TourTruth score 8.9 out of 10
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Rome Chianti Wine Tour to Castellina
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- Rome, Italy
- Updated November 2, 2026
Escape Rome for Castellina’s historic streets and Chianti scenery, with private transport and an optional winery tasting and lunch.
About this tour
Trade Rome’s busy streets for the vineyard-covered hills of Chianti on a private day trip to Castellina. With hotel pickup and drop-off, a professional English- and Spanish-speaking driver, and private air-conditioned transportation, you can enjoy the Tuscan scenery at a relaxed pace.
Travel along picturesque hill roads framed by olive groves and vineyards, then explore Castellina in Chianti’s historic center. Its stone streets, wine and olive oil traditions, and Etruscan heritage offer a glimpse into the region’s long history, including an ancient tomb dating to the 7th–6th century BC.
For an additional €70 per person, choose a winery experience with a vineyard visit, a tasting of five wines, and a full traditional lunch. The described tasting features Chianti Classico, Chianti Riserva, and estate wines. Paid-site entrance fees and personal purchases are not included. Discover the countryside and character of Tuscany on a Rome Chianti wine tour to Castellina, with private transport making the journey part of the experience.
Highlights
- Wander Castellina in Chianti’s historic stone streets
- Admire vineyard and olive grove scenery along the route
- Discover the village’s Etruscan heritage
- Add a winery visit, five-wine tasting, and traditional lunch
What's included
Included
- Professional English- and Spanish-speaking driver
- Hotel pickup and drop-off in Rome
- Comfortable air-conditioned vehicle
- Private luxury transportation throughout the tour
Not included
- Winery experience with vineyard visit, tasting of 5 wines, and full traditional lunch (€70 per person)
- Entrance fees to paid sites
- Personal souvenir purchases
- Driver gratuities
Ratings on each provider
The ratings and review counts each booking site shows for this tour.
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Important information
- Wheelchair accessible transportation and surfaces
- Infant and small-child strollers are allowed
- Service animals are allowed
- Specialized infant seats are available
- Suitable for all physical fitness levels
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