Exploring Charlottesville’s Best Vineyards on a Private Tour
Imagine winding through Virginia’s rolling hills in a comfortable Mercedes Sprinter, pausing at five distinguished wineries, and savoring some of the state’s finest wines. This Charlottesville: Best Vineyards Private Tour offers a six-hour journey through scenic landscapes and wine-producing estates for up to 14 people, making it an ideal choice for groups craving an intimate, personalized experience. With a price tag of $969 per group, you’re paying for a curated taste of Virginia’s wine culture, with the convenience of private transportation and dedicated guides.
What makes this tour particularly appealing are the stunning vineyard vistas and the diverse selection of wineries—from Bordeaux-style reds to French-influenced small-lot wines. We love how the tour combines the visual beauty of the Blue Ridge Mountains with the chance to learn about Virginia’s wine heritage through visits to historic and family-run estates. The focus on authentic, small-scale wineries means you’re likely to encounter passionate vintners and authentic tasting experiences.
One aspect worth considering is that, despite the promise of a seamless experience, there has been at least one report of a transportation no-show, which can be frustrating. The company responded quickly to the issue, but it highlights the importance of confirming your arrangements, especially if you’re traveling during busy times. This tour suits wine enthusiasts who enjoy a relaxed, guided day, and who value the chance to explore multiple vineyards without the hassle of driving themselves.
If you’re someone who appreciates delicious wines paired with scenic beauty and a touch of Virginia’s history, this tour should fit your travel style well. It’s perfect for small groups who want a personalized, educational experience with flexibility, and for those who enjoy discovering hidden gems and family wineries rather than just the big names.
Key Points

- Scenic setting: The tour takes you through the lush, rolling hills of Charlottesville and the Blue Ridge Mountains, offering breathtaking views.
- Diverse wineries: From Bordeaux-style varietals at Early Mountain to family-owned French-inspired wines at Stinson, the variety keeps things interesting.
- All-inclusive transport: Private transportation in a Mercedes Sprinter ensures comfort and convenience, with plenty of room for up to 14 guests.
- Authentic experiences: Small, family-run wineries like Stinson and Veritas provide a genuine look at Virginia winemaking.
- Flexible & private: The tour is exclusive to your group, making it ideal for celebrating special occasions or just enjoying a personalized outing.
- Potential hiccup: The review about a no-show highlights the importance of confirming your booking and being flexible if issues arise.
A Detailed Look at the Charlottesville Vineyards Private Tour

When we think about a vineyard tour in Virginia, what really stands out are the scenery, the wines, and the stories behind each estate. This private tour hits those notes with a carefully curated itinerary that maximizes your time and experiences.
Planning more time in Charlottesville? We've covered other experiences worth considering.
Pick-up and Transportation
You’ll be picked up in a luxurious Mercedes Sprinter Minivan designed to comfortably fit up to 14 guests. This is a major plus for those who prefer to avoid the stress of driving and want a relaxed day. The actual travel time—about one hour—is included in the total six hours, allowing plenty of time to explore without feeling rushed. The private nature of the tour means that you’re not sharing the experience with strangers, which enhances the intimacy and flexibility of your day.
However, one review mentions a no-show issue despite booking well in advance. The company responded swiftly to rectify the problem, but it underscores the importance of double-checking your arrangements and perhaps having a backup plan, especially during peak seasons.
Stop 1: Early Mountain Vineyards
Your journey begins at Early Mountain Vineyards, a place rich with history—once owned by a Revolutionary War veteran, Lieutenant Joseph Early, who served under George Washington. Here, you’ll find classic Bordeaux-style wines like Cabernet Franc and Merlot, crafted from grapes grown on the estate at the foot of the Blue Ridge Mountains.
This winery is notable not only for its wines but also for its voting as the #1 tasting room in America by USA Today. The expansive tasting room offers a relaxed atmosphere, with options for both high-end dining and casual tasting. The estate also functions as a popular wedding venue, adding to its charm and character.
Expect to spend about an hour here, sampling wines and soaking in the views. It’s an excellent start because it combines historic roots with modern elegance, setting a tone of quality and authenticity.
Stop 2: King Family Vineyards
Next, you’ll visit King Family Vineyards, located at the foothills of the Blue Ridge. This family-owned winery is renowned for its premium wines that highlight Virginia’s terroir, especially the white Viognier, which Virginia is famous for. The estate prides itself on meticulous grape selection and craftsmanship inspired by old-world traditions.
What’s particularly fun here is the opportunity—during the summer months—to watch polo matches on the fields, often with the option to picnic and enjoy the scenery beforehand. This adds a lively and interactive element to your visit, making it more than just a tasting.
The time allocated is around an hour, providing a chance to taste wines and perhaps snap some photos of the picturesque landscape.
Stop 3: Stinson Vineyards
The third stop is Stinson Vineyards, a family-run operation inspired by French garagiste wineries. The estate is built into an old three-car garage, giving it a quaint, rustic charm. The wines reflect a French influence, emphasizing subtlety over ripeness, and are made in small batches.
The owners—Scott, Rachel, and Nathan—are deeply involved in the winemaking, and their passion translates into a personalized tasting experience. Along With wines, the tasting room doubles as a farm store, selling grass-fed meats and farm-fresh products, adding to the farm-to-table vibe.
Expect about an hour here, with a focus on small-lot wines that highlight craftsmanship. This stop adds an intimate, family-driven perspective on Virginia wine-making.
Stop 4: Veritas Vineyard & Winery
Founded in 1999, Veritas has grown from a small passion project to a sprawling estate with over 50 acres of vineyards. They produce Old World-style wines using modern techniques—think barrel-fermented Chardonnay and award-winning seasonal vermouth.
The focus here is on quality and regional expression, allowing you to taste wines that reflect Virginia’s climate and soil. The visit provides insight into how a winery balances tradition with innovation. Expect about an hour of tasting and exploration.
Stop 5: Pippin Hill Farm & Vineyards
The final stop is Pippin Hill, which stands out for combining wine, food, and beautiful grounds. The vineyards sit on a south-facing hillside with lush gardens and a farm dedicated to sustainable practices. Their wines, like Sauvignon Blanc and Petit Verdot, are paired with artisanal cuisine from the estate’s farm-to-table restaurant.
This stop emphasizes culinary delights and scenic grounds, offering the chance to stroll around, enjoy the gardens, and soak in Virginia’s countryside charm. It’s a fitting end to a day of tasting and exploring.
What’s Included and What’s Not
Your ticket includes private transportation, with a driver-guide handling all the reservations at each estate. You’ll receive written materials to help you appreciate the wines and the stories behind them. The tour is exclusively for your group, offering privacy and flexibility.
However, lunch or dinner is not included, so you might want to plan to eat before or after the tour. Also, alcoholic beverages are available for purchase—this is standard, but worth noting if you’re mindful of your budget or preferences.
Practical Considerations

The tour operates Thursday through Sunday, from 11:00 AM to 5:00 PM, with most bookings made about 76 days in advance, highlighting its popularity. The cost per group may seem steep, but when you consider the private transport, guided experience, and multiple winery visits, it offers good value for a special day out.
Potential hiccups like transportation issues have been reported, so confirming your booking and being flexible can save you from disappointment. For those who love scenic drives, wine tasting, and small-group intimacy, this tour is hard to beat.
Who Would Love This Tour?

This experience is perfect for small groups or couples wanting a personalized wine adventure. It’s ideal if you appreciate historic wineries, family-run estates, and scenic landscapes. Also, if you’re keen on learning about Virginia’s wine culture from passionate vintners, this trip offers plenty of insight.
Those looking for a luxurious, relaxed day without the hassle of planning or driving will find this tour a worthwhile investment. Food lovers will also appreciate the opportunity to sample wines and perhaps enjoy a picnic or meals at the estates.
Final Thoughts

This private tour offers a well-rounded introduction to Charlottesville’s vineyards, blending history, scenery, and excellent wines. The inclusion of small, family-run wineries adds a layer of authenticity that large commercial operations often lack. While there’s a small risk of logistical hiccups, the responsive nature of the company and the overall experience make it a worthwhile choice.
For wine lovers who value private, guided, and scenic outings, this tour provides a memorable day in Virginia’s landscape. It’s especially good for small groups seeking a relaxed yet educational experience, with enough flexibility to tailor the day to your interests.
Whether you’re celebrating a special occasion or simply want to enjoy a curated wine journey, this trip balances scenic beauty, quality wines, and personalized service—a real treat for your Virginia vacation.
FAQ

How long is the tour?
The entire experience lasts approximately 6 hours, including travel time between stops.
What is included in the price?
Your ticket covers private transportation in a Mercedes Sprinter, reservation handling at each winery, a driver-guide, and written materials. It does not include meals or alcoholic beverages.
Can I bring my own drinks?
No, outside alcohol isn’t permitted. However, you’ll have the opportunity to purchase wines at each estate.
Is this tour suitable for children?
Yes, minors can join, but they can only purchase non-alcoholic drinks. The tour is private and small, making it suitable for families or groups with kids.
What if the weather is bad?
Most wineries have indoor tasting rooms, so you’ll likely stay comfortable. It’s always good to check the forecast and dress accordingly.
Is this tour good for wine novices?
Absolutely. The guides provide background information, and each winery offers tastings that are accessible for all levels of wine knowledge.
What is the cancellation policy?
You can cancel for free up to 24 hours in advance. Cancellations within 24 hours are non-refundable.
How many wineries are visited?
Five wineries in total, each offering a different flavor and style of Virginia wine.
What should I wear?
Comfortable clothing suitable for a day of sightseeing and tasting. If planning to relax outdoors or tour gardens, bring a hat and sunscreen.
In all, this private tour offers an accessible, scenic, and wine-rich day that’s perfect for anyone looking to experience Virginia’s best vineyards without the hassle of self-driving. Whether you’re a serious wine enthusiast or just looking for a delightful escape, this trip delivers a taste of Charlottesville’s wine country in style.
