Private Tour

Private Charlottesville Area Wine Tour

Overview

Available languages

English

5 hours

Mobile ticket

Ole Crow Tours warmly invites you to explore the very best that Virginia’s renowned wine region has to offer in comfort and style. Simply sit back, relax, and let us handle all the details, carefully ensuring a seamless and unforgettable experience for you and your guests to truly savor every moment.

On this thoughtfully curated tour, you’ll be enjoying visits to 3 carefully selected wineries located on the scenic eastside of Charlottesville. This journey will take us through the charming Keswick area, once home to Thomas Jefferson’s old stomping grounds, a region rich with history, natural beauty, and timeless elegance.

Additional Info

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Specialized infant seats are available

Suitable for all physical fitness levels

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What‘s Included

Private transportation

Water Bottles

Knowledgeable and Friendly Guide

Air-conditioned vehicle

All food and beverages

What To Expect

Merrie Mill Farm & Vineyard is a tasting room destination in Keswick, VA. Founded by Guy and Elizabeth Pelly, Merrie Mill reimagines the tasting room experience by marrying a devotion to warm, approachable hospitality with a weird, wonderful setting that delights and inspires.

1 hour 40 minutes•Admission Not Applicable

Barboursville Vineyards and Historic Ruins

The entire estate is open for tasting our wines in a stroll or in a picnic, and our informed and enthusiastic hosts present tastings continuously in the Discovery Tasting Room, every day of the week, as well as in Library 1821, . The Tasting Room is where the broadest range of our current vintages is introduced, while the Library 1821 presents a changing selection of flights of current and older vintages from our cellars, and with seasonal culinary pairings designed by our chefs. Every encouragement is given, also, to enjoying our wines in the truly splendid lawns surrounding the historic Landmark Ruins of Thomas Jefferson's mansion for Governor James Barbour, a pleasant stroll away.

1 hour 40 minutes•Admission Not Applicable

Options

Private Charlottesville Area Wine Tour

Pickup included

Reviews

4.94

18 reviews

Total reviews and rating from Viator & Tripadvisor

Wine
Roland M,
Jun 10, 2025
- Viator
5.00
Friendly and informative. Our driver knew the area and was flexible. He provided us with some good information about the area.
Charming minibus wine tour
Helen J,
Oct 26, 2024
- Viator
5.00
Jeremiah went above and beyond! We had an amazing wine tour, recommendations and nice chatter. And thanks for helping to build our fire pit!
So fun!
Rina C,
Sep 14, 2024
- Viator
5.00
So much fun!! We went to three vineyards and loved all of them. Talking with everyone on the bus was amazing.
If you want a driver, choose them
Rhonda R,
Jul 23, 2024
- Viator
5.00
We found Old Crow by accident, but it is the happiest accident yet. Marianna was wonderful and we visited wineries we never would have found on our own. We had wonderful conversations, a few laughs, and a great ride. I highly recommend them.