The Best of Florence & Chianti
Art, Food & Wine Tour


This 8-night, 9-day Accompanied Food and Wine Tour of Florence & Chianti encompasses a magnificent journey in and around Chianti in the heart of Tuscany.

Chianti Food and Wine Tour from Florence


  • Charming historical accommodations in Florence & Chianti

  • Full time bi-lingual host for the duration of the tour

  • Small group (maximuim 14 people) accompanied tour with licensed guides & full-time host

  • Most meals in carefully selected trattorias and winery restaurants

  • All land transportation in private coach

  • Privately guided city tours in Florence, Siena, San Gimignano and Pienza

  • Guided visit & entrance tickets to the Accademica Gallery (museum) in Florence and the Duomo in Siena

  • Guided country tour to the breathtaking Val d'Orcia and the Brunello di Montalcino wine region

  • Visit to cheese farm with tasting

  • A wonderful olive oil tasting at a working mill (during olive harvest only)

  • Six (6) winery tours with tastings in wineries throughout Chianti and the Montalcino regions

  • Olive oil and balsamic tastings in wineries

  • Wonderful cooking class in the heart of Chianti

  • Shopping and relax time included


8 nights in charming 3 & 4-star historical hotels & wineries/country resorts in Florence and Chianti. Room configurations are double/queen beds. Twin beds may not be available at all locations.  Single/solo travelers in their own rooms will incur a surcharge of US$650 for the next Oct. 2020 tour and US$670 for 2021 Tours. Please note that because of the historical architecture of the properties we partner with, rooms are unique and will likely vary in size. In many instances, it is possible to up-grade standard rooms to deluxe or suites on our tours. Please inquire when booking for supplemental prices for such upgrades.


All breakfasts and most lunches and dinners included. Two meals are included daily and there will be additional meals as per itinerary.  We hand-pick all restaurants, osterias and trattorias on our tours so as to give guests the best experience possible.  Regional wines included at all dinners.


Tour begins on day 1 at the hotel in Florence.  All transportation is supplied as per tour specific itinerary including a complimentary transfer at tour end from Chianti residence to the Florence airport and central train stations (SMN). 

Guided Tours

There are three private guided city tours - Florence, Siena & San Gimignano in addition to the country tour of the Val d'Orcia to a 13th century castle to taste wonderful wines near Montalcino and Pienza. Included are entrance tickets to the Accademia Gallery in Florence and the Cathedral in Siena.


You will spend the afternoon in a charming hamlet setting farmhouse situated in the heart of Chianti for a wonderful hands-on cooking class. A course meal you will prepare with the guidance of your exuberant teacher, Elena.  You will dine family style and enjoy your four course meal... everything you prepared in class!  Menu's vary according to the season and generally include a pasta, an anti-pasto, a main dish and dessert.  Local wines are served with dinner.

Winery Tours/Tastings

There is a minimum of 6 winery visits with tastings on this tour.  All wineries are located in Tuscany.  We have wonderful relations with various size wineries, all produce fantastic wines in the Chianti & Montalcino regions. During wine tours & tastings you will be presented between 3 and 5 different wines.

Group Tour Size

A maximum of 14 guests 

Days 1 & 2

The Chianti food and wine tour begins with 2 days in Florence, the birthplace of the Renaissance and home to so many infamous artists and scholars such as Galileo Galilei, Dante Alighieri, Donatello and Michelangelo. You'll spend 2 nights in a charming "old world" hotel Loggiato dei Serviti, originally a convent from the 15th century and is filled with beautiful vaulted ceilings, frescoed walls and decorated with epic furnishings from the 19th century. Located in Piazza SS. Annunziata, less than a 5-minute walk to the Duomo, you will be just steps away from museums, shops and cafes in the city center.


Your first day in Florence includes a welcome aperitivo (cocktail) in Piazza della Repubblica followed by a relaxing dinner at a wonderful restaurant that is owned by the Ferragamo family located along the Arno River. On your 1st full day will be given a wonderful city tour led by your private guide (Veronica) who knows Florence like she knows the back of her hand. You will be walking the same streets where European royalty, world leaders and Renaissance artists walked and lived. Your tour will focus on Michelangelo and begins with a visit to the Academia Museum and will continue on towards Santa Croce along the winding cobblestone streets towards the Ponte Vecchio, along the Arno to Santa Trinita', Piazza della Signoria and will end at the central market or the "mercato centrale", San Lorenzo followed by lunch. As are all our tours and vacations, we aim for a balance of scheduled activities and free time to explore and to shop so this afternoon is yours.

Days 3 - 7

You will be transferred on day 3 for four nights to your Chianti residence, the Badia a Coltibuono located near Gaiole in Chianti. The Badia (abbey) was built over 1000 years ago as a monastery and is situated atop the "Monti del Chianti" on 800 hectares of forest, beechwood, chestnuts, olive trees and vineyards. Upon arrival, you will have time to settle in and freshen up and later in the afternoon you will meet for a tour of the property, gardens, and the ancient cellars followed by a "wine class" 101 -  Tuscan Wines led by your sommelier Victor Duque held in the historical "refettorio" or refectory of the abbey. You will be tasting a selection of the abbey's wines and followed by a magnificent group dinner in the abbey's restaurant. Your daily breakfasts are as special as is every other detail on the property, a buffet of fresh breads, cakes, cereals, quiche and fruit. You will be taking part in a hands-on cooking class that takes place in a hamlet farm-house setting not far from the abbey. You will spend a late afternoon with Elena in her kitchen preparing a typically Tuscan farm-to-table meal then, of course, you get to enjoy it!

During the course of this tour, you will visit  a minumum of 5 wineries, some large and others small and family managed but all have their unique history with exceptional wines.  You'll visit the medieval hill-top towns of Siena (followed by lunch at the neighboring winery "Il Poggio Alloro") led by private guide in addition to the Saturday market in Greve-in-Chianti.  This food & wine tour wouldn't be complete without an excursion to the Val d'Orcia and the Crete Senesi (the regions south of Siena), a UNESCO World Heritage Site.  You will be visiting a cheese producer where you will be shown how the Tuscan Pecorino cheeses are made and naturally a light lunch will be included.  You will visit the town of Pienza with  all its amazing views. You will have time to visit the city, shop and stop for a gelato before we continue our journey to Santa Giulia Winery in the Montalcino region. This winery has been owned and managed for 3 generations by our friend Gianluca and his family.  You will be tasting their Brunello di Montalcino and you will also enjoy a special family style dinner  prepared especially for our group. What a better way to experience Tuscany!

Days 8 & 9

The last 2 nights of the tour you will be transferred to the Castello di Gabbiano, a 4-star deluxe winery located in northern Chianti. There will be a tour of the estate and the cellars followed by tasting.  This winery has been recently completely renovated and its gardens, pool area and surrounding vineyards are truly breathtaking. The group will be taken to a near by winery for lunch and to taste more wine as well as a guided visit to San Gimignano.  You will have time to relax on the estate and take advantage of the beauty that Gabbiano has to offer. The farewell dinner will take place at "Il Caviliere", the magnificent restaurant on the estate.

Request a Detailed Itinerary


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