Explore Virginia's acclaimed wine country in a private executive Mercedes Sprinter. Groups up to 13 in cabin. Loudoun County, the Monticello Wine Trail, and Shenandoah Valley — all departing from Washington DC.
Virginia has become one of America's leading wine destinations. With over 300 wineries across the state — including 40+ on the Loudoun Wine Trail and the nationally recognized Monticello Wine Trail near Charlottesville — there is no shortage of exceptional tasting experiences within 90 minutes of Washington DC.
DC Black Cars brings the executive Sprinter experience to Virginia wine country. Your private group travels in a Mercedes Sprinter with a professional chauffeur who handles all driving and logistics — so your group can focus on enjoying the day.
This is a private, premium experience designed for corporate groups, birthday celebrations, bachelorette parties, and anyone who values the quality of the journey as much as the destination.
Just 30–45 minutes from downtown DC, Loudoun County is home to over 40 wineries set against the backdrop of the Blue Ridge Mountains. Popular stops include Breaux Vineyards, Hillsborough Vineyards, Bluemont Vineyard, Paradise Springs, and The Winery at Bull Run. DC Black Cars' most popular wine tour destination.
The Charlottesville area and Monticello AVA is one of Virginia's most celebrated wine regions. Highlights include Veritas Vineyard, King Family Vineyards, Pippin Hill Farm, Jefferson Vineyards, and Blenheim Vineyards. DC Black Cars provides round-trip executive Sprinter service from DC to Charlottesville.
The Shenandoah Valley offers some of Virginia's most scenic wine tasting along the base of the Blue Ridge Mountains. Boutique wineries and mountain scenery make this a standout day trip from Washington DC or Northern Virginia.
Virginia has quietly become one of the most respected wine producing states in the country. With over 300 wineries operating across the Commonwealth — and three distinct wine regions within 90 minutes of Washington DC — the options for a day or weekend in Virginia wine country are genuinely impressive. The challenge is doing it properly. Driving yourself limits how many wineries you can visit and how fully you can enjoy the experience. A private Sprinter van with a professional chauffeur removes that limitation entirely.
DC Black Cars provides private wine tour transportation from any Washington DC, Northern Virginia, or Maryland address to the wine regions of your choice. Our executive Mercedes Sprinter accommodates up to 13 passengers in cabin in a stand-up interior cabin, making it the ideal vehicle for a private group touring several wineries in a single day.
Loudoun County is the closest and most accessible Virginia wine region from DC — with over 40 wineries along the Loudoun Wine Trail, including some of Virginia's most acclaimed producers. Charlottesville and the Monticello Wine Trail is approximately two hours from DC and represents the heart of Virginia's wine culture, with Jefferson Vineyards, Blenheim Vineyards, and King Family Vineyards among the best-known estates. The Shenandoah Valley offers a more rural and scenic drive with excellent producers in the Front Royal and Luray corridors.
DC Black Cars also arranges brewery and distillery tours in Northern Virginia and Maryland, applying the same private Sprinter approach to craft beverage tourism throughout the region.
Three Virginia wine regions are accessible for a DC day trip: Loudoun County (45 to 75 minutes from DC, 40+ wineries), Charlottesville and the Monticello Wine Trail (about 2 hours), and the Shenandoah Valley. Loudoun County is the most popular for a comfortable one-day itinerary.
For groups of 6 to 13, our Mercedes Sprinter with executive interior is the most popular choice for wine tours — the stand-up cabin and luggage space accommodate bottles and guests comfortably. For smaller groups of 2 to 5, an executive SUV works well.
Yes. DC Black Cars wine tours are fully private — the itinerary is yours. You choose which wineries to visit and how long to spend at each. We transport you between properties on your schedule, not a fixed tour bus timetable.
Use these guides for destination-specific planning details, then return to this service page when the itinerary is ready to arrange.