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Enjoy Tuscany & Wine Tasting with your own private driver

Private Wine Tours are a perfect way to enjoy Chianti!

Are you interested in wine tasting without the worry of driving? The ideal solution is to either join a group tour such as these or to get your own personal driver!

The group tours can range from small groups of 15-25 people to larger groups of up to 50 people. These are more budget-friendly since you share costs with everyone else in the group. Check out the wide variety of tours and activities you can do wine tasting in Tuscany and Chianti.

If, on the other hand, you prefer your own private tour, with your own private driver, then there are several options from which to choose from. These are not cheap because you have your own personal driver to take you where you want to go. Again, you can either hire just a private driver - called NCC in Italy (stands for "noleggio con conducente" which literally means car rental with driver) - and then give him your itinerary and he will quote a rate for what you want to do.

Otherwise, you can look at specific private tours that already have an itinerary planned out, finding one you'd like to do and book those tours directly! We have selected a few below to explore various wine areas in Tuscany, check them out!

Exploring CHIANTI CLASSICO Wines

This tour at a glance

  • 219 euro per person (min 2 people, max 8 people)
  • pick up at your lodging between 9-9.30am
  • departs from Florence
  • lasts approx 8 hr
  • private driver that is also licensed tour guide and sommelier
  • visit to 3 wineries, with cellar visits and tastings
  • lunch included, vegetarian option available
  • cancellations: full refund up to 24hrs before tour

Book now »

Private Tuscany Wine Tour Experience

This tour has Anna, a licensed driver as well as trained sommelier (wine expert), take you out into Chianti to visit 3 wineries, ranging from small and family-owned, to organic and "larger" wine estates. This is an all day tour which lasts approximately 8 hours and requires at least 2 people to book (for a max of 8 people. Cost is 219 euro per person).

Lunch is included, which includes an appetizer, pasta as an entrée and meat as a main dish, ending with dessert. Make sure to indicate any special dietary requirement when you book (such as being vegetarian, gluten intolerant, etc).

There is flexibility to customize the itinerary once you have booked, but I would suggest you trust Anna's experience to go discover wineries you would otherwise miss!

This tour at a glance

  • 175 euro per person (min 2 people, max 8 people)
  • private driver in luxury car or van
  • lasts approximately 6hr
  • pick up point: Lungarno degli Acciaiuoli 8 at 9am
  • departs from Florence
  • includes lunch (indicated dietary requirements, including vegetarian meal, at time of booking)
  • visit to 2 wineries
  • stop in Greve in Chianti before returning to Florence
  • cancellations: full refund up to 24 hrs before tour

Book now »

Chianti Tour with Private Driver

This is a shorter tour than the first one above where your private driver takes you to the wineries, and there the owner or their wine expert will lead the wine cellar visit and tasting. This particular itinerary includes a visit to two wineries, one of which is a wine estate with a medieval castle where you can also visit gorgeous Italian gardens. The second stop is at a family-run boutique winery that also runs an agriturismo where you will have lunch. Always make sure to indicate any special dietary requirements at the time of booking.

This is perfect for a couple since the cost per person is set and you just need two people to activate the tour: this allows you to go on this private tour even when the budget might be tight.

This tour at a glance

  • 340 euro per person (min. 2 people, cost per person goes down to 190 euro for a group of 8)
  • in luxury car or minivan with private driver
  • pick up directly at your place around 9.30am, in Florence or Siena
  • lasts 7-8 hours (drop off by 5.30pm)
  • every day, year round
  • visit 2 wineries in Chianti Classico, one of which is a small boutique winery, with wine cellar tour and tastings.
  • lunch included
  • enjoy drive through Chianti and visit San Gimignano or Greve in Chianti
  • return to Florence, with stop in Piazzale Michelangelo
  • cancellations: full refund up to 24 hrs before tour

Book now »

Private Group Chianti Wine Tour

This Chianti Wine Tour also offers the chance to visit two small boutique wineries in Chianti Classico, with wine cellar tour and tasting of their wines at the end. This is perfect if you're interested in a private tour while traveling with family and friends since it allows you to share the cost of the private tour having more people (of up to 8 people).

Lunch is included at the second winery, before returning to Florence, with an obligatory stop in Piazzale Michelangelo.

This tour at a glance

  • 110-270 euro per person (min. 2 people, cost per person goes down to 110 euro for a group of 8)
  • in luxury car or minivan with private driver
  • pick up directly at your place around 9.30am, in Florence or other location
  • lasts 7-8 hours (drop off by 5.30pm)
  • every day, year round
  • visit 2 organic wineries in Chianti with wine cellar tours and tastings.
  • vegetarian lunch included
  • enjoy drive through Chianti and a visit to either San Gimignano or Greve in Chianti
  • cancellations: full refund up to 24 hrs before tour

Book now »

Organic Wineries in Chianti - Especially for Vegetarians

This tour let's you learn the difference between organic and conventional wines in Chianti region, as Tuscany has a large number of organic and bio-dynamic wineries. Some of these have always been organic thanks to their use of traditional Tuscan growing techniques, never switching to more conventional farming techniques which used pesticides about 50 years ago.

Other local wine producers have taken this path out of environmental concerns, switching over to organic wine production. Thanks to this level of consciousness, Tuscany today is lucky to host dozens of organic and bio-dynamic growers and vintners growing grapes and making incredible natural wines in the Chianti hills.

The tour departs from Florence (or another location to be arranged) and lasts 7-8 hours. It runs year-round for groups up to 8 people. Your private driver will take you to 2 organic wineries in the Chianti area, where you'll have lunch at one, before continuing to the next. It will also include a stop in either San Gimignano or Greve in Chianti, depending on the season and the wineries open for visits.


Tasting Montepulciano Wines in southern Tuscany

This tour at a glance

  • 160 euro per person (min. 2 max 8 guests)
  • departs from Siena at a specific meeting point (San Domenico Church)
  • lasts approximately 8 hours
  • every Wednesday in October
  • visit 2 wineries in Montepulciano area
  • lunch included
  • minimum 18 years old
  • cancellations: not possible

Book now »

Montepulciano Food & Wine Tour

This private tour (up to 8 people) leaves from Siena and heads into the Montepulciano area for a day spent enjoying fine wine and food. The tour includes a tour of a local Pecorino cheese farm, then a visit to Montepulciano before heading to a small organic winery for wine tastings and lunch. The second winery is a larger estate in area for more and wine tastings before heading back to Siena.

This tour at a glance

  • 180-229 euro per person (min. 2 max 8 guests)
  • departs from your accommodation in Florence, Chianti, Siena or Val d'Orciaat around 9am
  • lasts approximately 7-8 hours
  • every day, year-round
  • wine tastins in Brunello and Montepulciano, cheese tasting in Pienza
  • lunch included
  • cancellations: full refund up to 24 hours before date of tour

Book now »

Montalcino, Pienza & Montepulciano - Food, Wine and Cities

A whole day (7-8 hour) private tour departing from Florence, Chianti, Siena or the local area that will take you again to the Pecorino cheese center of Pienza and to thw two wine towns of Montalcino and Montepulciano.

Available year-round, this is the perfect tour for private group from 2 to 15 people. You'll visit a wine cellar in Montalcino and taste 5 wines, including Brunello, Brunello Riserva and other Super Tuscans before heading to Pienza to visit the town and taste some delicious Pecorino cheeses. A stop in Montepulciano includes lunch and free time to visit the town, before heading to a local winery to taste the Nobile di Montepulciano.

This tour at a glance

  • 180-229 euro per person (min. 2 max 8 guests)
  • departs from your accommodation in Florence, Chianti, Siena or Val d'Orciaat around 9am
  • lasts approximately 7-8 hours
  • every day, year-round
  • wine tastins in Brulleno or Montepulciano
  • light lunch included
  • cancellations: full refund up to 24 hours before date of tour

Book now »

3 wineries in either Brunello or Montepulciano

If you want to really experience once of these two wine areas in southern Tuscany, then this private tour gives you the opportunity to focus your day on one of the two areas and visit 3 wineries!

This tour is perfect for all periods of the year, and for groups of 2-8 people. You can be picked up directly at your accommodation in Florence, Chianti or Siena and no one has to worry about driving.

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Author: Lourdes Flores

I'm from California but have called Florence my home for over a decade. I love to explore Italy; it is a lot of fun to try to see everything like I'm seeing it for the first time, keeping you, our readers, always in mind. I enjoy sharing what I know and helping others as they make their travel plans for Tuscany through our Forum. If you have itinerary-related questions, please post them there!



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