5 (21)
Florence
Tuscany Tour: Siena, San Gimignano & Winery Lunch
600
Overview
The Private Tuscany Tour whisks people away from Florence to the beautiful countryside, where they'll visit Siena and San Gimignano. On the way to San Gimignano, people can look at vineyards and rolling hills while learning about the town's interesting past.
Once people get there, a guide shows them to the main gate so they can explore the pretty streets and squares. People can check out local stores, taste tasty gelato, or walk around the town's famous medieval towers. After that, people visit a family-owned wine place. They'll enjoy a yummy local lunch with lots of wine, all while taking in the views of the countryside.
After lunch, people will go on a guided walk through the medieval city of Siena. People will see the world’s oldest bank, the Piazza del Campo where the Palio horse race has been for 600 years, and the Duomo, which is full of art. After the tour, people can walk around Siena, shop, or relax at a cafe. The tour includes a winery visit and tasting (18+ only), a big lunch with vegetarian and gluten-free options, an English-speaking guide, a Siena walking tour with Duomo entry, an air-conditioned vehicle, and a visit to a Siena Contrade church and museum. 
Highlights
Explore Medieval San Gimignano: Roam freely through the picturesque streets and squares of this UNESCO World Heritage Site.
Indulge in Tuscan Wine and Cuisine: Savor a traditional farmhouse lunch with wine tasting at a family-run organic winery.
Discover Siena's Historical Treasures: Join a guided walking tour of Siena, including the Piazza del Campo and Duomo.
Enjoy a Private, Comfortable Experience: Travel in an air-conditioned vehicle with a professional English-speaking guide throughout the day.
Sentiment Analysis
Customers generally loved the tour for its beautiful scenery, delicious food and wine, and knowledgeable guides. A few people thought there was not enough free time and the tour could have had more detailed information.
Customers loved the beautiful views of Tuscany.
They enjoyed the wine tasting and lunch at the winery.
The tour guides were knowledgeable and friendly.
Many appreciated the small group size.
Some found the free time in San Gimignano too short.
A few wished for more detailed information at certain stops.
The Journey
Tuscan Countryside
The journey from Florence to Siena unveils the picturesque Tuscan countryside, a landscape dotted with rolling hills, vineyards, and olive groves. This scenic drive, taking approximately 1 hour and 15 minutes, offers a captivating introduction to the region's natural beauty, setting the stage for an immersive cultural experience. Listen to your guide to learn interesting facts about Tuscany's culture and history.
Siena
Siena, a UNESCO World Heritage site, is a medieval gem renowned for its stunning architecture and rich history. Join a guided walking tour led by a local expert to discover the city's highlights, including its magnificent Cathedral, a treasure trove of art. Afterwards, immerse yourself in the city's atmosphere, explore its charming streets, indulge in local delicacies, and soak in the ambiance of this captivating hilltop town.
Monte dei Paschi di Siena
Monte dei Paschi di Siena, the world's oldest surviving bank, stands as a testament to Siena's historical wealth and influence. Founded in 1472, it played a crucial role in financing pilgrims along the Via Francigena, the main pilgrimage route between Rome and Northern Europe. Learn how the bank's legacy continues to shape Siena's identity and economy.
Siena's Contrade
Delve into the unique social fabric of Siena by exploring its 17 'contrade,' historic districts that define the city's identity. Each contrada boasts its own symbol, church, museum, and deep-seated rivalries. Discover the vibrant traditions and sense of belonging that permeate these self-contained communities, particularly evident during the exhilarating Palio horse race.
Piazza del Campo
Piazza del Campo, Siena's central square, is a breathtaking space shaped like a seashell and steeped in history. This vibrant gathering place comes alive during the Palio horse race, a 600-year-old tradition where the contrade compete for glory. Immerse yourself in the electrifying atmosphere of the Palio, imagining the thrill of this iconic event.
Duomo of Siena
The Duomo of Siena, a masterpiece of Gothic architecture, is a must-see landmark. Prepare to be awestruck by its opulent interior, particularly the floor adorned with intricate marble mosaics created by renowned Italian artists. Marvel at the artistic grandeur and spiritual significance of this iconic cathedral.
Fattoria Poggio Alloro
Escape to Fattoria Poggio Alloro, an organic family-run wine estate, for a delightful Tuscan experience. Enjoy a guided tour of the farm, indulge in a wine tasting lesson, and savor a traditional Tuscan lunch featuring homemade pasta, cured meats, local cheeses, and biscotti. Bask in the breathtaking views of the surrounding countryside and connect with fellow travelers over a shared love for food and wine.
San Gimignano
San Gimignano, a UNESCO World Heritage site, is a captivating medieval town famed for its towering skyline. Wander through its picturesque streets and squares, admiring the 14 remaining towers that once numbered 72. Let your guide equip you with a map to explore at your own pace.
Via San Giovanni & Piazza della Cisterna
Begin your exploration of San Gimignano at Via San Giovanni, the main boulevard leading to Piazza della Cisterna. This historic square, once the site of festivals and tournaments, now houses Gelateria Dondoli, an award-winning gelateria that serves up the best gelato in the world.
Piazza del Duomo & Collegiata
Continue to Piazza del Duomo, home to the Collegiata, a small but stunning cathedral adorned with vibrant 14th-century frescoes. For panoramic views of San Gimignano, climb the Torre Grossa, a medieval tower offering a bird's-eye perspective of the town and its surroundings.
La Rocca
Discover a serene escape at La Rocca, a peaceful garden offering breathtaking views of San Gimignano's towers. Explore the remnants of the 14th-century Medici fortress, and climb to the top of the garden walls for an unforgettable vista of the town's iconic skyline.
Florence
Conclude your Tuscan adventure with a comfortable journey back to Florence, filled with cherished memories, stunning photographs, and a taste of authentic Tuscan culture. Reflect on the beauty, history, and flavors experienced throughout the day as you return to the city.
Know Before You Go
This private tour includes a winery tour and wine tasting (for those 18+), a hearty farmhouse lunch with veggie and gluten-free options, a professional English-speaking guide for the entire day, a guided walking tour of Siena with entrance to the cathedral, travel in an air-conditioned vehicle, and a visit to the church and museum of a Contrade in Siena, plus free time in San Gimignano. Gratuities are not included. Pickup and drop-off are in Florence.
Hot Tip
Many people recommend wearing comfortable shoes for walking on the cobblestone streets of San Gimignano and Siena. Also, consider bringing a water bottle to stay hydrated, especially during the summer months.
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