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Tuscany Grand Tour from Florence: Pisa, Chianti and Siena

Tuscany Grand Tour from Florence: Pisa, Chianti and Siena

5.0(5 reviews)
11 hour(s)
english
Florence, Italy

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Explore Pisa and capture the beauty of the Leaning Tower and Piazza dei Miracoli

Enjoy a wine tour and tasting in the heart of the Chianti Classico region

Savor a traditional Tuscan lunch with local products and fine wines

Discover Siena’s medieval charm and iconic landmarks

Visit Monteriggioni Castle for a perfect panoramic photo stop

Tuscany Pisa Chianti Siena Tour


A full day journey from Florence offers travelers a rich introduction to the timeless beauty of Tuscany. The experience begins with a scenic drive through rolling hills and picturesque countryside landscapes that define the region. This relaxed start sets the tone for a day filled with cultural discovery, historic landmarks, and authentic local experiences.


The first major stop is the historic city of Pisa, known worldwide for its remarkable architectural heritage. Visitors explore the stunning Piazza dei Miracoli, where the Cathedral and Baptistery stand as masterpieces of medieval design. The highlight remains the iconic Leaning Tower, a symbol of engineering wonder that continues to attract visitors from across the globe and offers unforgettable photo opportunities.


The journey then continues into the Chianti Classico region, a landscape shaped by vineyards and olive groves. At a traditional estate, guests are welcomed by local wine producers who share insights into Tuscan winemaking traditions. A guided tasting session is paired with a rustic lunch featuring regional recipes, offering an authentic taste of Tuscany’s culinary heritage.


The final leg of the tour leads to Siena, a city rich in medieval charm and cultural history. Visitors walk through narrow streets and admire landmarks such as the Cathedral and Piazza del Campo, known for its unique shell shape and historical significance. Before returning to Florence, a stop at Monteriggioni Castle provides a scenic conclusion to a day filled with landscapes, flavors, and unforgettable Tuscan experiences.

What's Included
  • Professional local guide
  • Comfortable transportation from and to Florence
  • Wine tasting and estate visit
  • Traditional Tuscan lunch
  • Guided tour in Siena
What's Not Included
  • Personal expenses
  • Hotel pickup and drop-off
  • Gratuities
Price start from

$ 389.17

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Activity Provider: Keys of Italy

Customer Reviews

5.0
Excellent
Based on 5 reviews
J
Jennifer B.Google
October 12, 2025

Filippo was our tour guide through 3 amazing boutique wineries. Incredibly knowledgeable and gracious, he made the tour a genuine and delightful experience. At each winery not only did we taste delicious wine and food, but it felt like we were visiting the homes of friends. The winery owners were all passionate about their wines and took great care with every step of the process. Wonderful authentic, intimate experience I would recommend highly. Just a magical day!

N
Nathan F.Google
October 05, 2025

Angie did a wonderful job showing us the Chianti region while keeping the tour fun and entertaining. The 3 wineries visited all were unique and great in their own way. We had personal tours from the owners of 2 of the wineries which was very cool to learn their stories. The small group setting (8 people or less) was perfect size and being picked up from downtown Florence made the whole experience super easy. 10/10 would recommend!

H
Hannah H.Google
October 04, 2025

I cannot say enough amazing things about this tour! Each winery had its own unique history and story behind each of the wines we tasted, the lunch La Pia was delightful, and the views were gorgeous. An absolute must have if you're looking for a unique intimate Tuscan experience beyond the hustle and bustle of Florence. The highlight of the tour was our guide, Filippo. He was such a genuine and kind person who took so much care in giving us the best quality experience. His knowledge of the wine and region was exceptional and gave us such a greater understanding and appreciation for the wine and for Tuscany.

Explore More Tuscany Grand Tour from Florence: Pisa, Chianti and Siena
Day In a City

Explore More Tuscany Grand Tour from Florence: Pisa, Chianti and Siena

Discover the wonders of Florence, Italy with this unforgettable experience. The journey then leads you to the medieval charm of Siena, where narrow streets, stunning cathedrals, and the famous Piazza del Campo tell tales of history and culture. Before returning to Florence, you will pause at the enchanting Monteriggioni Castle, a perfect finale to a day filled with discovery, flavors, and breathtaking views that truly embody the spirit of Tuscany. Highlights of your tour include: Explore Pisa and capture the beauty of the Leaning Tower and Piazza dei MiracoliEnjoy a wine tour and tasting in the heart of the Chianti Classico regionSavor a traditional Tuscan lunch with local products and fine winesDiscover Siena’s medieval charm and iconic landmarksVisit Monteriggioni Castle f. Begin your journey from Florence with a delightful drive through the rolling hills and scenic landscapes of the Tuscan countryside. The day unfolds with a visit to the historic city of Pisa, a treasure of Italian heritage. Stroll through the enchanting Piazza dei Miracoli, where the majestic Duomo a. This tour includes: Professional local guideComfortable transportation from and to FlorenceWine tasting and estate visitTraditional Tuscan lunchGuided tour in Siena. Begin your journey from Florence with a delightful drive through the rolling hills and scenic landscapes of the Tuscan countryside. The day unfolds with a visit to the historic city of Pisa, a treasure of Italian heritage. Stroll through the enchanting Piazza dei Miracoli, where the majestic Duomo and the beautifully designed Battistero stand as timeless symbols of artistry and devotion. Capture t. Duration...