Private Charlottesville Wine Tour: Custom Monticello Wine Trail

Three wineries, breweries or distilleries on the Monticello Wine Trail, no driving required

A private wine or beer tour of Charlottesville covers six hours on the Monticello Wine Trail with your own guide, a luxury vehicle and a custom itinerary you build or let the operator plan. Door-to-door pickup and drop-off are included. You choose which three wineries, breweries or distilleries to visit along the route.

Step-by-step itinerary

Private wine and beer tour

• Pickup at residence or hotel
• Visit three preferred wineries or breweries
• Drop off at residence or hotel

The experience

The Monticello Wine Trail runs through Charlottesville's vineyard country, and this tour puts you inside a private vehicle with a guide who knows the region. You pick the three stops (wineries, breweries or distilleries), or hand the planning to the operator and let them build the day around what's open and what fits your interests. The vehicle is yours alone, so the pace and the order bend to what you want to see.

Pickup happens at your hotel, Airbnb or residence, and the same goes for drop-off when the six hours are done. A guide rides along and handles the commentary. You handle the tasting fees and any alcohol you buy. Chilled water travels with you. The itinerary can shift if a stop isn't what you expected or if you want to linger longer at one place. The day is built around your group, not a fixed schedule.

What’s included

• Private vehicle and guide.
• door-to-door pickup and drop-off.
• chilled water.
• six hours on the Monticello Wine Trail visiting three wineries, breweries or distilleries of your choice or the operator's recommendation.

Before you book

Days and timesEvery day

GroupPrivate

Meeting point and pickupHotel pickup included.You can choose from 36 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Prices and times updated 4 days ago

Good to know

Low physical effort

Operated by Golden Limousine, LLC

Is this one for you?If your group speaks English and wants the guide's full commentary on the region and the stops, this private format delivers it without competing voices or a fixed schedule. The six-hour window and three-stop structure suit an afternoon or a morning that doesn't run into dinner plans.

Traveler reviews

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Top questions

What's the difference between the wineries and breweries on the Monticello Wine Trail?

The Monticello Wine Trail includes wineries producing wine from Virginia grapes, breweries making craft beer, and distilleries. Your guide can explain what each stop specializes in and help you pick three that match what you want to taste.

Do I need to decide which three wineries to visit before I book?

No. You can choose your three stops when you book, or tell the operator what you're in the mood for and let them plan the route based on what's open and what fits the six-hour window.

Are wine and beer tastings included in the price?

Tasting fees and any alcohol you purchase are separate. The tour covers the guide, the vehicle, transportation and water.

What time does pickup happen?

You and the operator choose the pickup time that works for your schedule. The tour runs for six hours from there.

Can I book this for a special occasion like a birthday?

Yes. The tour is built for couples, small groups and celebrations. You can mention the occasion when you book so the operator knows what kind of day you're planning.