
Private Chianti Classico Wine Tour with Chauffeur, Two Wineries & Tuscan Lunch
Indulge in a private Chianti Classico wine tour with a personal chauffeur, exclusive tastings at two esteemed wineries, and a sumptuous Tuscan lunch - the epitome of refined Italian luxury.
← All experiences- Duration~8h
- DestinationToscana
- Guests10
- LanguagesEN, IT
- DifficultyEASY
Discover the heart of Tuscany through a private Chianti Classico wine experience designed for guests who want to enjoy the region’s landscapes, wineries and cuisine with complete comfort.
Your private chauffeur will pick you up directly at your hotel in the morning. The experience can potentially be arranged from several locations across Tuscany, including Florence, Siena, Chianti, San Gimignano, Val d’Orcia, Montalcino, Montepulciano and other areas, depending on availability and final confirmation.
After leaving your hotel, you will travel by private chauffeured vehicle towards the Chianti Classico area, one of Tuscany’s most iconic wine territories. The route may pass through scenic countryside roads, historic villages, vineyards, olive groves and panoramic hills, offering guests a refined introduction to one of the most recognizable landscapes in Italy.
The day includes visits to two selected Chianti Classico wineries. The first winery visit will usually take place in the late morning, with a guided experience followed by a tasting of selected wines. Guests will discover the identity of Chianti Classico through the estate’s vineyards, cellar philosophy and production style, with particular focus on the character of Sangiovese and the traditions of the territory.
After the first tasting, the itinerary continues with a Tuscan lunch arranged in the Chianti Classico area. This moment is designed as a relaxed break between the two winery visits, allowing guests to enjoy local cuisine, the surrounding landscape and the slower rhythm of the Tuscan countryside. The lunch may take place in a selected restaurant, wine estate or countryside venue, depending on the final itinerary and availability.
In the afternoon, guests will visit a second Chianti Classico winery. This second stop allows for a broader understanding of the region, comparing another producer, another estate setting and another interpretation of Chianti Classico. Depending on availability, the itinerary may include historic castles, boutique wineries, family-owned estates or more contemporary producers.
At the end of the second tasting, your private chauffeur will take you back to your hotel. The full day is managed as a private experience, with timing, pick-up location, winery selection and lunch venue coordinated according to the guests’ preferences, the season and availability.
This experience is ideal for couples, small groups, wine lovers, premium travellers and guests who want to discover Chianti Classico in a comfortable, curated and fully private way, without having to drive.
Itinerary
- — Pick up at the guests' hotel
- Your private chauffeur will pick you up directly at your hotel in the morning. The experience can potentially be arranged from several locations across Tuscany, including Florence, Siena, Chianti, San Gimignano, Val d’Orcia, Montalcino, Montepulciano and other areas, depending on availability and final confirmation.
- — Drive towards the Chianti Classico area
- After leaving your hotel, you will travel by private chauffeured vehicle towards the Chianti Classico area, one of Tuscany’s most iconic wine territories. The route may pass through scenic countryside roads, historic villages, vineyards, olive groves and panoramic hills, offering guests a refined introduction to one of the most recognizable landscapes in Italy.
- — First Chianti Classico Wine Tasting
- The first winery visit will usually take place in the late morning, with a guided experience followed by a tasting of selected wines. Guests will discover the identity of Chianti Classico through the estate’s vineyards, cellar philosophy and production style, with particular focus on the character of Sangiovese and the traditions of the territory.
- — Tuscan lunch in the Chianti Classico area
- After the first tasting, the itinerary continues with a Tuscan lunch arranged in the Chianti Classico area. This moment is designed as a relaxed break between the two winery visits, allowing guests to enjoy local cuisine, the surrounding landscape and the slower rhythm of the Tuscan countryside. The lunch may take place in a selected restaurant, wine estate or countryside venue, depending on the final itinerary and availability.
- — Second Chianti Classico Wine Tasting
- In the afternoon, guests will visit a second Chianti Classico winery. This second stop allows for a broader understanding of the region, comparing another producer, another estate setting and another interpretation of Chianti Classico. Depending on availability, the itinerary may include historic castles, boutique wineries, family-owned estates or more contemporary producers.
- — Return to guests' hotel
- At the end of the second tasting, your private chauffeur will take you back to your hotel. The full day is managed as a private experience, with timing, pick-up location, winery selection and lunch venue coordinated according to the guests’ preferences, the season and availability.
Included
- Private hotel pick-up in the morning
- Private return transfer to the hotel
- Licensed NCC / private chauffeured vehicle for the full itinerary
- Professional driver
- Visit and wine tasting at the first Chianti Classico winery
- Tuscan lunch between the two winery visits
- Visit and wine tasting at the second Chianti Classico winery
- Route and experience coordination by Rocca d’Italia
- Booking management with wineries and restaurant
- Private itinerary, not a shared group tour
Not included
- Extra wines or bottles purchased during the day
- Premium tastings, reserve wines or special cellar experiences, unless specifically included in the confirmed offer
- Additional food or drinks not included in the arranged lunch
- Hotel pick-up from locations outside the agreed transfer area, unless confirmed with supplement
- Extra stops or route extensions not included in the confirmed itinerary
- Personal expenses
- Gratuities
- Anything not expressly mentioned in the inclusions
Know before you go
This is a private chauffeured experience. Guests do not need to drive during the day, making the itinerary particularly suitable for wine tastings. Hotel pick-up can potentially be arranged from locations across Tuscany, but the final price and timing may vary depending on the exact pick-up and drop-off address. Pick-ups from Florence, Siena, Chianti, San Gimignano and nearby Tuscan areas are generally suitable for this type of experience, subject to confirmation. The final selection of wineries may vary according to date, season, availability, group size and preferred experience style. Rocca d’Italia will coordinate the itinerary with selected Chianti Classico wineries. The order of the visits may vary. In most cases, the experience is structured with one winery visit in the morning, lunch in the middle of the day and a second winery visit in the afternoon. Lunch location and menu may vary according to availability. Any allergies, intolerances or dietary requirements must be communicated in advance. The duration of the experience depends on the pick-up location. From areas close to Chianti, the day may be shorter; from more distant Tuscan locations, transfer time will be longer. This experience is designed for adults. Guests must be of legal drinking age to consume alcohol.
What to bring
Passport or ID cardComfortable clothingComfortable shoesSunglassesCamera or smartphoneAny information regarding allergies or dietary restrictionsA light jacket depending on the season
Cancellation policy
Strict policy
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