This exceptional tour takes us to two of Thomas Jefferson's most iconic masterpieces, the University of Virginia and Monticello, both honored as UNESCO World Heritage sites in 1987 for their outstanding cultural significance. Our ... More

Purchase one tour per car, not per person. Everyone listens together! Take a scenic drive through Virginia’s verdant wilderness with this self-guided tour. Stop to snap photos from breathtaking overlooks along Skyline Drive. Hi... More

Discover the beauty of Shenandoah National Park with this self-guided GPS audio tour. Take a scenic drive along Skyline Drive, where stunning mountain overlooks and cascading waterfalls await. Explore the park's rich history, uniq... More

Discover the beauty of Skyline Drive, a stunning 100-mile stretch through Shenandoah National Park. This self-guided audio experience transforms your drive into an engaging journey, revealing the rich history and natural wonders... More

Ole Crow Tours warmly invites you to explore the very best that Virginia’s renowned wine region has to offer in comfort and style. Simply sit back, relax, and let us handle all the details, carefully ensuring a seamless and unfo... More

This 5-hour, private custom tour features 3 winery visits, luxury Sedan, tasting room recommendations, and an experienced personal Wine Trail guide. Add-on lunch options are available after reserving your tour. Inquire with our te... More

Turn a day in Virginia wine country into a seamless experience. Our private wine & beer tours are designed for couples, small groups and anyone looking to enjoy the best of the Monticello Wine Trail without worrying about driving... More

We would like to personally invite you to join us on an unforgettable journey through the beautiful countryside of Charlottesville and the surrounding area. As you enjoy tastings of some of Virginia's finest and most celebrated wi... More

If you want to overload your senses, this could be the one. This tour combines two of the area's top vineyards, which not only produce wonderful wine but also provide an unforgettable culinary experience. One of the stops is also ... More

The Dairy Market is among Charlottesville's leading food, retail, and entertainment venues. Free parking is available onsite.... More

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. Thi... More

Your tours are intentionally designed for small groups, allowing us to provide a level of service and attention that larger tour operators simply cannot match. We take the time to understand your preferences, recommend venues that... More

What makes this experience unique is that every hike is completely private and personalized to your interests, abilities, and pace, allowing you to enjoy a day outdoors designed specifically for your group. There are no crowds, no... More

Please join our knowledgeable, entertaining guides in an unparalleled tour of the best of food and culture on the world-famous UVA Corner.... More

Charlottesville gave America three presidents, then demolished one of its most thriving Black neighborhoods. This self-guided walking tour follows both stories through downtown. Walk Three Notched Road, once a Monacan footpath, a... More