Kentucky Derby Experiences | Transportation, Tours and Private Services

Kentucky Derby Week moves quickly. The energy, the pageantry, the tradition. When thoughtfully arranged, your only role is to arrive and enjoy.

Explore Sipping in the South’s  private event with special guest, Toby Curtsinger from the Netflix series Heist, the heist of Pappy. (Episodes 5 and 6).

Some moments aren't meant for a crowd.  This private VIP-like experience invites a small group into a quieter setting for a thoughful conversation with a master distiller, master blender or senior distilling professional.  The focus is on craft, decision-making, and the stories behind the bourbon, shared in a way that feels personal rather than performative.

The Vibe:  Bourbon King meets Tulsa King for a Whiskey weekend. Bourbon will always call Kentucky home, yet its story is expanding. Oklahoma has been cultivating its own distilling traditions, and with Tulsa now shining in the spotlight, it feels like the new frontier of American whiskey. At Sipping in the South, our guided bourbon tours are led by bourbon experts and designed with a concierge focus. Every stop is thoughtfully curated, from private tastings to elevated dining, allowing you to experience Kentucky’s rich bourbon culture alongside Oklahoma’s rising spirit in a way that feels personal, authentic, and expertly guided.