Designated Driver Luxury
20,000+ Rides Completed
Virginia Wine Country Experts

Explore Virginia Wine Country In Style

On-time guaranteeFlexible multi-stop itinerariesNo surge pricingFree cancellation

"Visited 4 wineries without worrying about driving. Best deci..."

★★★★★DC's Top-Rated Car Service· 20K+ rides

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All-in pricing · No hidden fees · Free cancellation

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(301) 531-5737

Fortune 500Trusted by

Companies

8+Years

Excellence

20,000+

Successful Rides

99%

On-Time Performance

Why Choose DMBJ for Virginia Winery Tour Transportation

Premium transportation tailored specifically for your experience

Curated Winery Routes

Not sure which vineyards to visit? Our chauffeurs know the best tasting rooms, hidden gems, and scenic routes through Loudoun County, Fauquier, and the Shenandoah Valley.

Multi-Stop Flexibility

Visit 3, 4, or 5 wineries in a single day. We handle all the driving and logistics so you can linger at the vineyards you love without watching the clock.

Your Schedule, Your Pace

No rigid tour bus itinerary. Stay an extra 30 minutes at a winery you love or skip one that doesn't speak to you. Your chauffeur adapts to your group in real time.

Luxury Between Pours

Travel between vineyards in a climate-controlled SUV or sedan with complimentary water, phone chargers, and cooler space for your wine purchases.

What to Expect (After Booking)

A seamless, premium experience from the moment you book until you reach your destination.

1

Instant Confirmation

Receipt and trip details sent immediately.

2

Pre-Trip Reminders

Automatic reminders before your scheduled pickup.

3

Driver Connection

Your chauffeur texts/calls before pickup day-of.

4

Premium Pickup

On-time arrival, luggage help, smooth transfer.

"Excellence in every mile, precision in every detail."

Featured Virginia Wineries & Vineyards

From the rolling hills of Loudoun County to the Blue Ridge foothills, we serve every top vineyard in Virginia wine country.

Stone Tower Winery

Leesburg, VA

Hilltop estate with panoramic vineyard views and a Tuscan-inspired tower

Breaux Vineyards

Purcellville, VA

One of Virginia's largest and most acclaimed family-owned vineyards

Bluemont Vineyard

Bluemont, VA

Stunning Blue Ridge overlook at 950 feet elevation

Sunset Hills Vineyard

Purcellville, VA

Solar-powered winery in a restored 19th-century barn

Hillsborough Vineyards

Purcellville, VA

Scenic Short Hill Mountain views with European-style wines

Casanel Vineyards & Winery

Leesburg, VA

Boutique vineyard known for bold reds and intimate tastings

8 Chains North Winery

Waterford, VA

Award-winning small-lot wines in a charming colonial village setting

Fabbioli Cellars

Leesburg, VA

Italian-inspired wines with guided vineyard walks and food pairings

RdV Vineyards

Delaplane, VA

Ultra-premium Bordeaux-style wines with appointment-only tastings

Chrysalis Vineyards

Middleburg, VA

Home of the Norton grape and Virginia's oldest vines

Boxwood Winery

Middleburg, VA

Bordeaux-inspired estate in the heart of horse country

Linden Vineyards

Linden, VA

Acclaimed mountain wines with sweeping Blue Ridge panoramas

Greenhill Winery & Vineyards

Middleburg, VA

Historic estate with 128 acres of rolling vineyard and Blue Ridge views

Early Mountain Vineyards

Madison, VA

Named one of the world's best vineyards by Wine Enthusiast

Barboursville Vineyards

Barboursville, VA

Italian-style estate with ruins designed by Thomas Jefferson

King Family Vineyards

Crozet, VA

Acclaimed rosé and sparkling wines with polo matches on weekends

Ready to Elevate Your Experience?

Skip the parking hassle and arrive in style. Our professional chauffeurs ensure you enjoy every moment — on-time guarantee or your trip is free.

Virginia Winery Tour Transportation Packages

All-inclusive packages with gratuity included

Select your vehicle to see package pricing

Half-Day Wine Tour

Perfect for a morning or afternoon escape. Visit 2-3 wineries in Loudoun County with a dedicated chauffeur at the wheel.

From $360

4 Hours · Gratuity included

Up to 6 passengers in a luxury SUV
2-3 winery stops with flexible timing
Complimentary cooler for wine purchases
Bottled water and phone chargers included
Most Popular

Full-Day Wine Country

The ultimate Virginia wine experience. Visit 4-5 wineries, enjoy a vineyard lunch, and explore the best of Loudoun or Fauquier County.

From $720

8 Hours · Gratuity included

Up to 6 passengers in a luxury SUV or sedan
4-5 winery stops with lunch break
Chauffeur-recommended itinerary available
Complimentary cooler and bottled water
Flexible routing — change plans on the fly

Sunset Wine Experience

Start mid-afternoon and end with a sunset tasting at one of Virginia's most scenic hilltop vineyards. Ideal for date nights and celebrations.

From $450

5 Hours · Gratuity included

Up to 4 passengers in a luxury sedan or SUV
2-3 winery stops timed for golden hour
Sunset vineyard finale at a hilltop winery
Complimentary sparkling water and cooler

Our Premium Fleet

Executive sedans, luxury SUVs, and premium vehicles from BMW, Mercedes, Tesla, and Cadillac

Mercedes Sprinter Executive Van for chauffeured service in Washington DC
Group

Mercedes Sprinter

4 doors
12 passengers
Cadillac Escalade Premium Luxury Luxury SUV for chauffeured service in Washington DC
Premium

Cadillac Escalade Premium Luxury

4 doors
6 passengers
BMW X3 Luxury SUV for chauffeured service in Washington DC
Premium

BMW X3

4 doors
4 passengers
Tesla Model Y Electric SUV for chauffeured service in Washington DC
Electric Car

Tesla Model Y

4 doors
4 passengers
Mercedes E-Class Executive Sedan for chauffeured service in Washington DC

Mercedes E-Class

4 doors
4 passengers
BMW 5 Series Executive Sedan for chauffeured service in Washington DC

BMW 5 Series

4 doors
4 passengers

Exact Price Upfront

Your total is shown after vehicle selection. No surprises at the end.

No Surge Pricing

Unlike rideshares, our rates stay consistent regardless of demand or time of day.

Gratuity Included

All package prices include gratuity. The price you see is the price you pay.

Why Wine Lovers Choose DMBJ

We've driven thousands of wine tours through Virginia wine country. Our chauffeurs don't just drive — they help you plan the perfect day.

Local Wine Country Knowledge

Our chauffeurs know which wineries have the shortest waits, the best food pairings, and the most scenic patios. Ask for recommendations — they're happy to help.

Safe Tasting, Zero Worry

Enjoy every pour without a second thought. Your designated driver is a licensed professional who ensures everyone gets home safely, no matter how many wineries you visit.

Optimized Routes

We plan efficient routes between wineries so you spend more time tasting and less time on the road. Our drivers know every back road in Loudoun and Fauquier County.

Room for Your Haul

Our SUVs have ample cargo space for cases of wine. We provide a cooler to keep your whites and rosés chilled on warm days.

Safety & Trust

Licensed & insured chauffeurs
Background-checked professional drivers
GPS tracking & real-time monitoring
24/7 customer support

On-Time Guarantee

We arrive on time, every time — or your trip is free. We've kept this promise for over 8 years and 20,000+ rides.

4.9/5 rating · 99% on-time performance

What Our Clients Say

4.9
Based on 150+ verified reviews

"We booked the full-day tour for my wife's birthday and it was the best decision. Our driver suggested we start at Stone Tower Winery for the views and end at Bluemont for sunset — it was absolutely perfect. We bought three cases and he loaded everything carefully."

David R.

Ashburn, VA

"Four couples, one Escalade, five wineries, zero stress. Our chauffeur had a cooler ready for our purchases and knew exactly which back roads to take between stops. We've done bus tours before and this was in a completely different league."

Samantha K.

Bethesda, MD

Frequently Asked Questions

How many wineries can we visit in one day?

Most groups comfortably visit 3-4 wineries on a half-day tour and 4-5 on a full-day tour. We recommend spending 45-60 minutes at each tasting room. Your chauffeur will help pace the day so you're never rushed.

Can you recommend a winery itinerary?

Absolutely. When you book, let us know your preferences — bold reds, sparkling wines, scenic views, food pairings — and we'll suggest a curated route. Our chauffeurs drive wine tours every week and know the best combinations.

Is there room in the vehicle for wine purchases?

Yes. Our SUVs have generous cargo space for cases of wine. We also provide a complimentary cooler to keep whites and rosés at the right temperature during the drive. Most groups buy 1-3 cases per tour.

What if we want to stay longer at one winery?

That's the beauty of a private car service versus a bus tour. Your chauffeur adjusts the schedule in real time. If you're loving a vineyard, stay as long as you like — we'll simply adjust the remaining stops.

Do you offer transportation for bachelorette winery tours?

Yes, winery tours are one of our most popular bachelorette party bookings. We can accommodate groups of up to 14 in a Sprinter or multi-vehicle convoy. Ask about custom decorations and signage when you book.

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Book Your Virginia Winery Tour Transportation Transportation

Professional chauffeurs, premium vehicles, and an on-time guarantee. Let us handle the driving so you can enjoy the experience.

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Call (301) 531-5737