People sitting in a darkened room watching a performance, with one person holding a wine glass and a person in the background recording with a phone.

SCHEDULE

WEDNESDAY NIGHT

OCTOBER 14TH, 2026 - 6:00PM

SUPER VIP + 4 DAY VIP| JAMES B. BEAM

Your arrival to SIP Bourbon begins with an unforgettable welcome at James B. Beam, — a private bourbon dinner reserved exclusively for SUPER VIP & 4 DAY VIP guests. Joining us for our music and bourbon dinner experience is 7th generation master distiller Fred Noe. Fred will be sharing some of his family’s incredible stories and some of his favorite exclusive pours.


THURSDAY DAY

OCTOBER 15th, 2026 - 12PM

SUPER VIP LUNCH | Downtown Louisville

Thursday kicks off for our SUPER VIP guests with a special bourbon and music lunch in downtown Louisville. For now, the location is a surprise, but it will be the perfect way to kick off the day before Thursday’s official opening night show.


THURSDAY NIGHT

OCTOBER 15th, 2026 - 6:30PM

OPENING NIGHT | HEAVEN HILL AT EVAN WILLIAMS

Opening night will be hosted in downtown Louisville at the Evan Williams tasting room. Evan Williams is part of the Heaven Hill family, so guests will enjoy selections from Evan Williams, as well as pours from Heaven Hill’s award winning portfolio.

Heaven Hill is a family owned distillery and is one of America’s most respected and award winning Spirit producers. Opening night also includes curated heavy hors d'oeuvres and two rounds of music.

Lineup: TBA


FRIDAY DAY

OCTOBER 16th, 2026 - 12PM

BOURBON EXCURSION | TBA

For our SUPER VIP & 4 DAY VIP guests, Friday begins with an exclusive music and bourbon excursion. For now it’s a surprise, but it’s guaranteed to be a memorable experience.


FRIDAY NIGHT

OCTOBER 16TH, 2026 - 6:30PM

NIGHT TWO | PRESERVATION DISTILLERY

Preservation Distillery is a hidden treasure in Bardstown, KY (The Bourbon Capitol of the World) and is the perfect spot for night two of SIP Bourbon. Recently praised for their excellence by Forbes, they also took top honors at the San Francisco World Spirits Competition for “The World’s Best Bourbon”.

The evening will include two rounds of music from our SIP Songwriters, pours & selections from Preservation’s library, and curated hors d’oeuvres.

SONGWRITERS | ROUND ONE - TBA

SONGWRITERS | ROUND TWO - TBA


SATURDAY DAY

OCTOBER 17TH, 2026 - 11AM

BOURBON BRUNCH | DOWNTOWN LOUISVILLE

Saturday’s music & bourbon brunch experience is for our SUPER VIP guests. Downtown Louisville is beautiful this time of year, so we can’t wait to host you at our surprise location experience.


SATURDAY NIGHT

OCTOBER 17TH, 2026 - 4:30PM

GRAND FINALE | JAMES B. BEAM

James B. Beam’s Knob Creek House is not usually open to the public, making this year’s grand finale particularly memorable and exclusive. Overlooking Everbach Lake and canopied by the tall trees, guests will enjoy some of James B. Beam’s finest and exclusive selections along with curated heavy hors d'oeuvres and two rounds of music. The perfect late autumn afternoon grand finale for our 2nd Annual SIP Bourbon Trail.

SONGWRITERS | ROUND ONE -TBA

SONGWRITERS | ROUND TWO - TBA

Room + Pass Packages

Single Barrel VIP Package - For Two Guests
from $7,250.00

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
$4,750.00

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.

Limited Availability
VIP Experience

3 DAY GA | 4 DAY VIP (pass only)

Single Barrel VIP Pass Only - (no hotel)
$2,995.00

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)
$850.00

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

3 Day GA
VIP  (5 total events)

Explore all Passes + Packages