Italy&Wine Tour

Castle and Chianti wine tour

Combining exquisite wines with an unforgettable medieval setting - lunch - guided wine tasting.

Castle and Chianti wine tour from Florence
Guided Tour in English

Nestled next to the city of Florence, the old Chianti Rufina wine region was a highly contested area and is therefore saturated with gorgeous medieval castles and keeps. Over time, many of these castles have been converted into world-famous wineries. 

  • Small-Group tour, a maximum of 8 people.
  • Guided 7 hr excursion by our English speaking wine expert.
  • Discover two quality wineries in Chianti Rufina in a historical setting.
  • Learn by a professional Sommelier how to approach wine and olive oil.
  • 3-course lunch with Tuscan food fare.


Throughout this tour, you will experience the magic of the old Chianti region with its rolling hills and quaint villages. You will have the opportunity to visit medieval cellars, enjoy wonderful Tuscan cuisine, and learn everything you could ever hope to know about the wines and winemaking process.

Our guides will introduce you to the traditional wines of Chianti like Chianti Rufina Riserva while also giving you the chance to try IGT “Super Tuscans.” While we take you to some of the most famous wineries in the region, we also pride ourselves in giving you a flavor of the local culture. Therefore, one of the wineries we visit is on a much smaller scale and is often family owned. This enables you to connect with the proprietor on a much more personal level while he/she shows you the finer aspects of viticulture.

Lunch will take place in the quaint countryside and is the best chance for you to enjoy a 3-course fresh Tuscan meal.

Shared tour
7 Hours
from 9:30 a.m. to 5:00 p.m.
Including lunch and more
Chianti Rufina
Departure from Florence
  • Shared transportation in a comfortable air-conditioned minivan
  • Professional English-speaking guide
  • Guided visits of 2 wineries and their vineyards in the Chianti Rufina area
  • Introduction to wine tasting lesson
  • Chianti Rufina Riserva, Pinot Grigio and different Super Tuscan wine tastings
  • Extra virgin olive oil tasting
  • Multi-course, freshly-made Tuscan lunch with wine in a local restuarant
  • Max. 8 people per guide

not included
  • Hotel pick-up and drop-off
  • Tips and gratuities

All tours require a guarantee
If you have booked a Single (private or shared) day tour, cancellation terms are:
• Up to 30 days before: we will return the deposit minus administration fees
• 29 – 8 days: Deposit
• 7 – 4 days: 50% of tour cost
• 3 days or less to date of departure: 100% of tour cost.

Children on SHARED TOURS
- Recommended minimum age to participantes is 16 yrs.
- Infant and children are not allowed on shared tours. (infant age 1-3 yrs)
€ total
€ per PAX
This page describes an experience on a SHARED TOUR with other participants. If you are looking for a more intimate experience with your group of friends or family, I suggest you should book a private wine tour.
Please select our Castle and Chianti wine tour
€ 200
per person
shared tour
Tuesday, Thursday and Saturday, from March until December
CHECK AVAILABILITY from the calendar and click on your favorite date

Meeting Point in Florence at Piazza Cavalleggeri, in front of the Biblioteca Nazionale "National Library".
Vineyard in Chianti from Tenuta Villa BossiVilla Bossi in Chianti RufinaSangiovese grapeLunch at the restaurant La Casellina Chianti Rufina vineyard
Nikolai Yudin USA, 2023-10-24
Cory Overdorff USA, 2023-09-21
Cyrus Gavriel USA, 2023-08-10
Stephen Stricker USA, 2022-08-11
Alex Cleveland USA, 2022-04-11
Molly Dunn ITA, 2021-11-01
Daniel Swenson USA, 2020-06-17
Kimberley Schmidt CAN, 2019-07-28
Casey Baiocco USA, 2019-04-09
Cristina Carabetta USA, 2018-04-02
Madeline Deneen USA, 2018-03-29
Maggie Vocks USA, 2017-12-09
Allison Haack USA, 2017-11-23
Samantha Mantuano USA, 2017-10-29
Kevin Christenson USA, 2017-10-29
Frank Napolitano USA, 2017-10-16
Liz Stone USA, 2017-09-20
Joe Walls USA, 2017-09-17
map Castle and Chianti wine tour

San Gimignano Wine Tour

San Gimignano Wine Tour  - shared Wine Tour
Wine-day tour shared
Blending the bold red of Chianti with the crisp white of San Gimignano - lunch with saffron menu.
  • From 9:30 a.m. to 5:30 p.m.
  • San Gimignano
  • Monday, Wednesday, Friday and Saturday, All year round
Check Availability pax
€ 200

Chianti & Super Tuscan 3 Wineries

Chianti & Super Tuscan 3 Wineries - shared Wine Tour
Wine-day tour shared
Experience the magic of Chianti Classico, visit 3 wineries - lunch at the winery - guided wine tasting.
  • from 9:30 a.m. to 5:00 p.m.
  • Chianti Classico
  • Monday, Tuesday, Wednesday, Thursday and Friday, All year round
Check Availability pax
€ 200

Truffle Hunting & Wine Tasting

Truffle Hunting & Wine Tasting - shared Wine Tour
Wine-day tour shared
Enjoy the charming Tuscan countryside and the haunting beauty of the Tuscan forests.
  • from 10:00 a.m. to 5:00 p.m.
  • San Miniato
  • Monday, Tuesday, Wednesday, Thursday, Friday and Saturday, All year round
Check Availability pax
€ 220
Fully licensed and insured Italy-based travel agency managed by Italy and Tour di Vittorio Del Bono Venezze. - Corso dei Tintori 13 - 50122 Florence P.IVA. 05964180482
Copyright © 2002-2008 All rights reserved.
Credits: WWS Snc Web Agency
Check others tours
Go to checkout
Choose dates and persons