Log cabin view of the Albemarle County mountains at the home of Baileys Retreat Tour Co.

A Family Legacy in the Heart of Virginia.

The Bailey Family has proudly called Virginia home for almost four centuries, and Callam Bailey made the move from Goochland to Albemarle almost 300 years ago. We practically have a Ph.D. in these hills.

Baileys Retreat isn't just a business—it's a family affair led by William Bailey with his sons and daughters. William and his team have cultivated strong relationships with the wineries, vineyards, and breweries dotting the Monticello Wine Trail. We've handpicked guides who are like the sommeliers of good times, curating and delivering top-notch experiences for our clients.

Got questions? Concerns? Or just itching for a chat about all things Albemarle County? Reach out to William anytime; he's all ears and genuinely excited to hear from you. Here's to raising a glass to unforgettable experiences.

Vineyard in Albemarle County, Virginia on a Charlottesville Wine Tour with Baileys Retreat Tour Co.

Why Albemarle County?

Albemarle County is renowned for its picturesque landscapes, charming countryside, and proximity to the Blue Ridge Mountains. It has gained a reputation as a prime destination for wine enthusiasts due to its diverse range of wineries and vineyards. Whether you're a novice or an experienced wine lover, the county offers something to suit every palate.

Why Baileys Retreat Tour Co

Baileys Retreat Tour Co is a family-owned business that has deep roots in Albemarle County. With their extensive experience and knowledge of the local wine industry, they are well-equipped to curate an unforgettable wine tour experience for you. Their team works closely with clients to customize the perfect itinerary based on individual preferences and interests.