Charlottesville Area Wine Tours
Our selected wine tours have been carefully curated to offer you the most complete and in-depth experience of the finest wineries in our region.
Typically, our tours last around 5 hours, but we aim to remain flexible to accommodate what works best for our guests.
Number of Guests
We have the capacity to host as many guests as required, although we usually cater to between 1 and 14 guests for each tour.
Complete Flexability
Our primary objective is to ensure that our guests have a wonderful time on our tours. Keeping this in mind, if you require an additional hour or would like to explore a different location, please feel free to inform us, and we will do our best to accommodate your request.
Pick up time and location
Your journey starts with us collecting you from your lodgings; additional charges may be incurred if you are outside of Charlottesville. Generally, tours take place between 10am and 12pm, but we can accommodate what works best for you.
The 5-hour tour starts at $450 for 1-6 guests
The 5-hour tour starts at $600 for 7-14 guests
Eastside Wine Tour
Northside Wine Tour
Southside Wine Tour
In The Woods Wine Tour
Wine & Culinary Tour
Westside Wine Tour
Start your tour off with exceptional wines and thoughtfully curated culinary plates at Early Mountain Vineyards before making your way to two smaller, intimate vineyards that pack a delightful punch of authenticity and old‑world charm.
Drive through the rolling countryside of Barboursville and Keswick, where Virginia history meets open farmland and quiet rural charm. See the Barboursville mansion ruins set among vineyards and classical buildings, then pass wineries, horse farms, and cedar-lined roads that mark the Keswick area.
History is all around you on this tour of Jefferson’s old stomping grounds. We begin at the base of Monticello Mountain, where Jefferson himself once tended a vineyard. From there you make your way to a vineyard founded by a local musician and then to another established by a president, each with its own story to tell.
Hugging the base of the Blue Ridge Mountains, this tour not only features tasty wines but also offers amazing mountain views that bring a deep sense of relaxation. The itinerary includes three larger, well‑established vineyards whose quality and ambiance are hard to beat.
This tour revolves around not only amazing wines but also carefully chosen culinary treats that heighten the senses. There are only two stops on this relaxed, well-paced outing, but that’s all you need to be carried away on a truly tasteful journey.
Drive through the rolling countryside of Barboursville and Keswick, where Virginia history meets open farmland and quiet rural charm. See the Barboursville mansion ruins set among vineyards and classical buildings, then pass wineries, horse farms, and cedar-lined roads that mark the Keswick area.
If you would like to book a tour with us, please begin by filling out the form below. We will promptly respond with our availability and pricing.
Please do not hesitate to let us know if you are having any difficulty finding the specific tour to fit your needs. We can expertly arrange your entire day from beginning to end, so you can relax without any hassle. We'll carefully construct a personalized private itinerary tailored specifically to your preferences and interests, ensuring a seamless and enjoyable experience as we guide you through the beautiful and diverse Virginia Monticello Wine Trail.
