Choose your trip length, interests, and pace to build a flexible Charlottesville itinerary. Add other destinations, compare experiences, and reserve time for travel between stops.
Browse these experiences as a starting point. The planner considers your interests, pace, and published schedules when building your days.
Virginia Private Custom Wine Tour from Charlottesville
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 availa…
Shenandoah National Park Self-Guided Driving Audio Tour
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 fro…
Charlottesville has experienced its fair share of turmoil and tragedy, alongside its charming streets and delectable cuisine. From the legend of the enigmatic Moon Ghost who terror…
"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challe…
Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you …
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…
Start with the number of days you have, then choose an unhurried, balanced, or fuller pace. Review the suggested route before generating your daily plan. Transport allowances are estimates; confirm services and meeting points before booking.
Save your trip with or without an account, share a read-only link, or download a PDF with booking and map links.