Welcome to SIP Bourbon Trail
Three unforgettable days of music, bourbon, and storytelling in the heart of Bourbon Country.
Iconic bourbon destinations
Complimentary bourbon & cocktail hospitality
World-class songwriters
VIP exclusive experiences
Intimate performances designed to bring guests closer to the music
A curated experience akin to a backstage pass.
October 15th-17th, 2026
Choose Your SIP Bourbon Trail Experience
Pass only or Room + Pass Packages
Every pass includes intimate songwriter shows, complimentary pours, and hors d'oeuvres
GA
3 night king room stay at Hotel Distil
3 nights of incredible music at 3 different locations (2 distilleries & 1 downtown Louisville venue)
Entrance to all 3 shows at SIP Bourbon Trail
Complimentary drinks, pours & hors d'oeuvres at each show
Downloadable photos from the events
SIP Bourbon Trail 2026 commemorative pass & lanyard
Bourbon Trail GA Weekend Package
Entrance to chosen show(s) of SIP Bourbon Trail
Complimentary drinks & hors d'oeuvres at each show
Nightly shuttle access
Downloadable photos from the events
SIP Bourbon Trail 2026 commemorative pass & lanyard
Single Barrel VIP (Pass Only)
(5) SIP Bourbon Trail Experiences
Exclusive VIP only whiskey & bourbon dinner experience at JAMES B. BEAM
(2) 4 DAY VIP ONLY day experiences
Entrance to every show of SIP Bourbon Trail
Complimentary drinks, pours & hors d'oeuvres at each show
Complimentary VIP bar with elevated whiskey selections at every show
VIP seating at every show
Nightly shuttle access
Downloadable photos from the events
4 Day VIP level swag bag
SIP Bourbon Trail 2026 commemorative pass & lanyard
Single Barrel VIP Package
(4 Night) King or Suite hotel stay at Hotel Distil
(5) SIP Bourbon Trail Experiences
Exclusive VIP only whiskey & bourbon dinner experience at JAMES B. BEAM
(2) 4 DAY VIP only day experiences
Entrance to every show of SIP Bourbon Trail
Complimentary drinks, pours & hors d'oeuvres at each show
Complimentary VIP bar with elevated whiskey selections at every show
VIP seating at every show
Nightly shuttle access
Downloadable photos from the events
4 Day VIP level swag bag
SIP Bourbon Trail 2026 commemorative pass & lanyard
SINGLE BARREL
VIP PACKAGE
For Two Guests
(2) VIP Passes + (4) Night Hotel Stay
Single Barrel VIP Package
For Two Guests
Includes Two 4-Day VIP Passes + Four Nights at Hotel Distil, bourbon experiences, VIP access, two VIP only events, transportation and more.
Experience SIP Bourbon Trail the way it was intended—with premium bourbon experiences, luxury accommodations, VIP access, and unforgettable songwriter performances.
YOUR PACKAGE INCLUDES:
🏨HOTEL & TRANSPORTATION
Four Nights at Hotel Distil - Oct. 14th - 18th, 2026
Nightly Shuttle Access from hotel to venues
🥃VIP Access
Two (2) 4-Day VIP Passes
Admission to all three SIP Bourbon Trail official shows
Reserved VIP Seating
VIP ONLY bar with elevated beverage offerings
Complimentary whiskey & bourbon pours, cocktails and hors d'oeuvres at every show
🎶EXPERIENCES
Five SIP Bourbon Trail Experiences
VIP only whiskey & bourbon dinner experience (Wednesday night)
(1) VIP only daytime event (Friday)
🎁VIP EXTRAS
Two (2) VIP Swag Bags
2026 SIP Bourbon Trail Commemorative Passes and Lanyards
Downloadable Photos from SIP Events
PACKAGE HIGHLIGHTS
🏨 4 Nights at Hotel Distil
🥃 5 Bourbon Experiences
🎶 All 3 SIP Bourbon Trail Shows
🍸 VIP Bar Access
🚌 Nightly Shuttle Transportation
🎁 VIP Swag Bags
*Single-guest packages may be available by request.
Limited Availability — Single Barrel Packages are extremely limited and expected to sell out.
*All sales final
BOURBON TRAIL
WEEKEND PACKAGE
For Two Guests
(2) Three-Day GA Passes + (3) Night Hotel Stay
Bourbon Trail Weekend Package
For Two Guests
Includes Two 3-Day General Admission Passes + Four Nights at Hotel Distil
Experience all three nights of SIP Bourbon Trail while staying in the heart of downtown Louisville at Hotel Distil.
Perfect for couples looking for a Bourbon Trail getaway with music, bourbon, accommodations, and transportation all included.
PACKAGE INCLUDES
🏨 ACCOMMODATIONS & TRANSPORTATION
King Room stay at Hotel Distil
Four (4) Nights Included - October 14–18, 2026
Nightly Shuttle Service from hotel to nightly venues
🎶 SIP BOURBON TRAIL ACCESS
Two (2) 3-Day General Admission Passes
Admission to all three SIP Bourbon Trail official shows
Complimentary bourbon pours, cocktails, and hors d'oeuvres at every show
🎟SIP BOURBON TRAIL WEEKEND EXTRAS:
2026 SIP Bourbon Trail Commemorative Passes & Lanyards
Downloadable Photos from SIP Bourbon Trail Experience
PACKAGE HIGHLIGHTS
🏨 4 Nights at Hotel Distil
🎶 All 3 SIP Bourbon Trail Shows
🥃 Complimentary Bourbon Pours
🚌 Nightly Shuttle Service
👫 Designed for Two Guests
WHY SIP BOURBON TRAIL?
Experience intimate songwriter performances paired with Kentucky bourbon hospitality in a setting intentionally designed to bring guests closer to the music.
Attendance is intentionally limited, creating a personal experience unlike a traditional concert or festival.
Limited Availability — Hotel packages are expected to sell out first.
*Single-guest packages may be available by request.
SINGLE BARREL
4 Night VIP PASS (no hotel)
(1) 4 Night VIP Pass + (5) total SIP Bourbon experiences
Single Barrel VIP Pass
For one guest
Includes one (1) 4-Night VIP Pass + bourbon experiences, VIP access, transportation, two VIP only exclusive events and more.
Experience a VIP SIP Bourbon Trail experience —with premium bourbon experiences, VIP access, and unforgettable songwriter performances.
YOUR PACKAGE INCLUDES:
🚙 TRANSPORTATION
Nightly Shuttle Access from hotel to venues
🥃VIP Access
One (1) 4-Night VIP Passes
Admission to all three SIP Bourbon Trail official shows
Reserved VIP Seating
VIP ONLY bar with elevated beverage offerings
Complimentary whiskey & bourbon pours, cocktails and hors d'oeuvres at every show
🎶EXPERIENCES
Five SIP Bourbon Trail Experiences
VIP only whiskey & bourbon dinner experience on Wednesday Night
(1) VIP only daytime event on Friday
🎁VIP EXTRAS
One (1) VIP Swag Bag
2026 SIP Bourbon Trail Commemorative Pass and Lanyard
Downloadable Photos from SIP Events
PACKAGE HIGHLIGHTS
🥃 5 Bourbon Experiences
🎶 All 3 SIP Bourbon Trail Shows
🍸 VIP Bar Access
🚌 Nightly Shuttle Transportation
🎁 VIP Swag Bags
Limited Availability — Single Barrel Passes are extremely limited and expected to sell out.
*All sales final
BOURBON TRAIL
3 Day Pass (no hotel)
(1) Three-Day GA Pass
Bourbon Trail 3 Day Pass
For one guest
Includes one (1) 3-Day GA Pass + bourbon experiences, transportation, every show of SIP Bourbon Trail, and the signature Songwriters in Paradise experience
YOUR PASS INCLUDES:
🎶 SIP BOURBON TRAIL ACCESS
One (1) 3-Day General Admission Passes
Admission to all three SIP Bourbon Trail official shows
Complimentary bourbon pours, cocktails, and hors d'oeuvres at every show
🎟SIP BOURBON TRAIL WEEKEND EXTRAS:
2026 SIP Bourbon Trail Commemorative Passes & Lanyards
Downloadable Photos from SIP Bourbon Trail Experience
PACKAGE HIGHLIGHTS
🎶 All 3 SIP Bourbon Trail Shows
🥃 Complimentary bourbon pours, cocktails and hors d'oeuvres at every show
🚌 Nightly Shuttle Transportation
SCHEDULE:
Thursday - Opening Night - with Heaven Hill at Evan Williams - Downtown Louisville
Friday - Night Two - Preservation Distillery - Bardstown, KY
Saturday - Grand Finale - James B. Beam
WHY SIP BOURBON TRAIL?
Experience intimate songwriter performances paired with Kentucky bourbon hospitality in a setting intentionally designed to bring guests closer to the music.
Attendance is intentionally limited, creating a personal experience unlike a traditional concert or festival.
*All sales final
SINGLE NIGHT GA PASSES
Single Night General Admission
Thursday, October 15th 2026
Kick off SIP Bourbon trail with an unforgettable evening of bourbon, music, and hors d’ouevres with Heaven Hill at Evan Williams in downtown Louisville.
PASS INCLUDES
🎶 Admission to Opening Night at Evan Williams with Heaven Hill
🥃 Complimentary pours, cocktails & Hors d'Oeuvres
🎟 SIP Bourbon Trail 2026 Commemorative Pass & Lanyard
📸 Downloadable Event Photography
Event Highlights
🥃 Featured Pours from Heaven Hill’s library
🎶 Two Rounds of Live Songwriter Performances
🌅 Opening Night at Evan Williams located downtown Louisville
🧀 Complimentary Hors d'oeuvres & pours
📸 Downloadable Event Photography
Featured Songwriters
Round One
TBA
Round Two
TBA
WHY SIP BOURBON TRAIL?
Experience intimate songwriter performances paired with Kentucky bourbon hospitality in a setting intentionally designed to bring guests closer to the music.
Attendance is intentionally limited, creating a personal experience unlike a traditional concert or festival.
Single Night General Admission
Friday, October 16th 2026
Spend an unforgettable evening at hidden gem Preservation Distillery, located in the “Bourbon Capital of the World” - Bardstown, KY.
Enjoy intimate songwriter performances, complimentary bourbon pours and hors d'oeuvres, and the signature Songwriters in Paradise experience.
PASS INCLUDES
🎶 Admission to night two at Preservation Distillery
🥃 Complimentary pours, cocktails & Hors d'Oeuvres
🎟 SIP Bourbon Trail 2026 Commemorative Pass & Lanyard
📸 Downloadable Event Photography
Event Highlights
🥃 Featured Pours from Preservation’s library
🎶 Two Rounds of Live Songwriter Performances
🌅 Night two at Preservation Distillery in Bardstown, KY
🧀 Complimentary Hors d'oeuvres & pours
📸 Downloadable Event Photography
Featured Songwriters
Round One
TBA
Round Two
TBA
WHY SIP BOURBON TRAIL?
Experience intimate songwriter performances paired with Kentucky bourbon hospitality in a setting intentionally designed to bring guests closer to the music.
Attendance is intentionally limited, creating a personal experience unlike a traditional concert or festival.
Single Night General Admission
Saturday, October 17th 2026
Closing night of SIP Bourbon Trail at James B. Beam.
Enjoy intimate songwriter performances, complimentary bourbon pours and hors d'oeuvres, and the signature Songwriters in Paradise experience.
PASS INCLUDES
🎶 Admission to closing night at James B. Beam
🥃 Complimentary pours, cocktails & Hors d'Oeuvres
🎟 SIP Bourbon Trail 2026 Commemorative Pass & Lanyard
📸 Downloadable Event Photography
Event Highlights
🥃 Featured Pours from James B. Beam’s library
🎶 Two Rounds of Live Songwriter Performances
🌅 Closing night of SIP Bourbon Trail at James B. Beam
🧀 Complimentary Hors d'oeuvres & pours
📸 Downloadable Event Photography
Featured Songwriters
Round One
TBA
Round Two
TBA
WHY SIP BOURBON TRAIL?
Experience intimate songwriter performances paired with Kentucky bourbon hospitality in a setting intentionally designed to bring guests closer to the music.
Attendance is intentionally limited, creating a personal experience unlike a traditional concert or festival.
SINGLE NIGHT VIP PASSES
Single Night VIP Pass
Thursday, October 15th 2026
Kick off SIP Bourbon Trail the VIP way- with an unforgettable evening of bourbon, music, and hors d’ouevres with Heaven Hill at Evan Williams in downtown Louisville.
Enjoy preferred VIP seating, elevated bourbon selections, exclusive VIP amenities, and performances from some of today's most celebrated songwriters in an intimate setting.
Your VIP Experience Includes:
🎶 VIP Admission to Opening Night at Evan Williams with Heaven Hill
🥃 Complimentary pours, cocktails & Hors d'Oeuvres
⭐ VIP ONLY bar with elevated beverage offerings from Heaven Hill’s library
✨ Premium VIP Seating
🎁 Single Night VIP level swag bag
🎶 Two Rounds of Live Songwriter Performances
🎟 SIP Bourbon Trail 2026 Commemorative Pass & Lanyard
📸 Downloadable Event Photography
VIP HIGHLIGHTS
⭐ Preferred VIP Seating
🥃 Exclusive VIP Bars
⭐ Premium Heaven Hill bourbon selections
🎁 VIP Swag Bag
🌅 Opening Night at Evan Williams with Heaven Hill
🎶 Intimate Songwriter Performances
Featured Songwriters
Round One
TBA
Round Two
TBA
WHY OPENING NIGHT?
Be part of the evening that officially launches the 2nd Annual SIP Bourbon Trail.
Attendance is intentionally limited, creating an intimate atmosphere where guests enjoy exceptional songwriting, premium bourbon hospitality, and meaningful artist interaction in one Bourbon Country’s most sought after settings
*Please include preferred shirt size for VIP swag
*All Sales Final
*Songwriters scheduled to perform subject to change
Single Night VIP Pass
Friday, October 16th 2026
Spend an unforgettable evening at hidden gem Preservation Distillery, located in the “Bourbon Capitol of the World” - Bardstown, KY.
Enjoy preferred VIP seating, elevated bourbon selections, exclusive VIP amenities, two rounds of intimate songwriter performances, and the signature Songwriters in Paradise VIP experience.
Your VIP Experience Includes:
🎶 VIP Admission to night two at Preservation Distillery
🥃 Complimentary pours, cocktails & Hors d'Oeuvres
⭐ VIP ONLY bar with elevated beverage offerings from Preservation’s library
✨ Premium VIP Seating
🚗 shuttle from Distil Hotel to venue
🎁 Single Night VIP level swag bag
🎶 Two Rounds of Live Songwriter Performances
🎟 SIP Bourbon Trail 2026 Commemorative Pass & Lanyard
📸 Downloadable Event Photography
VIP HIGHLIGHTS
⭐ Preferred VIP Seating
🥃 Exclusive VIP Bars
⭐ Premium Preservation Distillery bourbon selections
🎁 VIP Swag Bag
🌅 Night two at Preservation Distillery
🎶 Intimate Songwriter Performances
Featured Songwriters
Round One
TBA
Round Two
TBA
WHY SIP Bourbon Trail?
Attendance is intentionally limited, creating an intimate atmosphere where guests enjoy exceptional songwriting, premium bourbon hospitality, and meaningful artist interaction in some of Bourbon Country’s most sought after settings.
*Please include preferred shirt size for VIP swag
*All Sales Final
*Songwriters scheduled to perform subject to change
Single Night VIP Pass
Saturday, October 17th 2026
Closing night of SIP Bourbon Trail at James B. Beam
Enjoy preferred VIP seating, elevated bourbon selections, exclusive VIP amenities, two rounds of intimate songwriter performances, and the signature Songwriters in Paradise VIP experience.
Your VIP Experience Includes:
🎶 VIP Admission to closing night at James B. Beam
🥃 Complimentary pours, cocktails & Hors d'Oeuvres
⭐ VIP ONLY bar with elevated beverage offerings from James B. Beam’s library
✨ Premium VIP Seating
🚗 shuttle from Distil Hotel to venue
🎁 Single Night VIP level swag bag
🎶 Two Rounds of Live Songwriter Performances
🎟 SIP Bourbon Trail 2026 Commemorative Pass & Lanyard
📸 Downloadable Event Photography
VIP HIGHLIGHTS
⭐ Preferred VIP Seating
🥃 Exclusive VIP Bars
⭐ Premium James B. Beam bourbon selections
🎁 VIP Swag Bag
🌅 Closing night at James B. Beam
🎶 Intimate Songwriter Performances
Featured Songwriters
Round One
TBA
Round Two
TBA
WHY SIP Bourbon Trail?
Attendance is intentionally limited, creating an intimate atmosphere where guests enjoy exceptional songwriting, premium bourbon hospitality, and meaningful artist interaction in some of Bourbon Country’s most sought after settings.
*Please include preferred shirt size for VIP swag
*All Sales Final
*Songwriters scheduled to perform subject to change
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