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Must-do experiences
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.
- 665 reviews
- 4.99★
- Duration
- 5h
- Every day
- 11:00
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.
- 30 reviews
- 4.97★
- Duration
- 5h
- Every day
- 12:00
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.
- 28 reviews
- 4.36★
- Duration
- 5h
- Every day
- 11:00
Recommended (7)
Private Wine Tour Charlottesville: Custom Itinerary in Suburban
- 19 reviews
- 4.79★
- Duration
- 5h
Private Charlottesville Wine Tour: Custom Monticello Wine Trail
- 7 reviews
- 3.86★
- Duration
- 6h
Charlottesville Wine Tour: Jefferson & Barboursville tastings
- 5 reviews
- 4.80★
- Duration
- 5h
Crozet Winery Bike Tour: Cycle Virginia wine country with a sommelier
- 2 reviews
- 5.00★
- Duration
- 6h
Private Airport Transfer from Charlottesville: Sedan or SUV
- 1 review
- 5.00★
- Duration
- 30m–1h
More options (2)
Private Transfer to Charlottesville Airport: Sedan or SUVPrivate transfer from Charlottesville, Ivy or Keswick to CHO airport with professional driver and luggage space for 1–6 passengers. Available 24/7.
- Duration
- 30m–1h
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.
- Duration
- 4h–6h
- Fri–Sun
- 10:00
Charlottesville at a glance ✓ 2026-11-03
- Most booked: Charlottesville Wine Tour: 3 Wineries & Private Sedan, US$ 499 (5h, 4.99★ · 665).
- Top rated: Private Charlottesville Wine Tour: 3 Wineries, No Driving, US$ 270 (5h, 4.97★ · 30).
- Best value: Charlottesville Wine Tours: Group Transport & Tastings, US$ 280 (5h, 4.36★ · 28).
Of the 12 experiences: 9 with free cancellation, 8 with instant confirmation, 11 with hotel pickup and 3 bookable last-minute.