Explore the quintessential Tuscan towns on this semiprivate day tour from Florence. Discover the historic treasures of Siena, a UNESCO World Heritage site, and marvel at the architectural wonders of Monteriggioni. Indulge in a Tuscan lunch and wine tasting at a local winery in the Chianti region, then wander through the picturesque town of San Gimignano, known for its iconic medieval towers. The scenic drive through the rolling hills and vineyards of Chianti promises to delight the senses, offering a glimpse into the heart of this captivating Italian countryside. With highlights and inclusions tailored to your interests, this tour promises an unforgettable Tuscan experience.

Key Points

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Key Points

  • This full-day tour from Florence explores the medieval towns of Siena, San Gimignano, and Monteriggioni, including a stop at a local Tuscan winery for lunch and wine tasting.

  • Visitors can discover the historic centers of Siena and San Gimignano, both UNESCO World Heritage sites, and marvel at the well-preserved medieval architecture.

  • The tour includes a visit to the compact and fortified town of Monteriggioni, known for its intact 14 towers and providing a glimpse into medieval life.

  • Guests will enjoy an authentic Tuscan lunch with regional dishes and a selection of Chianti wines at a local winery in the scenic Chianti countryside.

  • The journey through the Chianti region offers panoramic views of rolling hills, vineyards, olive groves, and charming medieval hilltop towns.

Discover Quintessential Tuscan Towns

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Discover Quintessential Tuscan Towns

On this full-day tour from Florence, travelers can discover some of Tuscany’s most quintessential towns, including the medieval walled town of Monteriggioni, the historic city of Siena, and the picturesque hilltop village of San Gimignano.

In Monteriggioni, visitors will marvel at the impressive 14th-century fortified walls and towers.

Next, they’ll explore Siena’s captivating Gothic architecture, including the iconic Piazza del Campo, home to the renowned Palio horse race.

The tour also includes a stop at a local winery in the Chianti region, where travelers can enjoy an authentic Tuscan lunch and taste the region’s renowned wines.

You can check availability for your dates here:

Explore Historic Siena

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Explore Historic Siena

Visitors first explore Siena’s historic center, a UNESCO World Heritage site renowned for its remarkably well-preserved medieval architecture and vibrant culture.

The tour takes them to the magnificent Duomo di Siena, a stunning example of Italian Gothic design featuring intricate marble facades and a striking black-and-white color scheme.

Next, they venture to the Piazza del Campo, Siena’s famous shell-shaped main square and the site of the biannual Palio horse race, one of Italy’s most thrilling traditions. Here, they’ll admire the towering Palazzo Pubblico and its iconic bell tower, the Torre del Mangia.

With ample time to wander Siena’s charming medieval streets, guests soak up the city’s timeless atmosphere and rich history.

Marvel at Monteriggioni

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Marvel at Monteriggioni

After exploring the historic heart of Siena, the tour next heads to the charming walled town of Monteriggioni.

This perfectly preserved medieval fortress, with its 14 towers still intact, stands as a testament to Tuscany’s rich history. Guests marvel at the town’s impregnable walls and imagine the strategic importance it held centuries ago.

Wandering the narrow streets, they discover quaint shops and cafes within the town’s compact layout. The guide shares insights into Monteriggioni’s fascinating past as a military stronghold, and visitors get a taste of what life was like in a medieval hilltop village.

This stop offers a delightful contrast to the grandeur of Siena, providing a glimpse into Tuscany’s smaller, well-preserved historic gems.

Indulge in Tuscan Lunch

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Indulge in Tuscan Lunch

Following the tour of Monteriggioni, guests are whisked off to a local Tuscan winery.

At the winery, guests indulge in an authentic Tuscan lunch and wine tasting.

The meal features classic dishes made with fresh, seasonal ingredients sourced from the region. Guests can savor the rich flavors of hearty pastas, roasted meats, and seasonal vegetables.

To complement the food, they’ll have the opportunity to sample a variety of Chianti wines produced on-site.

The winery tour provides insight into the winemaking process and the history of the estate.

With stunning vineyard views, this convivial lunch stop offers a true taste of Tuscany’s culinary delights.

Savor Chianti Region Wines

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Savor Chianti Region Wines

The Chianti wine region, renowned for its world-class vintages, offers guests a chance to savor the distinct flavors and aromas that have made this area a mecca for oenophiles.

On this Tuscany tour, you’ll visit a local winery for an authentic Tuscan lunch and wine tasting experience. Here, you’ll have the opportunity to:

  • Sample a selection of the region’s finest Chianti wines, learning about their unique characteristics and production methods.
  • Discover the art of pairing Chianti wines with traditional Tuscan cuisine, elevating the flavors of both.

Gain insights into the centuries-old winemaking traditions that have shaped the Chianti region’s reputation for excellence.

Wander Through San Gimignano

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Wander Through San Gimignano

Nestled amidst the rolling Tuscan hills, San Gimignano stands as a testament to the region’s medieval past, its iconic skyline of towering stone structures casting a captivating silhouette against the verdant landscape. As part of the day’s journey, visitors will have the opportunity to wander the quaint streets of this UNESCO World Heritage Site, marveling at the well-preserved architecture and absorbing the timeless atmosphere.

Highlights of San Gimignano
– Admire the 14 remaining medieval towers – Explore the Piazza del Duomo and its stunning Cathedral
– Discover local artisan shops and sample Vernaccia wine – Climb the Torre Grossa for panoramic views of the town

With its charming character and rich history, San Gimignano offers a true taste of Tuscany, providing a memorable experience for all who visit.

Scenic Drive Through Chianti

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Scenic Drive Through Chianti

As the tour departs San Gimignano, passengers are treated to a scenic drive through the rolling hills and vineyards of the renowned Chianti region.

This scenic journey through the Chianti region is a highlight of the tour, offering a true taste of Tuscany’s natural beauty and agricultural heritage.

The drive showcases the heart of Tuscany’s picturesque landscape, with its patchwork of lush vineyards, olive groves, and medieval hilltop towns.

Along the way, the guide points out highlights, such as:

  • Glimpses of the iconic Tuscan cypress trees dotting the countryside
  • Charming farms and farmhouses that have stood for centuries
  • Panoramic vistas of the Chianti hills, blanketed in rows of grape vines

Tour Highlights and Inclusions

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Tour Highlights and Inclusions

This tour’s highlights showcase Tuscany’s most iconic destinations and authentic cultural experiences.

Visitors explore the historic city of Siena, home to the renowned Palio horse race, and marvel at the awe-inspiring medieval towers of San Gimignano.

The itinerary also includes a visit to a local winery, where travelers can savor the region’s renowned Chianti wines and olive oils during a guided tasting.

The tour includes round-trip transportation by private 8-seat minivan, an authentic Tuscan meal, and an English-speaking local guide to provide insightful commentary throughout the day.

Whether you’re interested in history, architecture, or gastronomy, this Tuscany tour offers a well-rounded experience that showcases the best of the region.

Frequently Asked Questions

From Florence: Siena, San Gimignano & Tuscany - SemiPrivate - Frequently Asked Questions

Is There a Dress Code for the Tour?

There is no formal dress code for the tour. However, comfortable walking shoes and casual, weather-appropriate clothing are recommended, as the tour involves walking through historic towns and vineyards.

Can I Bring My Own Food and Drinks?

No, you can’t bring your own food and drinks on this tour. The tour includes an authentic Tuscan meal and wine tasting, so outside food and beverages are not allowed. This ensures all participants enjoy the culinary experience provided.

Can I Opt-Out of Any Part of the Itinerary?

Participants can opt out of any part of the itinerary, though they won’t receive a refund for skipped activities. The tour operator can accommodate requests to modify the itinerary, though not all changes may be possible.

Are There Any Restrictions on the Wine Tasting?

The tour includes wine tasting at a local winery, but there are no age restrictions. However, pregnant women and those with certain medical conditions may need to opt-out of the tasting for safety reasons.

How Many People Are in the Tour Group?

The tour group size is limited to 8 people in a private 8-seat minivan. This semi-private tour ensures a more personalized experience compared to larger group tours.

Recap

This full-day tour from Florence offers an immersive experience in Tuscany’s quintessential towns.

Explore the UNESCO-listed historic center of Siena, marvel at the medieval fortress of Monteriggioni, indulge in a Tuscan lunch and wine tasting, and wander through the iconic towers of San Gimignano – all while enjoying the scenic drive through the rolling Chianti hills.

It’s an opportunity to discover the charm and beauty of this renowned Italian region.