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Sipping in the South

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Transportation * Insider Guidance * Signature Derby Moments

CURATED KENTUCKY DERBY WEEKEND

Derby Week builds momentum from the moment your arrive.  The energy grows, the pageantry and tradition unfolds, and each experience sets the tone for what comes next.  When thoughtfully arranged, it becomes an extraordinary experience.  


- Because Derby Begins the Moment you Arrive -

A Win. Place. Show. Derby Weekend

Derby Packages Designed Around How You Want to Arrive

I’ve designed three distinct levels of Derby weekend packages, each thoughtfully curated to reflect a different way of arriving. Every Win • Place • Show experience includes your hotel, transportation, dining reservations, track access, and concierge coordination. What sets them apart is how elevated, private, and exclusive you want the weekend to feel. From the caliber of hotel and Derby seating to the horse farms, distilleries, events, and staffing supporting you throughout, the difference is in the depth of access and care. Let me walk you through it


 WIN

Signature Derby Weekend. Fully Curated.

This is our highest level experience.

• Upscale specialty or resort-style hotel

• A Welcome Social with full dinner

• Private luxury limo  or corporate jet style seating transportation all weekend

• Premium Ballroom Derby seating with consessions

• Exclusive bourbon tasting tour and private dining

• Dedicated on-site concierge

• Elevated hospitality gifts and experiences throughout

This level is for guests who want privacy, access, and a exclusive, top-tier Derby weekend with no friction


PLACE

Classic Derby Experience. Polished & Well-Placed.

• Established Derby-sponsored hotel

• Private Executive Forward Facing  Vehicles

• Clubhouse covered Derby Seating with Concessions

• Reserved  Dinner restaurant experiences with After Party ticketj option

• Dedicated host

• Structured but elevated hospitality

This is perfect for guests who want strong seating, excellent logistics, and a beautifully executed weekend without going full resort-level.


SHOW

Smart, Social, and Close to the Action.

• Trusted national hotel within 15–20 minutes of the track

• Group shuttle or executive van transfers

• Reserved Derby seating

• Pre-set dining experiences

• Concierge access line

Ideal for guests who want a fun, organized Derby weekend with thoughtful coordination and great access, while being mindful of overall spend.


PLAN YOUR DERBY WEEKEND


Example Itinerary

PRIVATE TRANSPORTATION

HOSTED FROM THE MOMENT YOU LAND


Derby begins the moment you arrive.  Your driver are introduced, not assigned. Even dressed distintively so you can find them easily in a crowd!


Every member of our team is local.  Each serves as a brand ambassador for the city, and are personally invested in your experience. Vehicles appear when expected.  Traffic patterns, closures, and timing are accounted for in advance. Your schedule remains protected from the unpredictability of Derby Week.   


You move through the city with calm assurance. Timing feels intuitive and Movement feels efforless.


  • Private Black Car and Shuttle Service
  • Executive SUVs and Sprinters
  • Airport Transfers
  • Dinner Transfers
  • Gala Transfers
  • Hat Fitting Transfers
  • Multi-day Vehicle Coordination


RESERVE PRIVATE TRANSPORTATION




DERBY SHUTTLE SERVICES

STRUCTURED.  EFFORTLESS.  STILL PERSONAL


Even in group settings, our drivers remain hosts.


Red Rose Express is easy to find and impossible to miss. Find the Red. Built for groups and designed for Derby Week, our team moves with foresight, accounting for traffic patterns, street closures, venue access and timing long before your group ever feels it.  Your host understands the rhythm of the city and ensures guests move confidently between stops without confusion or delay.


Professional.  Organized.  Exceptionally Smooth


RESERVE SHUTTLE SERVICE




ACCOMMODATIONS IN LOUISVILLE

Accommodation at the hotel of your choice in downtown Louisville with daily breakfast

Win. Place. Show.

In Louisville, your hotel isn’t just where you sleep. It’s how you arrive.


WIN

Upscale, boutique, resort-style stays. Elevated. Polished. A little unforgettable.


PLACE

Classic, Derby-trusted hotels in all the right locations. Confident. Reliable. Always a good bet.


SHOW

Comfortable national brands within 15 minutes of downtown. Smart. Easy. Exactly what you need.


HORSE FARMS & BOURBON COUNTRY

STEP BEYOND THE GRANDSTANDS  


Derby is more than race day. 


  • Private Horse Farm Tours
  • Bourbon Distilleries
  • Curated Tastings
  • Southern dining countryside


These are the moments that transform a Derby trip into a Kentucky experience.



BOOK  HORSE & BOURBON EXPERIENCES




CONCIERGE GUIDANCE

DESIGNED SO YOU BELONG. 


Where I Step In. 

Reservations. Timing. Attire. Events

Behind ever extraordinary weekend are dozens of small decisions. I remain personally involved in shaping those decisions so your experience feels cohesive rather than pieced together.


This is not outsourced coordination.


It is founder-led curation.


You move through Derby with excitement and confidently, like you belong here.


ADD CONCIERGE SUPPORT




SIGNATURE DERBY MOMENTS

THE DETAILS GUESTS REMEMBER


Private Hat Fittngs

Expert Handicapping sessions.

The First Pour Welcome Social

Custom Group Experiences


It is often the smallest details that leave the most lasting impression.


CUSTOMIZE MY DERBY EXPERIENCE




Derby Waits for No One

FINAL CALL

As the season approaches, availability grows increasingly limited.


We invite you to begin early



Begin Your Derby Planning

FOUNDER-LED TRUST

 STRAIGHT FROM THE HORSES MOUTH  


This company remains founder-led and intentionally personal.  We are right here in Louisville, Kentucky. 


Our Drivers are Hosts

Our Tours are Curated

Our Presence is Felt


Anyone can promise luxury.  Very few deliver it personally.


--Angelique Rison





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The 152nd Kentucky Derby countdown is out of the gate!

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