5 Hour Historic Thomas Jefferson Wine Tour

4.8
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4.8  (5)
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4.8
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5
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4.8  (5)
Earliest Date Available: November 14, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
Location
Duration
5 hours
Group size
Max 6 guests
Accessibility
Stroller Accessible
Language
English
Location
Duration
5 hours
Group size
Max 6 guests
Accessibility
Stroller Accessible
Language
English

Why travelers loved this

4.8
•5 reviews
 US$286.72  per guest
Instant Confirmation
Select Options
Earliest Date Available: November 14, 2026This experience is in high demand. Book now to lock in the next available date.
Free CancellationCancel for free up to 1 day before your experience
Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world
Why book with byFood?
Japan's #1 food travel platform
Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT
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.
Private transportation
Water Bottles
Knowledgeable and Friendly Guide
In-vehicle air conditioning
Air-conditioned vehicle
All food and beverages
1
30 minutes · Admission Ticket Free

The Rotunda

The Rotunda, located at the far end of Academic Village, is where you will be dropped off. A self-guided walking tour map and informational leaflet pertaining to the Rotunda and Academic Village will be given to you. After 30 minutes, we will go back to the drop-off location to pick you up.
The Rotunda, located at the far end of Academic Village, is where you will be dropped off. A self-gu…
2
1 hour · Admission Ticket Free

Jefferson Vineyards

Enjoy a wine tasting for one hour at Jefferson Vineyards. This is the original site of Jefferson and Philip Mazzei's effort to make wine.
Enjoy a wine tasting for one hour at Jefferson Vineyards. This is the original site of Jefferson and…
Pass by

Gordonsville

Your guide will point out the Exchange Hotel and other historically significant locations as we drive through Gordonsville.
Your guide will point out the Exchange Hotel and other historically significant locations as we driv…
3
1 hour 45 minutes · Admission Ticket Free

Barboursville Vineyards and Historic Ruins

At Barboursville Vineyards, you can partake in wine tastings and eat at one of the two restaurants. You can explore the ruins of the Barboursville Estate before or after lunch.
At Barboursville Vineyards, you can partake in wine tastings and eat at one of the two restaurants.…
4
1 hour · Admission Ticket Free

Southwest Mountains Vineyards

Enjoy wine tastings at this beautiful winery
Pickup Point
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Pickup Details
Please be sure to leave your specific pick up and drop off location
Free cancellation
Cancel up to 1 day before for a full refund.
No refund within 1 day of the experience or no-shows.
4.8
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5 reviews
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5 reviews
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Jewel_CMay 2026 • Viator
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Top Notch Tour

My husband and decided to take a long weekend and do a wine tour. We both like history and so we chose the Historic Thomas Jefferson wine tour. It was lovely! Keith was our driver and he was friendly and professional and a great driver. The owner, Jeremiah, was communicative beforehand to make sure I knew what to expect and how to identify our driver, etc. Seems like a great tour company and I would highly recommend Old Crowe Tours and this wine tour.

8
808StephanieRNovember 2025 • TripAdvisor
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Thomas Jefferson wine tour

Great tour, Jeremiah was very accommodating and gave us plenty of time at each stop. He made sure we were all set at each winery so we could bypass the crowds.

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Response from ViatorNovember 04, 2025

I'm so glad that you all had such a wonderful time on your tour with us. I had a great time meeting and laughing with everyone!

EO
Eric OJune 2025 • TripAdvisor
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GREAT experience! highly revommend

we had a fantastic experience on this tour. Love that it started by exploring the Rotunda at UVA and our guide Jeremiah was extremely knowledgeable in the history. Then even though it was a two winery tour, he got us into a third winery so we could experience as much as possible. Jeremiah was very friendly and knowledgeable and went out of his way to make us feel important. Even while driving between wineries, he filled us in on the local history and what makes Charlottesville Charlottesville. ...read more

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Response from ViatorJuly 01, 2025

I really appreciate that Eric! I had a great time meeting you and your wonderful wife, and thank you for inviting me along on your anniversary weekend celebration. Go Cowboys!!

C
Cheryl_HOctober 2024 • Viator
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Great way to experience Charlottesville area

My friend and I had only a couple of days to work with and wanted to experience as much of the area and some wineries, as possible on a tour. This one was perfect. Our very personable guide, Jeremiah, provided great information on the area and some highlights and also took us to three different wineries to experience tastings. It was a great day.

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Response from ViatorOctober 21, 2024

Oh, I'm so glad that you two had such a great time. It was wonderful to meet you both and I hope to see you again!

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Heather_WOctober 2025 • Viator
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Very knowledgeable and...

Very knowledgeable and pleasant host. Also flexible with itinerary. Would've loved to have included Veritas winery instead of Keswick.

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