Beautiful view of San Gimignano
Front view of the Duomo in Siena
beautiful picture of an old street in San Gimignano
Beautiful view of Tuscany countryside
Unforgettable Road Trip

Siena and San Gimignano from Florence with Lunch in Chianti

(137 Reviews)

  • Experience the treasures of Tuscany with our expert, English-speaking tour leader. Their knowledge and passion will elevate your experience, providing insightful commentary as you journey through Siena's historic streets and savor the finest wines in the Chianti region.
  • Venture into the heart of the Chianti region with a visit to an Organic Winery. Indulge in a wine cellar exploration, welcomed with a glass of sparkling wine. Enjoy a delightful lunch, perfectly paired with four exquisite wines, creating a true celebration of the region's culinary prowess.
  • Relax in style aboard our private air-conditioned bus. Enjoy the scenic landscapes of Tuscany with the assurance of a comfortable and private transport. With the freedom to explore Siena and San Gimignano at your own pace, this tour seamlessly blends expert guidance with personalized experiences.

Tour Description

What's Included

  • Expert Walking Tour of Siena
  • Wine Cellar Exploration
  • Tasting of 4 different wines
  • Lunch at an Organic Winery in Chianti
  • Free time to explore the village of San Gimignano
  • Free time to explore the town of Siena – a UNESCO world heritage site
  • Comfortable, round-trip transportation aboard an air-conditioned coach
  • English-speaking Guide
  • Gratuities

Sites Visited

  • Siena
  • San Gimignano
  • Il Ciliegio Restaurant (Organic Winery)

Embark on a day of enchantment with our Siena and San Gimignano Day Trip from Florence with Lunch in the Chianti Region – day trip, a seamless blend of rich history, breathtaking landscapes, and culinary delights. Your journey begins as you depart from the heart of Florence aboard a private, air-conditioned bus, ensuring a comfortable and scenic ride through the picturesque Tuscan countryside. Upon reaching Siena, our expert, English-speaking tour leader will guide you through a 1-hour walking tour, unlocking the secrets of this medieval city. Wander through its enchanting streets, steeped in history, before enjoying an hour of free time to soak in the local atmosphere at your own pace.

Culinary Oasis in Chianti

Venture to a illustrious Organic Winery, nestled in the Chianti area, where your journey turns into a culinary delight. Explore the wine cellars, greeted with a welcoming glass of sparkling wine. Indulge in a delectable lunch paired with four exquisite wines, a true celebration of the region's culinary treasures.

Explore the Medieval Town of San Gimignano

The afternoon then takes you to San Gimignano, a medieval gem famed for its iconic towers. With free time to explore, immerse yourself in the town's medieval charm, stroll through its narrow streets, and savor its unique atmosphere. Your return to Florence marks the end of an unforgettable day. Throughout the journey, our comfortable bus ensures a comfortable retreat between each enchanting destination. With an expert tour leader by your side, personalized insights and memorable experiences are seamlessly woven into every step of this Tuscan adventure.  Embrace the allure of Siena and San Gimignano with City Wonders, where we make sure history, wine, and culture converge for an unforgettable day in the heart of Tuscany.

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  • Book with Confidence: Free cancellations up to 24 hours before the experience begins (local time).
  • Multilingual Customer Service: Talk to us, we are here to help.
  • No Hidden Costs: All taxes and fees included.

* Book Before July 27th and Travel Before September 1st.

Get to Know City Wonders

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A City Wonders tour is the product of meticulous research, detailed planning, and a passion for providing customers with travel experiences they will cherish forever.

With City Wonders it's not just facts, our passionate guides tell you the stories that bring the sights to life.

  • All of our guides are experts in their field
  • We only hire fluent English-speakers so nothing is ever lost in translation
  • We focus on the little details and anecdotes that make City Wonders so special

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