Siena and the Chianti – Between History and Vineyards

Itinerary

Siena - San Gimignano - Chianti

Continue your Tuscan adventure by exploring the enchanting city of Siena, renowned for its historical and architectural treasures. Siena’s Piazza del Campo is the heart of the city, a stunning medieval square known for its unique shell shape and the site of the famous Palio horse race. This historic event, held twice a year, is a vivid display of local tradition and pride. While in Siena, don’t miss the Cathedral of Siena (Duomo di Siena), an extraordinary example of Italian Gothic architecture. The cathedral’s intricate façade, stunning interior, and remarkable artworks, including works by Michelangelo and Donatello, make it a highlight of any visit. Afterward, meander through Siena’s narrow medieval streets, each turn revealing charming shops, local eateries, and historic buildings.

Next, journey to San Gimignano, often referred to as the ‘Manhattan of the Middle Ages’ due to its skyline of medieval towers. These towers, once symbols of wealth and power, create a distinctive silhouette against the Tuscan landscape. As you stroll through the cobbled streets of San Gimignano, take in the medieval charm of this well-preserved town. Be sure to visit the local gelaterias and indulge in the town’s renowned homemade ice cream, known for its rich flavors and creamy texture. The town’s historical and architectural heritage is complemented by its excellent local cuisine and artisan shops.

Finally, immerse yourself in the Chianti region, a world-famous area known for its vineyards and exceptional wines. Begin by following the Chiantigiana Wine Route, a scenic drive that takes you through rolling hills and picturesque vineyards. Stop at various cellars along the route to sample Chianti Classico, a distinguished red wine made primarily from Sangiovese grapes. Each winery offers unique tasting experiences and insights into the winemaking process. Don’t miss visits to charming villages such as Greve in Chianti and Castellina in Chianti. Greve is known for its bustling market square and vibrant atmosphere, while Castellina boasts beautiful views and a quaint medieval charm. Both villages provide a perfect setting to enjoy the local wine, cuisine, and the stunning Tuscan landscape.

This itinerary through Siena, San Gimignano, and the Chianti region offers a rich blend of history, culture, and gastronomy, capturing the essence of Tuscany’s renowned heritage and scenic beauty.

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  • 30 minutes basic consultation (Q&A), in which there will be useful consultants for those who already have their vacation booked.

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$ 250
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$1400 for vacation up to 21 days
  • Premium consultancy which will have 45 minutes of information gathering $90 followed by a second call to return you tailor-made itineraries. Itineraries will have three different costs based on the duration and complexity of the organization.