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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

Balloon Tour Experience with Winery Visit

If you want to have a very unique experience, don't miss out the chance to get on board of a balloon and enjoying the wonderful Tuscany's countryside from one completely different perspective!
Then you will visit a very famous winery in the Brunello area and do some shopping in a very typical Italian village. Stunning sightseeing along the way guaranteed.

from 821,53 US Dollar

Hills of Florence Walking Tour with Tuscan Lunch

The tour consists in a 8-9km walk through the Tuscan hills around Florence, medium difficulty, your guide will walk slowly as the purpose of the tour is to enjoy the views and experience the peaceful sensations that only the Tuscan countryside can give you.
You will be back to Florence for lunch time to enjoy a typical Tuscan lunch freshly made by a local chef: dishes cooked with local produces, most of them organic, such as vegetables and extra virgin olive oil. Vegetarian dishes and gluten free are also available on request.

from 84,44 US Dollar

Horse Riding in Tuscany for Experienced Riders: Full-day Trail Ride

Discover the beauties of Tuscany on horseback! Riding in this wild part of Maremma Toscana, you will cross native woods and small rivers, pass Medieval villages, canter along blooming meadows and have great views. Our horses are very reliable and sure-footed and you will have lots of fun. Horseback riders with intermediate or advanced experience can participate in these full-day trail riding trips. The ride is about four to five hours in the saddle with a picnic lunch break at lunch time. The main path is walk, but there are several possibilities for trott and canter.

from 127,79 US Dollar

Shore Excursion: Private Chianti Classico Tour with Lunch from Livorno

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous land that for centuries has produced the Chianti Classico. You will also discover how to make the cheese and taste a lot of local products. A Special day dedicated to Tuscan Life.



from 627,56 US Dollar
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