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

You've been to winery wine tasting, but, have you been to a chocolate factory wine tasting? Welcome to our craft chocolate factory to see how chocolate is made while sipping on perfectly paired wine. ... More

Day Trip to 3 Amazing Wineries in DC's Wine Country: Comfortable Bus Transportation: Relax and enjoy the ride in a comfortable bus, leaving the driving to us. Certified Guide to Help You Make the Most of Your Day! ✨Exclusiv... More

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

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 Ghost Tour is Williamsburg's first and only murder-focused tour. Explore areas that other history tours would be afraid to visit. Explore a historic city that conceals a sinister and unsettling past. A netherworld of horrific ... More

Take this Alexandria Boos and Booze haunted pub crawl tour and add some fun into your work week! This quick but fun tour will take you to four stops for up to two hours. This tour price does not include tastings or tours of the fa... 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

Build your wine confidence. No snobs here! White & Red Wine Crafting, Aeration Techniques, Rosé Revelations, Restaurant Etiquette, Molecular Pairing, Chocolate and Wine Pairing made easy!... 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