Top 10 food & drink things to do in Charlottesville

1. Four-day Smoky Mountain tour from New York City

Four days of travel by coach — Great Smoky Mountains, Shenandoah National Park, and the Titanic Museum in Pigeon Forge, with bilingual guides and meals included.

2. Winery and bike tour in Virginia wine country

Three hours cycling on rural roads — visit two wineries, enjoy locally sourced food, and learn about ecological agriculture with a sommelier-guide.

3. Private custom wine tour of Monticello Wine Trail

Tailored wine tour in a spacious black suburban with a panoramic sunroof, highlighting the Monticello Wine Trail region's best vineyards and dining options.

“I had an excellent experience on the Monticello wine tour. They assisted in creating a personalized itinerary and provided fantastic suggestions based on what I wanted for the day. Our driver, Mark, was friendly and very informed about the region. I would definitely recommend them for a laid-back visit.”— 463reannac

4. Private wine and culinary tour of two vineyards in Charlottesville

Visit two top vineyards in Charlottesville on this private tour, featuring wine tastings and a culinary experience at each location.

“Jeremiah designed an ideal food and wine tour for my family of six, including visits to three specific vineyards. He arranged for our driver, Minette, to pick us up and drop us off at our rental house, making it a hassle-free experience. Minette was an excellent driver with a friendly and cheerful personality, which added to our enjoyment. The Infinity SUV provided plenty of space for all six of us to ride comfortably. Ole Crow Tours was incredibly accommodating, even planning a stop at our house so we could let our dog out briefly before continuing the tour. I strongly recommend this company for anyone wanting a private, tailored winery experience in the Charlottesville area.”— 535JanetK

5. Private wine and beer tour in Charlottesville

Four to six hours in a private SUV — visit 2 to 4 wineries or breweries with a custom itinerary and local driver.

“Our winery tour with Melissa was outstanding. Everything flowed smoothly from beginning to end. She was punctual, which established a professional atmosphere, and she adapted easily as our itinerary changed throughout the day.”— Reia_C

6. Custom wine tour from Charlottesville with private transport

Five-hour private tour visiting three wineries by luxury sedan, with personal wine guide and tasting recommendations throughout.

“Our experience on this tour was wonderful. We've taken many tours with Albermarle Limo before, and our driver Gillie suggested a brewery close to one of the wineries we visited. We chose to go, and it turned out to be the highlight of our day. Thank you for the great recommendation, Gillie!”— S3683JAjeromea

7. Charlottesville area private wine tour

Visit three wineries in Virginia’s renowned wine region, exploring the scenic Keswick area with comfortable transportation included.

“Take it easy, interact with the driver, and share your preferences. They have ample experience and can offer guidance and suggestions.”— Julian_W

8. Historic Thomas Jefferson wine tour in Charlottesville

Five-hour tour of Charlottesville's countryside with wine tastings and insights into Thomas Jefferson's historical impact on the region.

“Our tour was truly remarkable. We started with the Rotunda at UVA, and our guide Jeremiah had an impressive grasp of its history. Although it was meant to be a two winery tour, he took us to a third winery to maximize our experience. Jeremiah was not only friendly but also made an effort to ensure we felt valued. He shared insights about local history during our drives, enhancing our understanding of what makes Charlottesville unique. I highly recommend this tour.”— Eric O

9. Private walking food tour of UVA Corner

Two hours on foot, guided tour of the UVA Corner's best food spots and cultural highlights.

“Rob did an outstanding job as our tour guide. His local insights truly made the experience feel tailored to us. The food was delicious, though there was plenty more than we could eat, even with our big appetites. Thank you!”— Carrie_G

10. Private wine tour of Charlottesville's vineyards

Flexible tour lasting several hours with a private vehicle — intimate wine tastings at top vineyards near Charlottesville for small groups.

“Williams was very accommodating and took us to three wineries, allowing us to select two that we particularly wanted to experience. He even made an extra stop at our request, which we appreciated. We had a great time with the wine tastings and valued Williams's flexibility. However, given the cost, I was let down by the condition of his vehicle; it was an older minivan that appeared to require some repairs.”— DavidL_R