Charlottesville Area History Tours
Explore Charlottesville's rich history, from Jefferson's Monticello to stories of the Revolutionary War. Our tours blend architecture, small-town history, and beautiful landscapes, allowing you to choose between focused themes or community histories. Each tour is private and customizable for an engaging experience.
A stop for lunch
For each of our pre-planned tours, we include a stop for lunch. This allows our guests to relax and enjoy a delicious meal while taking in the beautiful surroundings.
Guided service
Your driver also serves as your local guide, providing you with regional stories and historical insights while you travel.
Admission tickets
All the tickets necessary for your tour are part of the pricing. These tickets are for timed entry, and we will assist in keeping everyone punctual.
Tour pricing varies due to the number of guests
Founding Father's 2 Day Tour
Founding Father's 1 Day Tour
Our immersive two-day Founding Father's Tour beautifully highlights the rich wine heritage and captivating history that make Charlottesville an exceptional destination. We begin with a comprehensive guided tour of Monticello, immersing guests in the legacy of Thomas Jefferson, and conclude the day with a relaxing glass of wine at Jefferson Vineyards, allowing time to unwind and appreciate the surroundings. On the second day, we start with an insightful visit to the Ashlawn Highland estate of James Monroe, followed by a memorable lunch paired with exquisite wine tastings at the stunning Barboursville Vineyard and Ruins. To complete the experience, we enjoy a detailed guided tour of James Madison's Montpelier, providing a perfect ending to a day rich in history and flavor.
There are several fascinating historic properties and delicious wines to enjoy on this wonderfully busy and enriching day. We first travel to scenic Orange County, located just north of Charlottesville, where you will take an insightful guided tour of James Madison's Montpelier estate. Afterward, we continue with a visit to the beautiful Barboursville Vineyards and Ruins, where you can enjoy a delightful lunch paired with a glass of their excellent wine. Our final stop will be a guided tour of Monticello, the iconic home of Thomas Jefferson, offering a captivating glimpse into American history.
This exceptional tour takes us to two of Thomas Jefferson's most iconic masterpieces, the University of Virginia and Monticello, both honored as UNESCO World Heritage sites in 1987 for their outstanding cultural significance. Our journey begins with a detailed guided tour of the picturesque University Lawn and the distinguished Rotunda at the University of Virginia, where history and architecture blend beautifully. Next, we head to Monticello's David M. Rubenstein Visitor Center, a thoughtfully designed space featuring an excellent gift shop and numerous engaging exhibitions dedicated to Thomas Jefferson and the rich history of Monticello. For a convenient and pleasant break, you can enjoy a quick bite and refreshing drink at the Monticello Farm Table Cafe before proceeding to your in-depth guided tour of the historic estate.
UNESCO World Heritage Tour
We would like to personally invite you to join us on an unforgettable journey through the beautiful countryside of Charlottesville and the surrounding area. As you enjoy tastings of some of Virginia's finest and most celebrated wines, you will be completely immersed in the rich history shaped by Thomas Jefferson’s lasting influence on the region. This experience promises to be both relaxing and enlightening, blending the natural beauty, exquisite flavors, and historical depth unique to this area.
Thomas Jefferson Wine Tour
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.
If you're looking for a more customized and personalized history tour experience, please don't hesitate to reach out to us with your specific requests and preferences so that we can tailor the journey to suit your needs and ensure you have a memorable experience.
