Siena and Chianti Wineries Excursion by Private Luxury Van from Florence

Recommended by 100% of travelers

Florence, Italy

8 hours (approx.)
Pickup offered
Mobile ticket
Offered in: English

Explore our promoted experiences

Special Offer

Tuscany Tour: Pisa, Siena, San Gimignano + Lunch & Wine Pairing

Florence, Italy

4.6

(6,866)

Tuscany Tour: Pisa, Siena, San Gimignano + Lunch & Wine Pairing

Special Offer

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Cinque Terre Fullday from Florence

from $847

Price varies by group size

Viator earns higher commissions on experiences featured here

Overview

Get a personal introduction to Siena and Chianti with a full-day, private tour from Florence in a luxurious van. Stroll Siena’s gothic streets with a local guide, and discover the art and black-and-white architecture of its UNESCO-listed historic center. Explore rolling vineyards and olive groves then taste your way through famous wineries, family cellars, local olive oils and aged balsamic vinegar.

Full-day, private Chianti tour from Florence
Visit the region with a local guide
Enjoy a day away from the hustle and bustle of the city
Learn about local history, food and culture
Free hotel pickup and drop-off included
Ideal choice for families

What's Included

Professional English speaking driver
Private luxury van
Bottled water
Free Wi-Fi on board
Hotel pickup and drop-off

Lunch
Wine tastings
Gratuities
Licensed city guide

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

Pick up from all hotels or apartments in Florence downtown

Operating hours
.9:30 am

Itinerary

Meet your driver at your Florence hotel and create the perfect itinerary for your needs, with plenty of time to explore the things that interest you most. Get insider tips on planning the day, then enjoy views of picture-perfect farms and forest during the one-hour drive to Siena, where you can stretch your legs on a walking tour of the city.

Take in the shell-shaped Piazza del Campo and visit the city’s medieval cathedral, whose black and white façade echoes Siena’s symbolic colors. Hear about the dramatic horse race that tears through the heart of the city each summer, and take time to browse local boutiques on historic boulevards.

Pause for lunch in a nearby restaurant—with advance notice, you can sit down to a traditional meal on a family-owned vineyard—then continue into the scenic hills of Chianti. Visit vineyards to learn how Chianti wines go from grape to glass, and discover the distinctions between Chianti Classico, Reserve and Tuscan dessert wines. If you prefer, visit a local tasting room to sample traditional olive oils and balsamic vinegars.

Centro Storico di Siena - World Heritage Site

2 hours • Admission Ticket Free

Tenuta Casanova

2 hours • Admission Ticket Not Included

Azienda Agricola Mauricio Brogioni Winery

2 minutes • Admission Ticket Not Included

Badia a Passignano (Pass By)

Additional Info

Confirmation will be received at time of booking
Infant seats available
Not wheelchair accessible
Stroller accessible

Near public transportation
Most travelers can participate
Pricing is per vehicle, maximum of 7
This is a private tour/activity. Only your group will participate

Supplied by

Cancellation Policy

This experience is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Richard_P

Marco was professional, knowledgeable and kind. The winery was beautiful, delicious wine & food! Thanks!

Reviews

4.9

based on 12 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Would highly recommend driver not winery

Marci_S, Apr 2026

Driver was excellent and very informative. His part of the experience was definitely 5 stars. The winery we went to for lunch that was not included was expensive and for the price very little food and wine. We should have asked to go to a more local Spot.

Response from Host, May 2026

Hello, lunch is explicitly excluded from the tour you purchased. I'm sorry it was expensive for you...in Chianti, the prices at the wineries are very similar, and lunch, being a technical lunch for the tasting, cannot be like a restaurant but includes the visit, food, and wine. All my best

Sienna and Chianti

Richard_P, Jul 2025

Marco was professional, knowledgeable and kind. The winery was beautiful, delicious wine & food! Thanks!

Response from Host, Jul 2025

So happy about it

Spectacular experience

marialisa_l, Nov 2024

Sienna was amazing Wish we had a little more time there But the wineries were great too In the heart of the Chianti region Driver was very knowledgeable having grown up in Sienna

Response from Host, Jan 2025

Wonderful time in Sienna, San Gimignano, and Chianti

Matthew_J, Jun 2023

We had an amazing time on the trip. Michele, our driver, knew the exact places to take us including a wonderful winery in Chianti to have lunch. He also spent a lot of time explaining about the cities and what we would see. We just wish we had more time to spend in each of the cities as it is quick when you have multiple stops in one day. Definitely need to go back and try to spend a day in each city if we can.

We took this tour about 2 weeks ago and...

marie5931, Sep 2018

We took this tour about 2 weeks ago and it was our favorite day of our whole trip to Italy. Our driver Alex was amazing, he gave us a lot of information about wine production in Chianti and brought us to small villages we would never have discovered on our own. His recommendation for lunch at a farmhouse was perfect for us, the food was great and we had a great time. He also picked out several villages for us to visit after lunch and they could not have been more perfectly picked out for us. All in all this was a perfect day we loved it!

This was the perfect trip. Alex our...

JenniferM_B, Sep 2017

This was the perfect trip. Alex our driver was amazing, we he was very informative of the area and picked out different wineries to visit and the town of Siena. He did not disappoint. Tenuta Casanova was the highlight of our day, amazing lunch wine and food! Great honeymoon experience!Thank u Alex!

Amazing experience from beginning to...

Diana B, Sep 2017

Amazing experience from beginning to end! Our driver was very knowledgeable. Originally, we thought that our driver would just get us there and back, but no, it was so much more. He pointed out places and provided historical information of places along the the way. From the beginning, the driver was on-time and asked us/gave suggestions of a good itinerary for the day. The van was very clean and comfortable. Overall, the driver was very pleasant to be around and was very flexible to our wants out of this trip.