Private Charlottesville Area Wine Tour

29 Reviews 4.83 out of 5 stars Based on 29 adventurer reviews collected by Top10Adventures® and TripAdvisor | Recommended by 97% of reviewers | Charlottesville, USA

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Don't miss out!
On average, this is booked 21 (0) days in advance.

5 hours (approx.)
Hotel pickup offered
Mobile ticket
Instant confirmation
Offered in: English

Overview

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.

What's Included

  • Private transportation
  • Water Bottles
  • Air-conditioned vehicle
  • All food and beverages
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Meeting and Pickup

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What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your adventure begins.
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Merrie Mill Farm and Vineyard

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.
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1 hour 40 minutes • Admission Ticket Free

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.
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1 hour 40 minutes • Admission Ticket Free

Southwest Mountains Vineyards

Thoughtfully crafted by our skilled and renowned winemaking team, each wine showcases the extraordinary terroir of Virginia’s Monticello AVA. For that perfect glass or beautiful bottle to celebrate special occasions, Southwest Mountains Vineyards wine will be a wonderful addition to any day.
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1 hour 40 minutes • Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Private Charlottesville Area Wine Tour?

A: You can cancel up to 24 hours in advance of the adventure for a full refund. For a full refund, you must cancel at least 24 hours before the adventure start time.If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the adventure start time will not be accepted.Cut-off times are based on the adventure local time (EDT). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the adventure for a full refund.

Still have questions?

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Activity code: C-397764P4

Traveler Photos

Reviews

4.83
29 reviews

Average 4.83 out of 5 stars based on 29 adventurer reviews collected by Top10Adventures® and partner sites such as Cool Destinations and TripAdvisor

5 stars
27
4 stars
1
3 stars
0
2 stars
0
1 star
1

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On average, this is booked 21 (0) days in advance.

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What's Included

Activity name

  • Private transportation
  • Water Bottles
  • Air-conditioned vehicle
  • Knowledgeable and Friendly Guide
  • All food and beverages

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available

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Free Cancellation

100% refund
No refund

You can cancel up to 24 hours in advance of the adventure for a full refund.

  • For a full refund, you must cancel at least 24 hours before the adventure start time.
  • If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the adventure start time will not be accepted.
  • Cut-off times are based on the adventure local time (EDT).

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