

Day 2

The Bourbon Trail Your Way

5 Stops

Bardstown

Your second day begins with a chef-prepared Southern breakfast at Barrel Proof Bed & Breakfast. Enjoy freshly brewed coffee, bourbon-infused syrups, artisan pastries, and farm-to-table ingredients served in a cozy, bourbon-themed setting. This relaxed and elevated breakfast sets the tone for the day’s experiences. Over the meal, your host will review your chosen bourbon itinerary—whether it’s a tasting crawl of multiple iconic distilleries or a single private behind-the-scenes tour. You’ll also receive a printed schedule, a tasting journal, and optional add-on recommendations. The pace is yours to set, with your luxury Maybach Sprinter and chauffeur ready for whatever direction the day takes you.

1 hour Admission Ticket Free

Kentucky Bourbon Trail

If you opt for the multi-stop bourbon tasting route, your group will visit 3 to 4 legendary distilleries such as Willett, Maker’s Mark, Heaven Hill, and Bardstown Bourbon Company. At each stop, you’ll enjoy general admission tastings, where experienced staff walk you through flight selections of aged bourbons and limited releases. You'll have time to explore each distillery’s barrel warehouses, bottle shops, and scenic grounds. The Sprinter van ensures a seamless ride between locations, and your chauffeur will keep everything on schedule while you relax and enjoy the day’s pours. Each stop offers a different perspective on Kentucky’s bourbon craftsmanship—from small-batch traditions to large-scale heritage brands.

6 hours Admission Ticket Included

Kentucky Bourbon Trail

Prefer a more intimate and in-depth experience? Guests can instead opt for a private tour at one premier distillery, such as Bardstown Bourbon Company, Buffalo Trace, or Four Roses. These upgraded tours offer behind-the-scenes access—including rickhouses, blending labs, or active bottling lines—and may include one-on-one time with a master distiller or bourbon educator (subject to availability). This option is ideal for connoisseurs looking to go beyond general tastings and gain rare insights into bourbon production. The experience typically includes an extended tasting of specialty barrels, reserved seating, and a souvenir glass or sample bottle. We handle all the coordination—just sit back and savor the education.

6 hours Admission Ticket Included

Bardstown

After your distillery adventures, the afternoon is yours to enjoy. You may choose to return to the B&B for downtime, unwind on the porch with a drink, or take a nap before the evening’s events. Alternatively, explore Downtown Bardstown, known as the Bourbon Capital of the World. Browse local shops, grab a bite at a charming café, or visit the Oscar Getz Museum of Whiskey History. We’ll provide recommendations based on your group’s interests. Your chauffeur remains on-call during this window to accommodate any last-minute outings, reservations, or bottle pickups. This flexible period gives you space to reset or add spontaneous moments to your bourbon weekend.

4 hours Admission Ticket Free

Bardstown

As the evening approaches, your group will enjoy a reserved dinner at a top-rated Bardstown restaurant, such as The Rickhouse or Scout & Scholar. These venues feature elevated southern cuisine, dry-aged steaks, locally sourced sides, and of course, deep bourbon lists. Following dinner, return to the B&B for a relaxing fireside social hour, complete with premium bourbon pours and hand-rolled cigars available to enjoy under the stars. This nightcap experience is a guest favorite, encouraging conversation, laughter, and reflection on the day’s tastings. The crackling fire, comfortable seating, and expertly selected pours make for a perfect close to your day.

4 hours Admission Ticket Free

Day 3

Bourbon Brunch & Farewell Ride

2 Stops

Additional Info

Confirmation is instant and will be received at time of booking
Public transportation options are available nearby
Not recommended for pregnant travelers

Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels

Frequently Asked Questions (7)

Q: What is the cancellation policy for the 3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling?

A: This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded. Read more Apr 2025

Cancellation Policy

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Still have questions?

We're here to help.
Activity code: C-481339P1

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The answers provided below were previously given in response to questions from City Sky Diving customers.

Q: What is the cancellation policy for the 3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling?

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Apr 2025

Q: What's included in the price?

The following is included:

Breakfast.
Private transportation.
WiFi on board.

The following is NOT included:

Meals.

Apr 2025

Q: What is the minimum age for this tour?

The minimum age to participate is 21..

Apr 2025

Q: My date is not available in the calendar, I am just checking to see if it is available?

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025

Q: Is this an accessible tour?

Accessibility information for the 3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling is as follows:

Public transportation options are available nearby
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels

Apr 2025

Q: Where is the meeting point for this activity?

Detailed check-in instructions – including meeting point address, Google map, and parking information – for 3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

Mar 2024

Q: How long does a refund take to reach my card, and can I get it faster?

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

3-Day Luxury Bourbon Trail Tour with Private Barrel Bottling

from $2,750 per person

Overview

What's Included

Meeting and Pickup