Meet the Team

Cars don’t drive themselves, yet. Meet our team at Monticello Wine Tour and Coach Co! Whether our goal is to get you to the airport on time, drive you to Charlottesville’s awarding winning wineries and breweries, or help with your wedding transportation, these are some of the folks that help make it possible.

Kate Farley

Director of Sales and Customer Experience

A long-time local and lover of all things Charlottesville, Kate knows just about everything there is to know about the goings on around town. Whether she's offering restaurant recommendations or filling us in on upcoming events, Kate is always looking for ways to enhance our guests' experience. Kate comes to us from the prestigious Yellowstone Club where she ran the concierge program for the private membership. 


With a strong appreciation for all things wine (especially rosé!), Allison loves spending her time in Virginia wine country! She is a North Carolina native, a Wake Forest Deacon, and a Yale graduate. Allison spends part of her week working as a hospice chaplain in the Charlottesville community. You might be able to find her enjoying Crosé on Wine Wednesdays!


Travis Wilburn


When Travis moved to Charlottesville in 2000, he found a perfect marriage for his passion for buildings, music, and art. An architect-at-heart without the ability to draw, he found himself drawn to the historic homes in Charlottesville and the Blue Ridge with no way to work with them. Solution: Stay Charlottesville. Travis continues to bring that same passion with him to Stay Charlottesville every day. True to his fun, competitive nature, he will one day open a 28-room boutique inn, right next to Bill’s.

Bill Chapman


Bill Chapman is a Charlottesville native who worked in the media business for 20 years after co-founding the local free weekly paper C-VILLE Weekly. In his spare time he pursues adaptive reuse projects in the local real estate arena. Recently, he opened his 27-room boutique inn in an old boarding house at UVA. When not at one of his many ventures, he sails, cooks, and drives old cars to his kids' lacrosse games.