Original Private Tuscany Tour by Vintage Beetle Car & Wine
Cruise the Chianti hills in a 1977 Beetle, taste legendary wines, and discover the soul of Tuscany at your own pace.
This private Tuscany vintage Beetle tour takes you through the rolling hills and vine-covered valleys of one of Italy's most celebrated wine regions, combining classic motoring with authentic cellar visits and a vineyard lunch.
Riding in a carefully maintained 1977 Volkswagen Beetle, you travel along panoramic Tuscan roads where cypress-lined lanes and honey-stone farmhouses frame every bend. The route winds from the heights above San Gimignano down through the heart of the Chianti Classico territory, covering two distinct wine estates with different production histories and styles.
Each winery stop is structured to give you real insight into how Tuscan wines are made, from the fermentation cellars to the aging barrels, before moving on to guided tastings. The experience closes with a traditional Tuscan lunch paired with regional wines, olive oils, and aged balsamic vinegar, creating a full sensory portrait of the territory.
Tour Highlights
Travel the Tuscan countryside aboard an iconic 1977 Volkswagen Beetle for a genuinely distinctive sightseeing experience.
Enjoy sweeping panoramic views over the Chianti hills, with dedicated photo stops at the most scenic vantage points.
Visit a winery near San Gimignano producing D.O.C.G. Vernaccia white wine, with a guided cellar tour and tasting.
Explore a second estate in the Chianti Classico zone and taste five distinct wines alongside extra virgin olive oils and balsamic vinegar.
Sit down to a traditional Tuscan vineyard lunch that pairs local cuisine with the estate's own wines in a relaxed, rural setting.
Capture the iconic Tuscan landscape — rolling vineyards, tall cypress trees, and medieval stone towers — at dedicated photo stops.
Benefit from a fully private experience with a friendly, knowledgeable guide who tailors the pace and conversation to your group.
Itinerary
Meet your guide at either Tuscany on Wheels headquarters — a short drive from San Gimignano with free parking — or directly in San Gimignano, depending on your booking option. Your guide introduces the Beetle and outlines the day's route through the Chianti hills.
Set off along the scenic back roads of Tuscany, passing through rolling vineyards, tall cypress alleys, and traditional stone farmhouses. The guide makes several stops so you can photograph the landscape and take in the sweeping views.
Arrive at a Chianti winery facing the famous medieval towers of San Gimignano, situated in the heart of the D.O.C.G. Vernaccia di San Gimignano production zone. A guided cellar tour explains the winemaking process before a focused wine tasting.
Continue into the Chianti Classico territory for a visit to a second estate where you taste five wines, including Chianti Classico and Brunello di Montalcino, paired with extra virgin olive oils and aged balsamic vinegar. A traditional Tuscan lunch at the vineyard completes this extended stop.
The Beetle brings you back to the departure location in the afternoon, completing a five-hour circular journey through some of Tuscany's most celebrated wine country. You leave with photographs, tasting memories, and a clear sense of how this landscape produces its wines.
What's Included & Excluded
Included
- Private tour in a 1977 vintage Volkswagen Beetle
- Friendly, knowledgeable local guide throughout
- Guided cellar tour at two wineries
- Wine tasting at both estates (including Vernaccia, Chianti Classico, and Brunello di Montalcino)
- Tasting of extra virgin olive oils and aged balsamic vinegar
- Traditional Tuscan vineyard lunch with wine pairing
- Free parking at Tuscany on Wheels HQ (where applicable)
- Dedicated photo stops at scenic viewpoints
Not Included
- Hotel pickup and drop-off (unless specified at booking)
- Personal travel insurance
- Gratuities for guide (optional, at your discretion)
- Additional wine or food purchases beyond what is included
Important Information
Reserve Your Spot
Private availability is limited. Secure your place on this vintage Beetle wine journey through the Chianti hills and the vineyards of San Gimignano before your preferred date fills up.
Book Now
