Explore Loudoun County and Northern Virginia’s top vineyards with American Executive Transportation
Virginia’s wine country is one of the region’s best-kept secrets. Just beyond the urban edge of Washington, DC lies a patchwork of rolling hills, country roads, and more than 40 award-winning wineries. From boutique tasting rooms to grand estate vineyards, the scene here rivals well-known wine regions and offers a more personal, scenic, and relaxed experience.
Planning a wine tasting itinerary sounds simple, but once you factor in driving, reservations, and coordinating group logistics, it’s easy to feel overwhelmed. That’s why more and more locals and visitors are choosing to explore with American Executive Transportation and our private Virginia wine tours.
Whether you’re looking to plan a fun day with friends or mark a special occasion, here’s how to enjoy the best of Virginia’s wine country without the stress of doing it all yourself.
Why Northern Virginia Is a Top Wine Destination
Northern Virginia’s wine region, particularly Loudoun County, offers a unique blend of rustic charm and refined tasting experiences. The area is home to dozens of established and emerging vineyards, many of which grow European varietals that thrive in the region’s temperate climate and mineral-rich soil.
Some of the most popular clusters include Leesburg, Hillsboro, Middleburg, Delaplane, and the scenic Fauquier Trail near Warrenton. Each area has its own personality. For example, Leesburg wineries like Stone Tower Winery are known for their panoramic views and bold reds, while Middleburg’s Cana Vineyards and Greenhill Vineyards offer elegant settings ideal for couples or intimate groups.
The roads may be winding, but the scenery makes every turn worth it. With mountain backdrops, open fields, and charming tasting rooms, this region is ideal for a relaxed getaway close to home.
The AET Wine Tour Experience
At American Executive Transportation, our wine tours are tailored around your group, your preferences, and your schedule. We don’t use a one-size-fits-all itinerary. Instead, we help you plan your own route or offer suggestions based on your wine preferences, desired vibe, and group size.
When you book one of our private Virginia wine tours, you get more than just a driver. You receive a dedicated transportation team that understands the nuances of Northern Virginia wine country. From coordinating pickup times to managing the route between wineries, we’re here to ensure your day goes smoothly from start to finish.
We offer service from Alexandria, Arlington, McLean, Reston, Bethesda, Ashburn, Leesburg, Herndon, Gainesville, and throughout the DC metro area. You can start your day right at your front door, and we’ll handle the driving so you can fully enjoy the tastings without worry.
Vehicle Options for Every Occasion
Our fleet includes everything from luxury sedans for two, to executive SUVs and Sprinter vans for mid-sized groups, to full-size mini-coaches that can accommodate larger parties. Each vehicle is professionally maintained, climate-controlled, and driven by experienced chauffeurs who know the roads and routes well.
Whether you’re organizing a romantic vineyard date or coordinating transportation for a group of 20, we have the right vehicle to match.
For example, our Mercedes Sprinter vans are perfect for bridal parties and birthdays, while our mini-coaches are great for corporate outings and multi-family groups. If you’re not sure which vehicle works best, our team can walk you through your options based on your guest count, travel time, and itinerary.
Planning Tips and Wine Route Suggestions
Virginia wineries tend to have limited parking and often require advance reservations, particularly for groups of six or more. We recommend choosing no more than three wineries for a full-day tour, as each stop typically takes around 90 minutes to two hours, especially if you plan to enjoy food or take in the scenery.
Some of our most popular wine trail regions include:
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Loudoun Bond – Leesburg: Dry Mill Vineyards, Zephaniah Farm Vineyard
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Old Stone Path – Hillsboro: Breaux Vineyards, 868 Estate Vineyards
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Revolutionary Row – Middleburg: The Boxwood Winery, Cana Vineyards
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Golden Plains – Delaplane: Blue Valley Vineyard and Winery, Barrel Oak Winery
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The 66 Link – Manassas to Haymarket: The Winery at Bull Run, Paradise Springs
Your tour is completely customizable. If you already have favorites, we’ll build the route around them. If you’re new to the area or unsure where to go, we’ll recommend a mix of views, varietals, and vibes to help you get the full experience.
Wine Tours for Any Occasion
Wine tours are more than just tastings. They’re a way to celebrate, connect, and enjoy the beauty of Virginia with the people you care about. Many of our guests book tours for:
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Bachelorette parties
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Anniversaries or milestone birthdays
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Couples’ getaways
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Girls’ weekends
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Corporate team outings
No matter the occasion, we’ll help you plan a relaxed, enjoyable day with all the details handled in advance. You won’t need to worry about parking, finding directions, or coordinating rides between stops.
How to Book
Ready to plan your day in Virginia wine country? Start by visiting our wine tours page for details on suggested routes and vineyard highlights. Then head over to our Make a Reservation page to check availability and confirm your preferred vehicle and tour date.
If you have questions about group size, pickup logistics, or creating a custom itinerary, our team is happy to assist by phone or email.
Your Perfect Day in Wine Country Starts Here
From rolling vineyards to expertly guided transportation, American Executive Transportation helps turn a simple day trip into a memorable experience. Book your private Virginia wine tour today and enjoy wine country the way it was meant to be explored—on your schedule, in your own vehicle, with every detail taken care of.