If you’re thinking about a trip to Virginia and want to experience its wine scene, this Private Custom Wine Tour from Charlottesville might just be what you’re looking for. While we haven’t personally taken it, the glowing reviews and detailed itinerary paint a pretty convincing picture of a relaxed, personalized day among some of the area’s best vineyards.
What really catches our eye are two key points. First, the customizable nature of the experience—you get to choose which wineries to visit, making each trip feel tailored to your preferences. Second, the expert guides—a common highlight in reviews—who are knowledgeable and personable, making the day not just enjoyable but informative.
That said, a potential consideration is the cost at $499 for a group of up to three people. While it’s a private experience with flexible stops, tasting fees and lunch are extra, so keep that in mind when budgeting. This tour seems perfect for wine lovers who want a laid-back yet curated outing, whether it’s a romantic getaway, a small friends’ trip, or a celebration.
Key Points

- Highly personalized experience with options to select wineries and lunch.
- Expert guides with rave reviews for their friendliness and knowledge.
- Beautiful scenery with Blue Ridge Mountains as a stunning backdrop.
- Convenient transport with pickup and comfortable vehicle options.
- Flexible itinerary with 3-4 winery visits and optional picnic.
- Price reflects exclusivity; tasting fees and lunch are additional costs.
An In-Depth Look at the Virginia Private Custom Wine Tour
When considering a wine tour, what matters most? For many, it’s the combination of scenery, wine quality, expert guidance, and overall value. This private tour hits all those marks, but let’s unpack what makes it stand out—and where it might fall short.
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The Experience: What You Can Expect
This 5-hour private excursion begins with a pickup in Charlottesville, a charming town brimming with history and culture. From there, a private chauffeur takes you on a scenic drive through the countryside, where rolling fields and the Blue Ridge Mountains create a stunning backdrop. It’s a relaxed journey, perfect for soaking in the views and chatting with your guide.
One of the best parts? You choose which wineries to visit. The tour typically includes 3 to 4 stops, giving you the chance to sample a variety of Virginia wines. The reviews frequently highlight guides like Gillie and Bill, who are praised for their personable approach and wealth of local knowledge. As Alison_S shares, “Gillie was full of Southern charm! He was prompt, personable, and made sure we got great photos at each stop.”
The Wineries: Discovering Virginia’s Best
While tasting fees are not included in the $499 price, the tour provides tailored recommendations for the tasting rooms. Visitors can expect a curated experience, focusing on the most impressive or unique wineries on the trail. This flexibility is a big plus—rather than being stuck with a preset schedule, you get to spend more time at the spots that intrigue you.
The reviews confirm that the wineries visited are impressive, and the guides’ knowledge enhances the tasting experience. One reviewer mentions, “The driver was very knowledgeable about the area and provided great insight which enhances the experience.” That insight might include wine-making techniques, the history of the vineyards, or stories about local traditions.
Transportation and Comfort
Transportation is included, and the vehicle type depends on your group size, ensuring comfort throughout. Reviewers have consistently praised the well-appointed, clean vehicles, with Marilyn_B noting, “The vehicle was very comfortable.” The private nature of the tour means you won’t be sharing space with strangers, allowing for a more intimate experience.
Lunch and Additional Costs
While the core tour does not include lunch, an optional picnic or refreshments can be added. This flexibility is wonderful if you’re looking to make it a full-day affair or prefer a scenic meal amidst the vineyards. Keep in mind, the cost of lunch and tasting fees are extra, so budget accordingly.
The Value for the Price
At $499 per group—up to three people—it’s a fairly premium price. But considering the personalized attention, private transport, and curated winery visits, many reviews suggest it’s worth it if you value a tailored, hassle-free day. Alison_S’s comment about the “best time” and Cheri_K’s note that “everyone in our party could enjoy ourselves” speak to the experience’s inclusive, carefree vibe.
Who Will Love This Tour?
This tour is ideal if you’re seeking a relaxed, personalized wine experience with an emphasis on quality and comfort. It’s perfect for small groups, couples, or even a bridal party celebrating a special occasion. Those who appreciate knowledgeable guides and scenic drives will find it especially rewarding.
What You Should Know Before Booking
- Booking in advance is recommended, with most trips booked about 19 days in advance.
- The tour starts at 11:00 am, giving you a good half-day to explore.
- Casual attire is perfectly fine—there’s no need to dress up.
- The tour is not refundable or changeable, so make sure your plans are firm before booking.
- The experience is suitable for most travelers, but keep in mind that tasting fees and lunch are additional expenses.
Final Thoughts: Is This Tour Right for You?
If you’re after a personalized, scenic, and relaxed wine day, this private tour delivers on that promise. The combination of expert guides, beautiful surroundings, and the freedom to choose your wineries makes it stand out, especially if you want to avoid the chaos of larger group tours.
However, be prepared for the extra costs of tastings and lunch, which can add up. The $499 price is reflective of a private, curated experience, making it more suitable for those who value comfort and customization over a budget-friendly option.
This tour seems particularly well-suited for couples, small groups, or anyone celebrating a special occasion in Virginia’s wine country. If you’re looking for a hassle-free way to enjoy Virginia wines without the stress of planning, it’s definitely worth considering.
Virginia Private Custom Wine Tour from Charlottesville
“Girls weekend was amazing thanks to our professional, knowledgeable Gillie who was such a great driver and so personable. My girlfriends and I had …”
FAQs
Is this tour suitable for children or families? Since the tour is private and based on wine tasting, it’s mainly aimed at adults. There’s no specific mention of children or family-friendly amenities, so it’s best suited for adult travelers.
Are tasting fees included? No, tasting fees and alcohol are not included and will be an extra expense at each winery.
Can I customize the wineries I visit? Yes, the tour offers flexibility in choosing which wineries to visit, based on your preferences.
What is the duration of the tour? The tour lasts approximately 5 hours, including transportation and tastings.
Is transportation provided? Yes, private transportation is included, with vehicle types depending on your group size. The vehicle is noted to be well-appointed and comfortable.
Do I need to prepare for anything? Casual attire is fine, and it’s good to be prepared for a day outdoors with comfortable shoes and water.
Can I add lunch to the tour? Yes, lunch can be added after reserving your tour. Options are available, and costs will be extra.
How far in advance should I book? On average, tours are booked about 19 days ahead, so planning early is smart.
What makes this tour special? The combination of a private, customizable itinerary, scenic drives, and knowledgeable guides makes it stand out.
What if I need to cancel? Unfortunately, the tour is non-refundable and cannot be changed once booked, so be sure your plans are firm.
This private wine tour from Charlottesville looks like a fantastic way to explore Virginia’s wines without the hassle. If intimacy, flexibility, and scenic beauty matter to you, it’s definitely worth a look.


