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What to do in Chianti

From just driving through the area's roads to admire the view of the vineyards on the hills and magnificent panoramas to stopping to visit wine cellars and tasting great Chianti wines, the Chianti offers this and more.

Hilltop villages, many with their medieval-era buildings and churches still standing, offer an enchanting backdrop to your vacation in Chianti. We hope you'll find our recommendations on what to do in Chianti useful in planning your holiday in one of the most beautiful areas in Tuscany.

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Fun events, fairs and food festivals in Chianti

Go beyond the vineyards and olive groves of Chianti and enjoy the many activities and events that are planned throughout the year. Food festivals, specialty markets, sporting events and more are the perfect touch to your holiday itinerary.

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The Chianti Sculpture Park

If you love spending some time outdoors and contemporary art, we recommend a visit to this small, beautiful park set in a woods in the midst of vineyards in Chianti.

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Wine Tasting in Chianti

Chianti is not just a beautiful and famous region of Tuscany, but also a great wine. Wine tasting is a must during your trip in Chianti. Many are the wines produced in Chianti, each one with its own taste and flavor: Classico, Chianti Rufina, Chianti Colli Fiorentini and many others to taste and savor. Here are our recommendations on where to go!

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Exploring Chianti and its Main Villages

What to see and do in Chianti? Here's an overview on the main villages that dot the region and what to see in each to better plan your journey through the wine region.

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6 Kid Friendly Things to do in Chianti

You might think that Chianti is only about wine...but you would only be scratching the surface. Here are 8 fun family-oriented activities in Chianti that don’t involve wine- unless you want them to!

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Poggibonsi; Chianti & Castles

Truly nestled in a marvelous landscape between Florence and Siena, the town of Poggibonsi is an interesting mix of things to see, do and taste. Base yourself here & cut back travel time to all of your favorite must sees in Tuscany

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Churches to Discover in Chianti

The history, art and traditions are as evident in the many churches that dot the landscape in Chianti as there are in the picturesque hamlets and towns. Add one or two of these stops to your itinerary to experience the best of Chianti.

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Chianti Classico Wine

Chianti Classico, Chianti Classico wine, symbolized by the famous Black Rooster, is the most genuine and oldest part of Chianti. Since Etruscan time here is produced on of the best and most known wines in the world.

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Museums in Chianti: Art, Sculpture, History & Culture

Classical & contemporary art, archaeological exhibitions and objects of historical interest illuminate the “way it was” on the farm and in the fields of Chianti, as well as the religious and artistic heritage of rural life.

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Shopping at The Outdoor Markets in Chianti

Stroll the picturesque streets of the many Chianti hamlets and enjoy the open air markets to find fresh foods, specialty ingredients, local artisans, handmade homewares and so much more. Here’s a list of the weekly markets with hours so you can head to the closest market to your holiday home.

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May Wine Events: A Toast to Wine

The month of May pays its tribute to Tuscan tradition with two events that recount the essence of this region, both focused on one of its most representative elements: wine. Get ready to enjoy a glass or two of wine with us!

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Where and What to Shop for in Chianti

When visiting Chianti, wine isn’t the only thing that you can bring home. Famous for its delicious olive oil, cheeses and handmade salumi Chianti also offers a wide selection of artistic gift items including a long tradition of terracotta, ceramics, clothing and linens.

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Fun and Magic of the Vendemmia

Plan your vacation in Chianti so that you can take part in the fun and magical moment of the grape harvest!  If you find yourself in the countryside in mid to late September in one of the many agritourims or B&B in Tuscany, then ask if the can use your help.

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