The Top 8 Charlottesville Wine Tours

Discover the top 8 wine tours in Charlottesville, from private charters to historic tastings, and find the perfect experience for your trip.

Discover the top 8 wine tours in Charlottesville, from private charters to historic tastings, and find the perfect experience for your trip.

Discover the best tours in Charlottesville, from private wine tastings and historic estate visits to ghost tours and culinary adventures, perfect for every traveler.

Discover the best shopping and market tours in Charlottesville, from gourmet food tours at the Downtown Mall to the lively Dairy Market experience.

Discover the top private driver services in Charlottesville, including airport transfers that ensure comfort, convenience, and stress-free travel.

Discover the top historical tours in Charlottesville, from wine and Jefferson highlights to spooky ghost stories, helping you plan your perfect visit.

Discover Charlottesville's top food tours, from the comprehensive Downtown Mall experience to the diverse Dairy Market tasting. Find the best fit for your culinary adventure.

Discover the beauty of three eastern US national parks on this 4-day Smoky Mountain tour from NYC, featuring scenic drives, iconic sights, and family fun.

Discover Virginia’s wine region on this 5-hour Jefferson-themed tour, blending historic sites, scenic vineyards, and expert guides for an authentic experience.

Discover Charlottesville’s haunted side with Chains, Coffins, & Curses ghost tour—an engaging, well-reviewed walk through history and spectral tales for $24.

Discover an off-road Jeep adventure through Virginia’s George Washington National Forest—challenging trails, spectacular views, and rugged fun for thrill-seekers.

Discover Charlottesville's haunted past on this 1-hour walking ghost tour filled with chilling tales, historic sites, and spooky surprises for a spooky night out.

Discover Charlottesville with a fun, interactive scavenger hunt hosted by a live remote guide. Explore hidden gems, meet locals, and test your detective skills.

Discover Charlottesville’s top vineyards with this private tour featuring five wineries, stunning scenery, and personalized service for up to 14 people.

Explore Charlottesville’s historic sites with this self-guided smartphone tour, offering flexible timing but mixed reviews on usability and depth.

Discover Virginia’s wine country with a private tour of up to 6 people, visiting top wineries, breweries, and distilleries with a knowledgeable guide.

Discover Charlottesville through a self-guided scavenger hunt, exploring sights, solving clues, and learning local history at your own pace.

Discover the best of Charlottesville’s Jefferson sites with this private tour featuring Monticello, UVA, and optional wine tasting—perfect for history and culture lovers.

Explore Charlottesville’s vibrant food scene on this 3-hour Downtown Mall Food Tour, featuring tastings at top restaurants, historic sights, and local stories.

Discover Charlottesville's scenic wineries with a private, flexible family wine tour including round-trip transport, free time, and personalized destinations.

Seamlessly get to Charlottesville Airport with a private, door-to-door transfer. Enjoy comfort, convenience, and peace of mind for your travel plans.

Discover Charlottesville’s UVA grounds with an engaging scavenger hunt that combines exploring landmarks, answering trivia, and capturing fun photos all via app.

Discover Charlottesville’s Dairy Market with this 1-hour food tour, sampling local flavors, ethnic cuisines, and exploring a vibrant community hub.

Seamlessly transfer from Charlotteville Airport to Charlottesville with this private, door-to-door service. Comfortable, efficient, and perfect for a stress-free start.

Discover Virginia’s top vineyards on a private 5-hour tour, blending wine tastings, culinary delights, and stunning historic sights for an authentic experience.

Discover Charlottesville’s wine region with a private, customizable 5-hour tour featuring top vineyards, expert guides, and stunning scenery.

Explore Monticello on a small-group guided day tour from DC, with expert guides, scenic views, and a balanced mix of history and gardens for an authentic experience.

Discover Virginia’s Monticello Wine Trail on a private, personalized tour with guided vineyard visits, indoor games, and flexible stops in Charlottesville.

Experience a private, flexible wine tour in Charlottesville with stunning vineyard views, expert guides, and a panoramic sunroof for memorable sightseeing.

Discover Virginia’s wine country with a private, customizable tour from Charlottesville. Enjoy exclusive tastings, scenic views, and a relaxed day out.