PRIVATE TRANSFER from Florence to Siena with stops in San Gimignano & Monteriggioni

(or Viceversa)

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  • 4/6 Hours
  • Easy
  • Private

Overview

Private Transfer from Florence to Siena with Stops in San Gimignano and Monteriggioni

Take advantage of this unique transfer service to explore the enchanting Chianti region while traveling from Florence to Siena. Immerse yourself in Tuscany’s timeless beauty, visiting medieval towns, historic landmarks, and picturesque vineyards along the ancient Via Francigena—a historic route once walked by Charlemagne, pilgrims to Rome, and Crusaders heading to Jerusalem.

What to Expect:

1. San Gimignano: The City of Towers 🏰✨

Begin your journey with a visit to San Gimignano, a UNESCO World Heritage Site renowned for its breathtaking skyline of medieval towers. Often referred to as the “Manhattan of the Middle Ages,” this charming town is steeped in history and offers:

  • Picturesque Streets: Stroll through narrow cobblestone streets lined with artisan shops, wine bars, and gelaterias.
  • Medieval Towers: Admire the stunning Torre Grossa, the tallest tower in town, and soak in panoramic views of the surrounding Tuscan countryside.
  • Award-Winning Gelato: Don’t miss a visit to Gelateria Dondoli in Piazza della Cisterna, famous for its delectable gelato flavors.

2. Monteriggioni: A Medieval Fortress 🏛️🛡️

Next, visit the Castle of Monteriggioni, an impressive medieval fortress built by the Republic of Siena in the 13th century to protect its territory along the Via Francigena. This perfectly preserved castle offers:

  • Historic Walls: Walk along the circular walls and enjoy panoramic views of the surrounding hills.
  • Charming Village: Explore the quaint village inside the fortress, with its stone-paved streets and artisan shops.
  • Historical Significance: Learn about Monteriggioni’s role as a strategic outpost and its fascinating history in medieval warfare.

Optional: Traditional Tuscan Lunch & Wine Tasting 🍷🍝

Enhance your experience with a traditional Tuscan lunch at a local farm or winery. Savor homemade dishes prepared with fresh, local ingredients, paired with a wine tasting that showcases the best of Chianti’s celebrated vineyards. Your driver can arrange this unforgettable dining experience, allowing you to fully immerse yourself in Tuscany’s culinary traditions.

Arrival in Siena 🌟🏛️

After your tour through Tuscany’s iconic landmarks and landscapes, your journey concludes in Siena. You can choose your drop-off location, whether it’s your hotel, B&B, or private apartment, ensuring a seamless and personalized experience.

This private transfer offers more than just transportation—it’s an unforgettable journey through Tuscany’s history, culture, and cuisine. From the majestic towers of San Gimignano to the fortified charm of Monteriggioni, every moment is designed to leave you with lasting memories of this extraordinary region.

What's Included

  • Local expert driver
  • Air-conditioned vehicle
  • Bottled water
  • On request 3 Course Lunch and Wine tasting
  • Private Transfer

Please Note

  • Traveler pickup is guaranteed
  • Our english speaking Driver-escort will pick you up at your location
  • Welcome sign always PEK TUSCANY IN LIMO + your name.
  • Transfer aboard our 8 Seats Mercedes Minivan or similar Minivan

What To Expect: Itinerary

Stop At: San Gimignano🏛️🌅

Our driver will pick you up at your location (hotel, B&B or private apartment) and take you on a journey through the rolling hills of Tuscany. 

First stop in San Gimignano.

San Gimignano, the enchanting “Town of Fine Towers.” Set atop a hill overlooking Tuscany’s rolling vineyards, this medieval gem is a living open-air museum.

Wander its picturesque cobblestone streets, where over 70 towers once stood, symbolizing the wealth and power of the town’s noble families. Today, 14 towers remain, creating a skyline unlike any other in Tuscany. Explore charming alleyways lined with artisan shops, offering handcrafted ceramics, leather goods, and local delicacies.

San Gimignano is also a gastronomic treasure, renowned for its Vernaccia di San Gimignano wine, golden saffron, and the famed Golden Ham. Don’t miss a visit to the main square to indulge in the world’s best gelato at Gelateria Dondoli, a treat as iconic as the town itself.

For a dose of adventure, climb the Torre Grossa, the tallest tower in town, and enjoy breathtaking views of the surrounding Tuscan countryside—a moment you’ll never forget..

Duration: 1 hour

Optional Lunch Stop at a Winery or Farm 🍇 🍝🍷

For lunch, we’ll take you to the charming Podere La Marronaia – Le Colonne Biodynamic Winery & Farm, a family-run Tuscan gem where authenticity and nature come together for an unforgettable experience.

You’ll relax in a beautiful garden or in the cozy, private tasting rooms while soaking in breathtaking views of the famous medieval towers of San Gimignano—a panorama that feels straight out of a postcard.

This biodynamic winery is renowned for its commitment to natural farming and the production of exceptional, authentic Tuscan products.

A Perfect Italian Experience:🍇 🍝🍷🌿

  • 3-Course Lunch featuring homemade pasta, traditional bruschettas, premium cold cuts, Pecorino cheese, prosciutto, salami, and more.
  • Wine Tasting: Savor a variety of top-quality Tuscan wines, including Chianti, Chianti Riserva, Sangiovese, Vernaccia, and the exquisite Super Tuscan.
  • Olive Oil Tasting: Taste their finest Extra Virgin Olive Oil, along with unique variations such as Pepper Olive Oil and Truffle Olive Oil.
  • Balsamic Vinegar Tasting: Discover the rich, velvety flavors of authentic balsamic vinegar.

This is more than just lunch—it’s a journey into the heart of Tuscany, where you’ll learn the perfect pairings of wine and food while surrounded by one of Italy’s most spectacular landscapes. Unwind, taste, and savor every moment! 🌿🍷

Duration: 2 hours

Stop At: Monteriggioni Castle🏛️🌅

Last stop at Monteriggioni:

Step back in time as you visit Monteriggioni, a stunning medieval castle founded by the Sienese between 1213 and 1219 as a strategic outpost against the Florentines. Once famed as an impregnable fortress, this enchanting village is surrounded by towering walls and watchtowers, offering a glimpse into Tuscany’s turbulent past. Inside the castle, explore the fascinating Museum of Medieval Weapons, where you can discover ancient arms and armor. You can also take a stroll along the historic defensive walls, enjoying breathtaking views of the Tuscan countryside.

After your visit, we’ll drive you to your destination in Siena, concluding your unforgettable journey.

Duration: 30 Min.

Additional Info

  • Confirmation will be received at time of booking
  • Wheelchair accessible
  • Stroller accessible
  • Infant seats available
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate

Please Note:

Inform us about any food allergies or intollerances you might have in advance during your booking procedure.

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