THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
A private 5-hour drive through Charlottesville’s wine country that pairs Jefferson-era history with cellar-door tastings at Jefferson Vineyards, Barboursville, and other family wineries. Ideal for travelers who want history, scenery, and curated tastings without the planning.
A private 5-hour drive through Charlottesville’s wine country that pairs Jefferson-era history with cellar-door tastings at Jefferson Vineyards, Barboursville, and other family wineries. Ideal for travelers who want history, scenery, and curated tastings without the planning.
Verified experiences and guided adventures in the surrounding area.
Operated by Ole Crow Tours · Charlottesville, Virginia
You step into the low, golden light of Virginia’s Piedmont and the van pulls away from the University of Virginia’s Rotunda — a clean, brick landmark that marks the start of a route where history meets vine.
easy.
5 hours.
Minimal fitness required — mostly seated driving with short walks at wineries and brief standing during tastings.
Yes — the tour includes private, air-conditioned transportation and door-to-door pickup within the service area.
Tastings at wineries are included per the itinerary, but purchases of bottles, special tastings, and restaurant meals may be separate; confirm with the operator.
Infants and small children can ride in strollers and infant seats are available, but wineries typically require adults for tastings.
Full refunds are available if you cancel at least 24 hours before departure; later cancellations are not refundable.
The route follows land Thomas Jefferson surveyed for viticulture in the late 18th century; his experiments with European grape varieties shaped the region’s long-standing wine ambitions.
Many local vineyards practice limited-spray or organic techniques and emphasize water stewardship; when visiting, recycle bottles and follow farm rules to minimize impact.
Ole Crow Tours operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Ole Crow Tours
Book directly with Ole Crow Tours for the best rates and real-time scheduling.
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