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Wine Tours in Charlottesville

4.6 7 experiences from US$ 125

5 of 7 run daily · first departure 10:00, last 12:00 · most take 5h

Our top 3 of 7 experiences

Charlottesville Wine Tour: 3 Wineries & Private SedanOur pick
from · per groupUS$ 499
Private Charlottesville Wine Tour: 3 Wineries, No DrivingBest value
from · per personUS$ 270
Charlottesville Wine Tours: Group Transport & TastingsAlso recommended
from · per groupUS$ 280

Wine Tours in Charlottesville 7 options

Charlottesville Wine Tour: 3 Wineries & Private Sedan
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Our pick
Charlottesville Wine Tour: 3 Wineries & Private SedanPrivate wine tour from Charlottesville with 3-4 winery tastings, luxury sedan, and experienced guide. 5 hours, small groups, add-on lunch available.Every day · 11:00 · Hotel pickup★ 4.99 (665)5hENfromUS$ 499per group
Private Charlottesville Wine Tour: 3 Wineries, No Driving
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Best value
Private Charlottesville Wine Tour: 3 Wineries, No DrivingThree wineries on Charlottesville's scenic eastside with a private guide and driver. You taste while someone else handles the route, the timing and the roads.Every day · 12:00 · Hotel pickup · From age 21★ 4.97 (30)5hEN✓ Free cancellationfromUS$ 270per person
Charlottesville Wine Tours: Group Transport & Tastings
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Also recommended
Charlottesville Wine Tours: Group Transport & TastingsPrivate wine tours in Charlottesville with pickup from your hotel, a guide, and 3 hours of tastings at local vineyards: groups of 3 or more, 5 hours total, valid ID required.Every day · 11:00 · Pickup optional★ 4.36 (28)5hEN✓ Free cancellationfromUS$ 280per group
Private Wine Tour Charlottesville: Custom Itinerary in Suburban
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Private Wine Tour Charlottesville: Custom Itinerary in SuburbanPrivate wine and brewery tour in Charlottesville with your own guide and luxury Suburban, visit 3–4 wineries.Mon–Wed · First departure 10:30, last 12:00 · Hotel pickup★ 4.78 (18)5hEN✓ Instant confirmationfromUS$ 549per group
Private Charlottesville Wine Tour: Custom Monticello Wine Trail
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Travelers' pick
Private Charlottesville Wine Tour: Custom Monticello Wine TrailPrivate wine and beer tour of Charlottesville's Monticello Wine Trail with your own guide and custom itinerary, including vehicle pickup and drop-off.Every day · Hotel pickup★ 3.86 (7)6h✓ Free cancellationfromUS$ 489per group
Charlottesville Wine Tour: Jefferson & Barboursville tastings
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Travelers' pick
Charlottesville Wine Tour: Jefferson & Barboursville tastingsTaste Virginia wines at Jefferson Vineyards and Barboursville Vineyards on a 5-hour Charlottesville tour with a guide.Every day · 12:00 · Hotel pickup★ 4.80 (5)5hEN✓ Free cancellationfromUS$ 270per person
Private wine tours Charlottesville: Groups of 2–3 only
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Private wine tours Charlottesville: Groups of 2–3 onlySmall group wine tours in Charlottesville for 2 to 3 people, with pickup from your hotel or Pantops Shopping Center and visits to wineries.Fri–Sun · 10:00 · Hotel pickup · From age 184h–6h✓ Free cancellationfromUS$ 125per person

All 7 options, side by side

✓ 2026-10-29
OptionPriceDurationRatingDays and timesGuide languages
Charlottesville Wine Tour: 3 Wineries & Private SedanOur pick
US$ 166 per personUS$ 499 per group (split 3 ways)
5h4.99★ · 665Every day · 11:00English
Private Charlottesville Wine Tour: 3 Wineries, No DrivingBest value
US$ 270 per person
5h4.97★ · 30Every day · 12:00English
Charlottesville Wine Tours: Group Transport & TastingsAlso recommended
US$ 91 per personUS$ 280 per group (split 15 ways)
5h4.36★ · 28Every day · 11:00English
Private Wine Tour Charlottesville: Custom Itinerary in Suburban
US$ 92 per personUS$ 549 per group (split 6 ways)
5h4.78★ · 18Mon–Wed · First departure 10:30, last 12:00English
Private Charlottesville Wine Tour: Custom Monticello Wine Trail
US$ 82 per personUS$ 489 per group (split 6 ways)
6h3.86★ only 7 reviewsEvery day—
Charlottesville Wine Tour: Jefferson & Barboursville tastings
US$ 270 per person
5h4.80★ only 5 reviewsEvery day · 12:00English
Private wine tours Charlottesville: Groups of 2–3 only
US$ 125 per person
4h–6h—Fri–Sun · 10:00—

Wine Tours in Charlottesville at a glance

Real price per person across the 7 options: US$ 82–US$ 270 (median US$ 125). With 100+ reviews: 1 of 7.

Of the 7 options: 5 with free cancellation, 5 with instant confirmation, 7 with hotel pickup, 1 kid-friendly, 6 private and 2 bookable last-minute.

How we rank: quality, number of reviews and relevance to the topic. In the comparison table, our top 3 comes first. Real price per person: the group price divided by the seats it includes.

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