Free cancellation

Private Charlottesville Wine Tour from Charlotte

5.0 (29 reviews) · By Ole Crow Tours

Discover Virginia’s renowned wine region with the private Charlottesville Area Wine Tour. Relax and enjoy a curated journey through scenic vineyards, all in the comfort of a private vehicle. Our expert guides will handle all the details, so you can focus on savoring the flavors and taking in the beautiful surroundings.

This tour visits three carefully selected wineries on the eastside of Charlottesville, an area rich in history and natural beauty. You’ll explore the charming Keswick region, once home to Thomas Jefferson’s estate, and experience the elegance and timeless charm that define this part of Virginia.

Whether you're celebrating a special occasion or simply want a relaxing day of wine tasting, this private Charlottesville wine tour offers a personalized experience with plenty of opportunities to enjoy tastings, learn about local wines, and soak in the scenic views. It’s perfect for adult wine lovers looking for a memorable outing.

Frequently asked questions

How long does the private Charlottesville Area Wine Tour last?

The tour lasts approximately 5 hours, giving you plenty of time to enjoy each stop without feeling rushed.

What is included in the tour?

Your experience includes private transportation, water bottles, a knowledgeable guide, and an air-conditioned vehicle.

Are meals or additional beverages included?

No, all food and beverages are excluded. Tastings are available at each winery, but any additional purchases are on your own.

Is the tour suitable for children or those with mobility issues?

Yes, infants and small children can ride in a pram or stroller. The tour is suitable for all physical fitness levels.

Can I customize the tour or choose specific wineries?

This is a private tour, so it can be tailored to your preferences within the selected stops. Please discuss your wishes with your guide.

What is the cancellation policy?

You can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations within 24 hours are non-refundable.

Free cancellation

Cancel at least 24 hours before your scheduled departure for a full refund.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 5 hours
Languages English
Group size Up to 6 guests
Ages Adults 21–99
Accessibility Infants and small children can ride in a pram or stroller; suitable for all fitness levels

What's included

Included

  • Private transportation
  • Water bottles
  • Knowledgeable and friendly guide
  • Air-conditioned vehicle

Not included

  • All food and beverages

Itinerary

  1. Stop 1

    Merrie Mill Farm & Vineyard in Keswick, VA, offers a warm, inviting tasting room experience. Founded by Guy and Elizabeth Pelly, it combines friendly hospitality with a unique, inspiring setting.

    1 hour 40 min
  2. Stop 2

    Enjoy tastings at the estate’s Discovery Tasting Room and Library 1821, where a variety of current and older vintages are presented. You can also relax on the beautiful lawns surrounding the historic Landmark Ruins of Thomas Jefferson's mansion.

    1 hour 40 min
  3. Stop 3

    Savor wines crafted by our expert winemakers, showcasing the exceptional terroir of Virginia’s Monticello AVA. These wines make perfect gifts or memorable keepsakes for special occasions.

    1 hour 40 min

Meeting point & pickup

Hotel pickup included for all travelers

Please leave your specific pickup and drop-off location. Pickup is available from 65 listed hotels. Exact times are confirmed after booking.

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How to get there

Pickup details will be provided after booking confirmation.

Cancellation & confirmation

Free cancellation

Cancel at least 24 hours before your scheduled departure for a full refund.

  • 100% refund if canceled at least 1 day before
  • No refund if canceled within 24 hours

Instant confirmation

Your booking is confirmed immediately after checkout.

From $270.00 per person

Adult Age 21–99
2
  • Free cancellation
  • Secure checkout with our booking partner

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