The Kentucky Bourbon Collection
Whiskey Row – Historic Distillery Tastings, Guided Whiskey Row Tour & 3‐Night Stay in Louisville for 2
This Experience for 2 Includes:
- 4-hour guided Whiskey Row walking tour with a local bourbon expert
- Guided distillery tours and tastings at Old Forester Distillery
- Guided distillery tours and tastings at Michter’s Fort Nelson Distillery
- Additional two distillery and tasting room visits along historic Whiskey Row
- All tastings, tour leader, gratuities, taxes, and fees included
- 3-night stay at the Louisville Marriott Downtown in a standard guest room
- Winspire booking & concierge service — seamless support from start to finish
Louisville is where America’s native spirit comes alive. Along the banks of the Ohio River, iron-front warehouses and cobblestone streets whisper stories of ambition, rebellion, and revival. Whiskey Row isn’t just a destination — it’s the birthplace of bourbon culture, where history is etched into brick walls and the aroma of aging oak lingers in the air.
This experience invites you to slow your pace, walk the streets where bourbon legends were built, and taste the spirit exactly where it belongs.
Walk Whiskey Row: A Guided Bourbon Journey
Your 4-hour guided walking tour brings bourbon’s story to life, step by step. Led by a knowledgeable local guide, you’ll explore Whiskey Row while learning how Louisville shaped — and was shaped by — America’s most iconic spirit. Highlights include:
Old Forester Distillery
The only bourbon brand continuously distilled before, during, and after Prohibition. Tour the striking downtown distillery and enjoy a guided tasting that showcases bold, classic expressions rooted in over 150 years of craftsmanship.
Michter’s Fort Nelson Distillery
Elegant, refined, and meticulously produced, Michter’s is known for its small-batch philosophy and exceptional balance. Your tasting reveals why its bourbon and rye are among the most sought-after in the world.
Additional distillery and tasting room stops complete the journey, offering a deeper look into Louisville’s thriving modern bourbon scene. Tastings, expert narration, and gratuities are all included — so you can focus on sipping, learning, and enjoying the walk.
Your Stay: Louisville Marriott Downtown
Settle into three nights at the Louisville Marriott Downtown, a polished, modern retreat perfectly positioned near Whiskey Row. Spacious rooms, elevated dining, and walkable access to the city’s top distilleries and restaurants make this an ideal home base.
Step outside and the city unfolds around you — riverfront strolls, historic facades, and the unmistakable energy of a town proud of its bourbon roots. After full days of tasting and storytelling, return to comfort and calm in the heart of downtown.
Please note: Must be 21+ for tastings (guests of all ages may join the tours).
Why This Experience Captivates Donors & Drives Bids
- Authentic & immersive: Walk the historic streets of Whiskey Row alongside a local expert, tracing bourbon’s story exactly where it was born — not from behind glass, but through living, breathing distilleries.
- Iconic tastings: Enjoy guided tastings at Old Forester and Michter’s, two of the most respected names in American whiskey, offering instant credibility and strong brand recognition for bidders.
- Rare access, real stories: Learn pre- and post-Prohibition history, insider distilling techniques, and behind-the-scenes details that elevate this far beyond a standard tasting.
- Relaxed, social pacing: No buses, no crowds — just an easy walking experience that encourages conversation, discovery, and savoring every pour.
- Prime downtown setting: Stay at the Louisville Marriott Downtown, steps from distilleries, riverfront views, cocktail lounges, and some of the city’s best restaurants.
- Highly giftable appeal: Ideal for bourbon lovers, couples, friends, or milestone celebrations — a crowd-pleaser that feels both indulgent and approachable.
- Strong perceived value: Combines multiple tastings, expert guiding, and premium accommodations into one seamless experience donors immediately understand and desire.
- Effortless execution: From hotel reservations to tastings and gratuities, Winspire handles every detail — giving bidders confidence and peace of mind.
Package Redemption
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.
Booking & Concierge Services
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.
Additional Information
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.
Blackout Dates
The week of Derby Week, the Bourbon Festival, major US holidays and major local events. Additional dates may apply.
Private Distillery Access, Legendary Tastings & 3‐Night Stay in Louisville for 2
This Experience for 2 Includes:
- Exclusive before-hours tour & tasting at Stitzel-Weller Distillery featuring Bulleit Bourbon
- Maker’s Mark Distillery tour, tasting & hand-dipped wax bottle experience
- Jim Beam Distillery tour & tasting
- Lunch for two in historic Bardstown
- Private luxury SUV with dedicated tour leader for the day
- 3-night stay at Louisville Marriott Downtown
- Winspire booking & concierge service — every detail handled seamlessly
This is more than a tasting tour — it’s a journey into the heart of America’s most storied spirit. Rolling hills dotted with rickhouses, the scent of aging oak in the air, and generations of craftsmanship poured into every barrel. Along the legendary Kentucky Bourbon Trail, history isn’t just told — it’s tasted.
From exclusive access to iconic distilleries to a private guide who brings each stop to life, this experience is designed for those who appreciate authenticity, heritage, and exceptional bourbon.
A Private Day on the Bourbon Trail
Settle into a luxury SUV and let the world slow down as your private tour leader guides you along Kentucky’s storied South Route of the Bourbon Trail — rolling green hills, white fences, and rickhouses stretching toward the horizon. With no driving and no logistics to manage, you’re free to sip responsibly, listen closely, and fully immerse yourself in the soul of bourbon country.
Your day begins with rare before-hours access to the legendary Stitzel-Weller Distillery, opened on Derby Day in 1935 and revered as the birthplace of some of bourbon’s most iconic names. In the quiet stillness of the morning, explore the heritage behind Bulleit Bourbon, learning how its bold, high-rye character and patient aging create a whiskey that speaks with confidence and depth — an intimate, unforgettable introduction to Kentucky craftsmanship.
From there, continue to the postcard-perfect Maker’s Mark Distillery, tucked beside Whisky Creek, where red barns and rolling grounds frame one of bourbon’s most beloved traditions. Tour the distillery and aging warehouses, enjoy a guided tasting, then take part in a ritual few forget: hand-dipping your own bottle into the signature red wax, creating a one-of-a-kind keepsake to bring home.
Midday brings a relaxed lunch in Bardstown, often called the “Bourbon Capital of the World,” where historic streets, warm hospitality, and classic Kentucky flavors offer a taste of small-town charm steeped in whiskey lore.
The day concludes at Jim Beam, the world’s best-selling bourbon, where seven generations of the Beam family legacy unfold before you. As the sun dips lower, sit back and relax on the return to Louisville, carrying with you not just bottles and photos, but the feeling of having truly lived a day inside bourbon history.
After a full day of discovery, relax as your driver returns you comfortably to Louisville.
Your Hotel: Louisville Marriott Downtown
Perfectly located in the heart of Louisville, the Louisville Marriott Downtown blends contemporary comfort with warm Kentucky hospitality. Spacious guest rooms, a modern fitness center, and inviting lounges create a restful retreat after your day of bourbon exploration.
Step outside and you’re moments away from top dining, live music, Whiskey Row, and the vibrant spirit of downtown Louisville — giving you even more opportunities to sip, savor, and explore.
Please note: Must be 21+ for tastings (guests of all ages may join the tours).
Why This Experience Captivates Donors and Closes Bids
- Iconic & Aspirational: The Kentucky Bourbon Trail is instantly recognizable and deeply desirable — a bucket-list journey into America’s most celebrated spirit.
- Exclusive Access: Before-hours of entry, private tastings, and hands-on moments like dipping your own Maker’s Mark bottle elevate this from a tour to an insider experience few ever enjoy.
- Perfectly Curated: Legendary distilleries, a private luxury SUV, expert tour leader, and a seamless itinerary remove every friction point — donors simply show up and savor.
- Broad Appeal: Ideal for couples, friends, or bourbon enthusiasts of any level — from curious newcomers to seasoned collectors.
- Story-Driven Luxury: Every stop offers history, craftsmanship, and flavor — experiences that donors will recount long after the trip ends.
- Strong Perceived Value: Premium tastings, private transportation, and a boutique downtown hotel create an experience that clearly feels worth bidding for.
- Proven Auction Performer: Bourbon experiences consistently spark competition, conversation, and strong final bids.
- Winspire Confidence: With concierge booking, trusted partners, and flawless execution, bidders feel confident placing a premium bid.
Package Redemption
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.
Booking & Concierge Services
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.
Additional Information
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.
Blackout Dates
The week of Derby Week, the Bourbon Festival, major US holidays and major local events. Additional dates may apply.
From Barrel to BBQ – Private Distillery Tastings, Cellar Collection Bourbon Experience & 3‐Night Stay in Louisville for 2
This Experience for 2 Includes:
- Guided tour and tasting at Buffalo Trace Distillery
- Fill, cork and label your own bottle of Angel’s Envy Single Barrel
- Exclusive opportunity to purchase limited Cellar Collection bottles
- 3-course chef-inspired BBQ & Bourbon pairing dinner at Watch Hill Proper
- Private transportation with expert driver guide
- 3-night stay at Hotel Distil, Louisville, a refined bourbon-inspired boutique hotel on Whiskey Row
- Winspire booking & concierge service — seamless support from start to finish
Bourbon County – this is where America’s native spirit was born — where oak warehouses line rolling hills, limestone-filtered water shapes flavor, and time itself becomes an ingredient. Louisville sits at the heart of it all, blending refined Southern hospitality with deep-rooted bourbon tradition. For those who appreciate craftsmanship, heritage, and unforgettable flavor, this journey is pure Kentucky.
Buffalo Trace: Where Bourbon Became History
Your experience begins at Buffalo Trace Distillery, a UNESCO World Heritage Site and one of the most revered names in bourbon. Step onto historic grounds where centuries-old brick warehouses, limestone-filtered water, and the sweet aroma of aging whiskey tell the story of American bourbon at its source.
Guided through the distillery, you’ll discover how grain, fire, and time come together through generations of craftsmanship. The visit concludes with a curated tasting of Buffalo Trace’s signature expressions — bold, balanced bourbons that embody Kentucky tradition and timeless mastery.
Angel’s Envy: Fill, Cork & Label Experience
Step beyond the tasting room and into the heart of Angel’s Envy — where bourbon becomes personal.
During this Fill, Cork & Label experience, you’ll go hands-on with one of Angel’s Envy’s most coveted expressions, drawn directly from the barrel. Guided by knowledgeable hosts, you’ll fill your own bottle, carefully cork it, and apply the label by hand — a ritual that few visitors ever experience and one that connects you directly to the craft behind the brand.
As you work, you’ll learn how Angel’s Envy’s signature finishing process — aging bourbon in wine-seasoned barrels — shapes its distinctive character, layering richness, softness, and complexity into every pour. The air is perfumed with oak and vanilla, the moment unhurried and immersive, the setting unmistakably special.
When you leave, you won’t just carry memories — you’ll take home a one-of-a-kind, personally finished bottle, a tangible reminder of an experience reserved for true insiders. This is bourbon craftsmanship at its most intimate and most unforgettable.
A Culinary Finale at Watch Hill Proper
The evening culminates with a three-course BBQ & Bourbon pairing dinner at Watch Hill Proper, where Kentucky flavors meet elevated technique. Each course is thoughtfully crafted to complement the richness of bourbon — smoky, savory, refined, and indulgent.
Expect bold flavors, expertly paired pours, and an atmosphere that feels both relaxed and celebratory — the perfect close to a day immersed in bourbon culture.
Your Stay: Hotel Distil
For three nights, unwind at Hotel Distil, a refined bourbon-inspired boutique hotel in the heart of downtown Louisville. Warm wood tones, copper accents, and thoughtful design nod to Kentucky’s distilling heritage, while modern comforts ensure a luxurious stay.
Step outside to explore Louisville’s vibrant dining scene, riverfront walks, and historic streets — or simply toast the day with a nightcap at the hotel’s lobby bar.
Please note: Must be 21+ for tastings (guests of all ages may join the tours).
Why This Experience Captivates Donors & Closes Bids
- Insider access few ever receive — Filling, corking and labeling a bottle of Angel’s Envy unlocks bourbons typically reserved for collectors and industry insiders.
- True collector opportunity — Guests may purchase limited and highly sought-after releases, transforming a tasting into a once-in-a-lifetime acquisition.
- A story in every stop — From UNESCO-recognized history at Buffalo Trace to Angel’s Envy’s innovative finishing techniques, the journey blends heritage with modern mastery.
- A culinary experience, not just tastings — The chef-driven BBQ + bourbon pairing dinner elevates the evening into a sensory celebration of Kentucky flavor.
- Luxury without effort — Private transportation, curated reservations, and Winspire’s concierge expertise ensure a seamless, stress-free experience from start to finish.
- Broad, high-value appeal — Equally irresistible to bourbon collectors, food lovers, couples, and gift buyers — making it an ideal auction centerpiece.
- A gift that tells a story — This isn’t just a trip; it’s an experience guests will recount, savor, and remember long after the final pour.
Package Redemption
Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.
Booking & Concierge Services
Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.
Additional Information
Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.
Blackout Dates
The week of Derby Week, the Bourbon Festival, major US holidays and major local events. Additional dates may apply.
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