Charlottesville’s top tours are refreshingly diverse and remarkably accessible. The standout experiences include intimate wine excursions along the Monticello Wine Trail, where expert guides showcase the region’s finest vineyards. Downtown food walks blend local flavors with historic charm, especially around the bustling Downtown Mall. Active travelers will appreciate rugged Jeep tours through the Virginia countryside, while history buffs can customize private tours to match their interests.
We particularly love the small-group wine tours for their personal touch and local expertise. The walking food tours earn high marks for combining tasty samples with fascinating stories about the city’s culinary heritage.
Check our carefully selected list of Charlottesville’s most rewarding tours below.
Key Points
- Charlottesville offers a variety of high-quality tour options, including private wine tours, food tours, family excursions, and thrilling off-road Jeep adventures.
- Private wine tours provide a personalized experience exploring Virginia’s Monticello Wine Trail, with customized itineraries and knowledgeable guides.
- Food tours in Charlottesville offer a chance to sample diverse local cuisine while learning about the city’s history and culture.
- Family excursions provide round-trip transportation to various destinations, allowing for a hassle-free day exploring wineries, parks, and more.
- Adventure-seekers can embark on an off-road Jeep tour, seeing Charlottesville’s scenic landscapes and challenging terrain.
Virginia Private Custom Wine Tour From Charlottesville
For those seeking an immersive experience exploring Virginia’s renowned wine country, the Virginia Private Custom Wine Tour from Charlottesville offers a tailored excursion showcasing the region’s scenic vineyards and award-winning wines.
Rated 100% recommended by travelers, this full-day tour provides private chauffeured transportation to 3-4 wineries, allowing guests to enjoy the tasting experience without worry.
The tour includes bottled water, a wine trail guide, and the opportunity to customize the itinerary to personal preferences.
While tasting fees and lunch aren’t included, add-on options are available.
With its highly-rated guides, comfortable transportation, and flexibility, the Virginia Private Custom Wine Tour delivers a premium, personalized winery experience in the heart of the Blue Ridge Mountains.
This tour is ideal for small groups seeking an exclusive, hassle-free exploration of Charlottesville’s acclaimed wine scene.
Read our full review: Virginia Private Custom Wine Tour From Charlottesville Review
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Private Wine Tours (Minimum 3 & Maximum 6 ) Pickup Maximum 30 Mi
Charlottesville’s wine enthusiasts can now embark on a private, customizable wine tour experience. The tour accommodates between 3 to 6 participants and offers pickup within 30 miles of Charlottesville.
With 24 reviews and a Badge of Excellence, this tour is priced from $85 per person and features free cancellation up to 24 hours in advance.
During the approximately 5-hour tour, guests will discover Virginia’s Monticello Wine Trail, traveling in an air-conditioned vehicle. The experience includes guided tours of vineyards and indoor games like UNO, Chinese Checkers, and Dominoes. Bottled water and soda are provided, while alcoholic beverages are available for purchase.
Customer feedback is generally positive, highlighting the driver’s knowledge and tour flexibility. However, some issues were reported regarding vehicle condition and availability of reservations at crowded wineries.
The tour isn’t recommended for those with mobility challenges or certain medical conditions. This private wine tour offers a customizable, enjoyable way to explore Charlottesville’s vibrant wine scene.
Read our full review: Private Wine Tours (Minimum 3 & Maximum 6 ) Pickup Maximum 30 Mi Review
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The UVA Corner Food Tour: Private Walking Food Tour in Charlottesville
What better way to experience Charlottesville’s vibrant food scene than with the UVA Corner Food Tour? This private walking tour takes you on a culinary adventure through the city’s famous eateries, loved by both locals and students.
Over the course of 3 hours, you’ll explore 5 mainstay Corner restaurants, sampling an array of small plate offerings that add up to a full meal.
Along the way, knowledgeable guides provide insights into Charlottesville’s rich history and culture, including visits to significant sites like the memorial to slaves at the University of Virginia.
The tour features a diverse range of cuisine, from Chinese and Lebanese to classic American burgers and wings. While portions are generous, participants are advised to come hungry to make the most of the experience.
The tour meets at 1609 University Ave and ends at 1327 W Main St, though it’s not wheelchair accessible.
Vegetarian preferences can be accommodated, but gluten-free options aren’t available.
With an overall rating of 4.6 stars from 5 reviews, the UVA Corner Food Tour is a delicious way to learn about Charlottesville’s vibrant culinary landscape.
Read our full review: The UVA Corner Food Tour: Private Walking Food Tour in Charlottesville Review
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The Downtown Mall Food Tour
Situated in the heart of Charlottesville, the Downtown Mall Food Tour offers a delectable exploration of the city’s renowned culinary scene.
Beginning at The Whiskey Jar and concluding at Chaps Ice Cream – Downtown, this 2-hour tour showcases the area’s diverse flavors. Guests can expect to savor signature dishes from each restaurant, accompanied by a refreshing cocktail and tasty snacks.
With a maximum of 8 travelers, the experience provides an intimate and personalized experience. Guided by the knowledgeable Amy, the tour promises local insights, historical anecdotes, and restaurant recommendations.
Despite not being wheelchair accessible, the tour remains accessible to most participants, with no serious medical conditions required.
Priced at $419 per person, the Downtown Mall Food Tour offers free cancellation up to 24 hours in advance. Booking confirmation is provided, and the “Reserve Now, Pay Later” option is available.
With 5-star reviews, this culinary adventure is a must-try for foodies visiting Charlottesville.
Read our full review: The Downtown Mall Food Tour Review
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Family Excursion
Why not treat your family to a memorable Charlottesville excursion? The Family Excursion offers a private round-trip transfer from Pantops Shopping Center to various destinations around the city. You can choose from wineries, parks, concerts, and more, enjoying a few hours of free time at the chosen location before returning.
The transportation details couldn’t be simpler. With ease of round-trip booking, you can schedule the pickup time and excursion destination, and get dropped off at the original location or another spot in Charlottesville. Bottled water is provided, and it’s a private tour just for your group.
The excursion departs from Pantops Shopping Center at 10:00 am. While it’s not wheelchair accessible, most travelers can participate. Just be aware it’s not recommended for those with back problems, pregnant travelers, or those with heart conditions.
With free cancellation up to 24 hours in advance and a lowest price guarantee, this family-friendly tour is a great way to explore Charlottesville.
Read our full review: Family Excursion Review
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Vintage VW Private Wine Tour in Virginias Countryside
While Charlottesville is renowned for its historic landmarks and thriving arts scene, the Vintage VW Private Wine Tour offers a unique opportunity to explore the region’s picturesque countryside and acclaimed wineries.
This five-star experience transports guests in a classic Volkswagen Beetle, allowing them to enjoy the charm of Virginia’s wine country.
The tour includes flights or tastings at each winery, as well as bottled water, snacks, and parking. Guests can savor the region’s finest vintages while enjoying the scenic countryside.
The tour is private, ensuring an intimate and personalized experience tailored to the group’s preferences.
Although food isn’t included in the tour cost, it’s available at the wineries. The tour is suitable for most travelers, but it isn’t recommended for those with certain medical conditions or accessibility needs.
With its exceptional reviews and unparalleled attention to detail, the Vintage VW Private Wine Tour is a must-try for wine enthusiasts visiting Charlottesville.
Read our full review: Vintage VW Private Wine Tour in Virginias Countryside Review
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Charlottesville Dark History Ghost Tour
For those seeking a more thrilling and spine-chilling experience in Charlottesville, the Charlottesville Dark History Ghost Tour offers a captivating glimpse into the city’s haunted past. Priced at $31 per person, this 3.3/5 rated tour takes participants on a journey through Charlottesville’s dark history, led by a knowledgeable local guide.
Featuring well-researched tales of reported hauntings, the tour promises an engaging and thrilling experience, with a maximum group size of 30 travelers.
The tour departs from the Paramount Theater, with the guide easily identifiable by their black US Ghost Adventures T-shirt and lantern. The experience ends at 200 Midmont Ln, Charlottesville, and is accessible to wheelchair users and those with strollers.
A moderate level of physical fitness is required, and the tour isn’t suitable for those with serious medical conditions. Confirmation is received within 48 hours of booking, and free cancellation is available up to 24 hours before the tour starts, providing flexibility for participants.
Read our full review: Charlottesville Dark History Ghost Tour Review
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Boars Head Resort Off Road Jeep Tour
Boasting a thrilling off-road adventure through the scenic landscapes surrounding Charlottesville, the Boars Head Resort Off Road Jeep Tour offers an exhilarating experience for adrenaline-seekers.
Priced at $399.99 per group (up to 4 people), this private tour departs from the Boars Head Resort, taking participants on an unforgettable journey through the rugged terrain.
Aboard a sturdy overland Jeep with a knowledgeable guide, guests will explore the area’s natural beauty, encountering breathtaking vistas and traversing challenging paths.
While not recommended for those with certain medical conditions or physical limitations, the tour is a perfect activity for those seeking an adrenaline-fueled excursion.
With free cancellation up to 24 hours in advance and the option to reserve now and pay later, the Boars Head Resort Off Road Jeep Tour is a must-try for adventure-loving visitors to Charlottesville.
Read our full review: Boars Head Resort Off Road Jeep Tour Review
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The Sum Up
Charlottesville offers a variety of engaging tours for visitors. From private wine tastings and food tours to ghost walks and off-road adventures, there’s something to suit every interest. Whether you’re a history buff, a foodie, or an outdoor enthusiast, these top-rated tours provide an immersive and memorable experience in this charming Virginia city.