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  • Gaiole

    Gaiole in Chianti
    Situated on the road ss408, from Siena to Montevarchi.
    Gaiole in Chianti owes its development to its position in the valley where an important market for the local populations was centered around the year 1000.
    Its name likely comes from "gaggiolo" used to indicate a large forest.
    After 1300 Gaiole became important not only as a market but as a tertiary city of the League of Chianti, Florence's administrative and political instrument.
    Gaiole was not only an important commercial centre, but it was also important to the clergy, this is evident by the many parish churches and abbeys.

  • Gaiole in Chianti Castles

    The Chianti is full of beautiful castles. Some of the castles can only be seen from the outside, others the gardens can be visited. 
    Take a morning to visit the castles around Gaiole in Chianti:

    Castello di Meleto
    Castello di Brolio
    Castello di Spaltena
    Castello di Montegrossi
    Badia a Coltibuono
    Castello di Tornano
    Castello di Cacchiano

    For more information about the Chianti castles look at this website: http://www.greve-in-chianti.com/castelli-del-chianti/castles-of-chianti_eng.htm#.Vd64F8vosRY

  • Wine tasting around Gaiole

    Wine tasting is an important part of any holiday in Tuscany and especially in the Chianti. Around Gaiole there are many estates where this can be done. Here are a few, with their websites for further information :

    Castello di Brolio - www.ricasoli.it
    Dievole - www.dievole.it/
    Cantalici - www.cantalici.it/
    Castello di Meleto - www.castellomeleto.it
    Casanuova di Ama - www.agrariacasanuovadiama.it/
    Castello di Ama - www.castellodiama.com/

  • L'Eroica - bicycle event

    Gaiole is famous for a vintage bicycle race which is held in October. The entire route is permanently marked for visitors to follow at any time of the year. In the town square there is a small shop which sells items from the Eroica and provides as small museum about it.
    Have a look at our information about the Eroica here www.to-tuscany.com/local-tuscany/sports-and-activities/leroica-vintage-bike-race/
    Our blog written by a participant of the event blog.to-tuscany.com/2014/10/leroica.html

  • Events and festivals

    Throughout the year there are several events and festivals occuring in the area of Gaiole.
    For a calendar of events visit:

    Municipality website: http://www.comune.gaiole.si.it/area-news/calendario-eventi (in Italian only)
    Website with events all over the Chianti: http://en.chianti.it/events.php

    Some of the most popular events are:

    Cantine aperte - http://www.movimentoturismovino.it
    L'Eroica - http://www.to-tuscany.com/local-tuscany/sports-and-activities/leroica-vintage-bike-race/

  • Hamlets to visit around Gaiole​


    San Donato in Perano
    San Donato in Perano is a small medieval hamlet which is built around the San Donato chapel. It's located a short distance away from Gaiole and is worth a visit.
    Make sure you stop at Castello di San Donato in Perano for a wine tasting  - www.castellosandonato.it

  • Badia Coltibuono

    The abbey of San Lorenzo is commonly called Badia Coltibuono. Formerly an abbey, it has been transformed into a villa. It is located within the municipality of Gaiole in Chianti, only a short drive away from the town.
    The property is now a wine estate with agriturism which does wine and olive oil tastings and cooking courses. On site there is a small shop selling local products.
    Web: www.coltibuono.com

  • Vertine

    Vertine is an enchanting, stone-built, village located on a hill a couple of kilometres from Gaiole. It has been well restored to keep all its original charm. In the village is a small characteristic enoteca 'wine bar', La Vineria, where you can get a bit to eat together with an excellent glass of wine.

  • Museums and Tourist office

    Tourist Information Office
    Located in the main square
    Open from:
    From the 1st of april until the 31st of October
    Every day: 10.00-13/ 15.00-18.00
    http://www.comune.gaiole.si.it/en/node/638

Experience an official tuscany tour with

Wine Tasting and Dinner at a Private Tuscan Villa from Florence

Escape the hustle and bustle of Florence and get a taste for the Tuscan countryside on this 3.5-hour wine tasting and dining experience at a 17th-century villa. Nestled within the Florentine hills, between endless vineyards and olive groves, this charming villa is the perfect setting for a rustic, romantic Tuscan evening. Discover the secret of winemaking on a tour of the grounds and sample four limited-edition types of wine in the cellar, before rounding off the evening with a 4-course feast of tantalizing local cuisine in the picturesque gardens.

from 114,65 US Dollar

Wine Tasting and Tour in an Organic Winery

Nestled 3mi (5 km) from the city center of Arezzo, you're just a 10 minute drive from this unique wine tasting opportunity. One of the 14 most beautiful wineries of Tuscany, thanks to its unique wine cellar in bio-architecture, and the 'Think Green' philosophy for a sustainable and environment-friendly production. The tour offers the chance to visit vineyards, wine cellar and taste 3 wines matched with Tuscan cold cuts and pecorino cheese. It is also possible to have lunch together with the wine tasting.

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Skip the Line Bargello Palace and Museum Private Guided Tour

Enjoy a 2.5 private tour of one of the most important museums of Renaissance sculpture in the world taken by the hand of a local expert who will make art and history come alive. The Bargello is a monumental medieval palace that collects masterpieces by Michelangelo, Donatello, Ghiberti, Cellini, Giambologna, Ammannati and many more famous artists.
You will hear fascinating stories, learn about the culture, society and facts of the XV century Florence, when the economy of the city was bigger than the one of whole England.

from 43,68 US Dollar

A Bite of Pistoia Small Group Tour with an Authentic Italian Brunch

Taste the real Tuscany on a food tour of oh-so-charming Pistoia. Wander the historic streets, explore the bustling daily market and delicatessen shops, then dig into a scrumptious brunch of true Tuscan flavours. La dolce vita indeed.

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