Exploring the enchanting towns of Siena, San Gimignano, and the Chianti region from Florence promises an unforgettable journey. Visitors will marvel at Siena’s Gothic architecture, wander through San Gimignano’s medieval streets, and savor exquisite Chianti wines while admiring the rolling Tuscan countryside. This day-long adventure offers a chance to take in the rich history and captivating beauty that make this region of Italy so alluring. What awaits those who embark on this exploration is an experience that may just leave them longing for more.

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Key Points

Enjoy a guided tour of the historic city of Siena, featuring its stunning medieval architecture and the iconic Piazza del Campo.
Admire the breathtaking panoramic views of Siena and the surrounding Tuscan countryside from the top of the Torre del Mangia.
Explore the well-preserved Gothic and Romanesque architecture of San Gimignano, including its iconic 14 towers.
Indulge in a wine tasting experience at a renowned winery in the Chianti region, exploring the cultivation of the Sangiovese grape.
Conclude the tour with a sunset viewing at the Piazzale Michelangelo, offering a stunning vista of Florence.

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Piazza Adua Departure

Where does the tour begin?

The Tuscany day tour departs from Piazza Adua, near the Burger King. This convenient starting point is just a short walk from the Florence train station.

Guests will meet their private driver and guide here, who’ll whisk them away on an exciting exploration of Siena, San Gimignano, and the Chianti wine region.

Travelers can expect a seamless door-to-door experience, with round-trip transportation included.

The tour itinerary is flexible, allowing guests to customize their day and make the most of the 10-hour adventure through the picturesque Tuscan countryside.

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Siena Guided Tour

After departing from Piazza Adua, the first stop on the Tuscany day tour is the historic city of Siena.

The guided tour showcases Siena’s stunning medieval architecture and rich cultural heritage. Visitors marvel at the grand Siena Cathedral, a masterpiece of Italian Gothic design.

The guided tour showcases Siena’s stunning medieval architecture and rich cultural heritage, as visitors marvel at the grand Siena Cathedral.

The group strolls through the iconic Piazza del Campo, home to the renowned Palio horse race. As they climb the Torre del Mangia, the city’s iconic bell tower, panoramic vistas of Siena’s red-tiled roofs and rolling Tuscan hills unfold.

The 105-minute tour immerses guests in Siena’s captivating history and charm.

Scenic Views of Siena

What breathtaking vistas unfold as visitors ascend the Torre del Mangia, Siena’s iconic bell tower?

From the top, a panoramic sweep of Siena’s medieval splendor comes into view. The terracotta rooftops of the historic center stretch out below, punctuated by the distinctive scalloped facade of the Duomo.

Beyond the city walls, gently rolling hills draped in vineyards and olive groves paint the surrounding Tuscan countryside. It’s a quintessential Italian scene, a true feast for the senses.

Visitors can linger, marveling at the sweeping vistas and imagining the history that has unfolded within this enchanting city.

San Gimignano Guided Tour

Next, the tour delves into the charming town of San Gimignano. A local guide leads the group on a captivating walking tour through its medieval streets and piazzas.

Towering over the town, the iconic 14 surviving towers offer stunning 360-degree views. Visitors marvel at the beautifully preserved Gothic and Romanesque architecture, including the magnificent Duomo.

Free time allows guests to explore the picturesque alleyways, browse artisanal shops, and sample the town’s famous gelato.

With its well-preserved historic center, San Gimignano transports travelers back in time, showcasing Tuscany’s enduring architectural and culinary charms.

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Free Time and Shopping in San Gimignano

With the guided tour concluded, visitors are free to explore San Gimignano’s charming streets and browse its array of artisanal shops and boutiques. From handcrafted pottery and leather goods to medieval-inspired jewelry and artwork, the town offers an abundance of local treasures.

| Product | Description | Price |

| — | — | — |

| Ceramic Pottery | Handmade, unique designs | €25-€75 |

| Leather Handbags | High-quality Italian craftsmanship | €50-€150 |

| Silver Jewelry | Medieval-inspired pendants and rings | €30-€100 |

| Artisanal Soaps | Fragrant, natural ingredients | €5-€15 |

| Tuscan Olive Oil | Extra virgin, cold-pressed | €15-€35 |

With ample time for self-exploration, visitors can enjoy the town’s historic ambiance and discover one-of-a-kind keepsakes to commemorate their Tuscan adventure.

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Winery Visit and Tasting

After exploring the charming shops and streets of San Gimignano, the tour now takes visitors to a renowned winery in the heart of the Chianti region.

At the winery, guests enjoy a guided tour of the historic cellars, learning about the meticulous Sangiovese grape cultivation and winemaking processes.

Guests embark on a guided tour of the historic cellars, gaining insight into the meticulous Sangiovese grape cultivation and winemaking processes.

The highlight is the wine tasting, where they sample the world-famous Chianti Classico and other exceptional varietals.

Surrounded by breathtaking vineyard landscapes, guests savor the rich flavors and aromas, gaining a deeper appreciation for the region’s winemaking heritage.

This culinary experience completes the immersive exploration of Tuscany’s renowned food and wine culture.

Cellars and Chianti Classico

At the renowned winery in the heart of the Chianti region, guests embark on a guided tour through the historic cellars.

The cellar walls are lined with oak barrels, each containing the celebrated Chianti Classico. Visitors learn about the intricate winemaking process, from grape cultivation to fermentation.

The tour provides an in-depth look at the Sangiovese grape, the primary varietal used in Chianti Classico.
Guests sample various Chianti Classico wines, noting the distinct flavors and aromas that come from the region’s unique terroir.

The experience culminates with a scenic overlook, offering panoramic views of the picturesque Chianti countryside.

Piazzale Michelangelo Sunset

As the tour winds down, the group heads to the iconic Piazzale Michelangelo. This panoramic viewpoint offers stunning vistas of Florence’s iconic skyline, including the towering Duomo and the serene Arno River. The group takes a moment to soak in the breathtaking sunset views, as the city is bathed in a warm, golden glow.

| Time | View |

| — | — |

| 6:45 PM | The Duomo’s copper dome and bell tower emerge from the cityscape |

| 7:00 PM | The Arno River reflects the vibrant hues of the setting sun |

| 7:15 PM | The historic city center comes alive with the soft, amber light |

| 7:30 PM | The entire panorama is set against the backdrop of the Tuscan hills |

| 7:45 PM | Florence bids farewell to the day in a spectacular display of natural beauty |

The Sum Up

This unforgettable journey from Florence showcases the best of Tuscany. Explore the enchanting towns of Siena and San Gimignano, admiring their stunning architecture and medieval charm. Indulge in the renowned Chianti wines while taking in the breathtaking views of the rolling countryside. It’s a day filled with history, culture, and the essence of this beloved Italian region.