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Beautiful Entrance to Veritas Winery on the Monticello Wine Trail and Nelson 151.

Explore Virginia wine country in comfort and style with your own private chauffeur. This experience is perfect for couples or small groups looking to enjoy the best wineries and breweries around Charlottesville without worrying about driving or planning. You'll ride in a luxury SUV and visit 2-4 top wineries or breweries such as: King Family Vineyards Pippin Hill Farm & Vineyard Veritas Vineyard & Winery Highlights: -Private SUV (up to 6 guests) -Door-to-door pickup -Custom itinerary -Local knowledgeable driver Duration: 4-6 hours Why Guests Love It: Stress-free experience Flexible schedule Perfect for special occasions Saturday availability is limited and books quickly.

Private Custom Charlottesville Wine or Beer Tours

6 hoursFree Cancellation

from USD 489

Wine and Culinary Delight Private Tour

Wine and Culinary Delight Private Tour

5 hoursFree Cancellation

from USD 248

Price varies by group size

Memorable and exciting Vineyard in Virginia

Private Wine Tours (minimum 3 & Maximum 6] Pickup Maximum 30 Mi

5 hoursFree Cancellation

from USD 95

Private Charlottesville Area Wine Tour

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.

Private Charlottesville Area Wine Tour

5 hoursFree Cancellation

from USD 270

Price varies by group size

5 Hour Historic Thomas Jefferson Wine 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.

5 Hour Historic Thomas Jefferson Wine Tour

5 hoursFree Cancellation

from USD 270

Price varies by group size

Custom Wine Tour In Black Suburban With Panoramic Sunroof

Custom Wine Tour In Black Suburban With Panoramic Sunroof

from USD 549

Virginia Private Custom Wine Tour from Charlottesville

With the beauty of the Blue Ridge Mountains surrounding the quaint vineyards of Virginia, this private wine excursion delivers a peaceful and harmonious experience in the great outdoors. A private chauffeur will cruise you and your guests from historic Charlottesville to the countryside. Spend the day touring the area and sampling wines from multiple wineries. On the Wine Trail, you’ll have your choice of which tasting rooms to visit and when to have a picnic lunch.

Virginia Private Custom Wine Tour from Charlottesville

from USD 499

Special Family Wine Tour

Take the stress out of your family excursion in Charlottesville with this private round-trip transfer from Pantops Shopping Center to the destination of your choice. Skip the guesswork of ride-sharing services or taxis and schedule your pickup in advance, then head straight to your excursion location—including wineries, sights, parks, concerts, or other destinations. Enjoy a few hours of free time to enjoy your family activity before the return trip to the pick-up location or other drop-off point.

Special Family Wine Tour

4 to 6 hoursFree Cancellation

from USD 90

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