A day spent in wine country is a must for any trip to the Charlottesville area, but choosing which wineries to visit can be difficult if you're not familiar with them. Take pleasure in a personalized, five-hour wine tour of the Mo... More

A very comfortable and stylistic a tour and tasting some of Virginia’s finest vineyards and wines. It’s very private and enjoyable for couple looking for an intimate getaway, a small group celebrating a special occasion, a b... More

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 terrorized a local family to the brooding figure of Jame... 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

We would like to personally invite you to travel with us across the beautiful countryside of Charlottesville and the surrounding area. Through tastings of some of Virginia's finest wines, you will be fully submerged in the rich hi... More

Discover the story of Charlottesville and see it's not to be missed sites! Go at your own pace, anytime. The tour never expires. This tour is a smartphone guided experience that is hands free and guided step by step through the ci... More

With scenic, gently sloping hills leading to one winery after the next—not to mention historic attractions, lavish accommodations, and fine food—Charlottesville, Virginia, is the ideal destination for those seeking a wine-cent... More

This 5-hour, private custom tour features 3 to 4 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 o... More

The Downtown Mall Food Tour is a unique and memorable way to visit one of America's top college towns.... 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

Our private wine tours allow you to relax and enjoy a ride in our vintage VW Bus named Mable while soaking in the beautiful Virginia countryside. You will get a chance to enjoy a flight of wine at three different wineries while en... 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

Keeping Families and Groups and make them happy. Special rides for groups and families like: Surprise Excursion for couples; Concert/Events; welcome/Farewell ride; School groups etc. N/B the rate for this service is per person Fa... More

This tour will take us to two of Thomas Jefferson's most notable achievements. Starts with an hour-long historic guided tour of the University's Academical Village, Rotunda, and gardens by UVA staff. We then make our way to Monti... More

Skip the stress and confusion of finding a taxi upon arrival at the Charlottesville International Airport. Instead, book this private airport transfer service and enjoy convenient, reliable, comfortable private transportation from... More

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 along through your phone. We are an Austin, TX-bas... More

Let’s Roam is the #1 app-led adventure hunt company. Explore the best landmarks and hidden gems, answering trivia questions and tackling challenges along the way. Team up with your friends or go head-to-head as you uncover fasci... More

Skip the stress and confusion of finding a taxi upon arrival at the Charlottesville International Airport. Instead, book this private airport transfer service and enjoy convenient, reliable, comfortable private transportation from... More

Leaving from Boar's Head Resort adventure into the George Washington National Forest to Bald Mountain Jeep Trail. The Trail adventures are off-road, the duration is approximately 4-6 hours, with a peak elevation of 4000+ ft above... More

When you book a tour with, you get the leading tour provided within the the Monticello Wine Trail Region. Depending on group size, day of the week, our group can help get you access to some of the best tables at vineyards, guide y... More