From Florence: Private GUIDED Tour, Siena & San Gimignano

| | | | | | |

Explore the enchanting cities of Siena and San Gimignano on a private guided tour from Florence. With a licensed local guide, visitors can discover Siena’s iconic medieval landmarks, including the renowned Piazza del Campo and the Gothic Cathedral. The tour then ventures to the fortified village of Monteriggioni and the renowned Chianti wine region, where guests can savor organic Tuscan cuisine and renowned Chianti Classico wines. In San Gimignano, they’ll climb the Torre Grossa for panoramic vistas of the rolling Tuscan countryside. This all-inclusive experience provides an in-depth look into the region’s rich cultural heritage and natural beauty.

Key Points

From Florence: Private GUIDED Tour, Siena & San Gimignano - Key Points
From Florence: Private GUIDED Tour, Siena & San Gimignano - Full-day Private Tour
From Florence: Private GUIDED Tour, Siena & San Gimignano - Licensed Tour Guide in Siena
From Florence: Private GUIDED Tour, Siena & San Gimignano - Private Transportation by Mercedes Minivan
From Florence: Private GUIDED Tour, Siena & San Gimignano - Explore Sienas Medieval Architecture
From Florence: Private GUIDED Tour, Siena & San Gimignano - Visit Monteriggioni Fortified Village
From Florence: Private GUIDED Tour, Siena & San Gimignano - Organic Farm or Winery Lunch
From Florence: Private GUIDED Tour, Siena & San Gimignano - Taste Chianti Classico Wines
From Florence: Private GUIDED Tour, Siena & San Gimignano - Towers of San Gimignano
From Florence: Private GUIDED Tour, Siena & San Gimignano - Frequently Asked Questions
1 / 10

  • Private transportation by air-conditioned Mercedes minivan, with flexible stops and personalized service, for a guided tour of Siena and San Gimignano from Florence.
  • Comprehensive guided tour of Siena’s iconic landmarks, including the Piazza del Campo, Siena Cathedral, and Palazzo Pubblico, with insights into the city’s rich history.
  • Optional stops in Monteriggioni to explore the well-preserved 13th-century medieval walls and the Chianti region for a culinary experience and wine tasting.
  • Guided tour of the medieval village of San Gimignano, known as the ‘Manhattan of the Middle Ages’, with the opportunity to climb the Torre Grossa for panoramic views.
  • A 9-hour itinerary that combines the highlights of Siena and San Gimignano, providing a personalized and flexible experience for the group.
You can check availability for your dates here:

Full-day Private Tour

From Florence: Private GUIDED Tour, Siena & San Gimignano - Full-day Private Tour

What makes this a full-day private tour of Tuscany? The tour includes a 9-hour itinerary that takes guests from Florence to explore the medieval towns of Siena and San Gimignano, with optional stops in Monteriggioni and the Chianti wine region.

Travelers will enjoy private transportation by air-conditioned Mercedes minivan with an English-speaking licensed driver.

In Siena, a professional local guide leads a tour of the city’s iconic monuments and landmarks, including the famous Piazza del Campo.

After lunch, the tour continues to the charming hilltop town of San Gimignano, known for its stunning medieval architecture and towering skyline.

With personalized service and flexibility, this private tour offers an immersive Tuscan experience.

You can also read our reviews of more guided tours in Florence

Licensed Tour Guide in Siena

From Florence: Private GUIDED Tour, Siena & San Gimignano - Licensed Tour Guide in Siena

A licensed tour guide leads visitors through Siena’s medieval architecture and notable monuments during the private tour. The guide provides expert commentary on the history and significance of Siena’s landmarks, including:

Landmark Description Significance
Piazza del Campo Seashell-shaped public square Site of the famous Palio horse race
Siena Cathedral Magnificent Gothic cathedral Iconic example of Tuscan Romanesque-Gothic architecture
Palazzo Pubblico Medieval town hall Houses the famous frescoes of Ambrogio Lorenzetti

With the knowledgeable guidance, travelers gain a deeper understanding and appreciation for Siena’s rich cultural heritage as they explore this enchanting medieval city.

Private Transportation by Mercedes Minivan

From Florence: Private GUIDED Tour, Siena & San Gimignano - Private Transportation by Mercedes Minivan

Along With the licensed tour guide, the private tour of Siena and San Gimignano also includes private transportation by a comfortable, air-conditioned Mercedes Minivan, providing a seamless and convenient experience for travelers.

The Mercedes Minivan can accommodate up to 8 passengers, ensuring ample space for your group to move around and enjoy the scenic journey.

Some additional benefits of the private transportation include:

  • Personalized service with the driver catering to your preferences and schedule
  • Ability to make stops along the way at your desired locations
  • Comfortable seating and ample legroom for a pleasant ride
  • On-board Wi-Fi and complimentary bottled water to keep you connected and hydrated

Explore Siena’s Medieval Architecture

From Florence: Private GUIDED Tour, Siena & San Gimignano - Explore Sienas Medieval Architecture

From Florence: Private GUIDED Tour, Siena & San Gimignano

Explore Siena’s Medieval Architecture

With a professional tour guide leading the way, visitors explore Siena’s well-preserved medieval architecture and notable landmarks, including the famous seashell-shaped Piazza del Campo and the imposing Siena Cathedral.

The Piazza del Campo is a stunning medieval square, known for its unique curved design and vibrant atmosphere. Visitors can admire the incredible architecture of the Siena Cathedral, a magnificent Gothic structure adorned with intricate carvings and stunning stained glass windows.

Throughout the tour, the guide provides insights into Siena’s rich history and the significance of its medieval landmarks, bringing the city’s past to life for visitors.

More Great Tours Nearby

Visit Monteriggioni Fortified Village

From Florence: Private GUIDED Tour, Siena & San Gimignano - Visit Monteriggioni Fortified Village

After exploring Siena’s medieval architectural gems, the private tour continues on to the small, fortified medieval village of Monteriggioni.

Nestled within its iconic 13th-century walls, Monteriggioni offers visitors a glimpse into the region’s storied past.

As the tour guide leads the way, guests will discover:

  • The well-preserved medieval structures and architecture that transport them back in time
  • The stunning views of the surrounding Tuscan countryside from atop the fortress walls
  • The charming piazza at the heart of the village, where locals once gathered
  • The opportunity to wander the quaint streets and imagine life in this historic settlement

This compact yet captivating destination provides a delightful respite from the bustle of the city, allowing visitors to enjoy Tuscany’s enchanting medieval heritage.

Organic Farm or Winery Lunch

From Florence: Private GUIDED Tour, Siena & San Gimignano - Organic Farm or Winery Lunch

The private tour offers an optional lunch at an organic farm or winery in the renowned Chianti region. Guests can savor local Chianti Classico wines and learn about the vinegar-making process during this culinary experience.

The menu typically features traditional Tuscan dishes using fresh, locally-sourced ingredients. Visitors can explore the picturesque vineyards and olive groves, gaining insight into the region’s agricultural heritage.

This is a chance to take in the authentic flavors and traditions of the Chianti countryside. Whether dining at a family-run farm or an acclaimed winery, the Chianti lunch promises a memorable gastronomic journey complemented by stunning countryside views.

Taste Chianti Classico Wines

From Florence: Private GUIDED Tour, Siena & San Gimignano - Taste Chianti Classico Wines

During the optional Chianti region visit, guests can sample the renowned Chianti Classico wines, getting a taste of the region’s world-class viticulture.

The Chianti Classico is a beloved, dry red wine with a distinct flavor profile, often featuring notes of cherry, blackberry, and spice.

Visitors will learn about the vinegar-making process and have the opportunity to:

  • Swirl, smell, and sip the robust, full-bodied Chianti Classico
  • Appreciate the wine’s rich color and complex aromas
  • Discover the unique terroir that gives the wine its signature characteristics
  • Gain insight into the centuries-old winemaking traditions of the Chianti region

This wine-tasting experience provides a delightful glimpse into the rich cultural heritage and agricultural bounty of Tuscany.

Towers of San Gimignano

From Florence: Private GUIDED Tour, Siena & San Gimignano - Towers of San Gimignano

Towering over the charming medieval village of San Gimignano, the famous towers serve as a testament to the city’s prosperous past and resilient spirit.

Originally, the towers were constructed by wealthy merchant families as symbols of their power and status. At the height of San Gimignano’s prosperity, there were an astounding 72 towers dotting the skyline.

Today, 14 of these impressive structures remain, the tallest reaching 54 meters high. Visitors can climb the stairs of the tallest tower, the Torre Grossa, for sweeping panoramic views over the village’s red-roofed buildings and the rolling Tuscan countryside beyond.

These iconic towers have made San Gimignano a popular destination, earning it the nickname ‘Manhattan of the Middle Ages.’

Frequently Asked Questions

From Florence: Private GUIDED Tour, Siena & San Gimignano - Frequently Asked Questions

Can I Request a Different Departure Time for the Tour?

Yes, you can request a different departure time for the tour. The tour operator is usually flexible and accommodating to customer requests, as long as the change doesn’t conflict with other scheduled activities.

Are There Any Discounts Available for Larger Groups?

Yes, the tour company typically offers discounts for larger groups. Group sizes of 4 or more may be eligible for a per-person discount. Travelers should inquire about group pricing when booking the tour.

Can the Tour Be Customized to Include Additional Destinations?

Yes, the tour can be customized to include additional destinations. The provider offers flexibility to tailor the itinerary based on the client’s interests and preferences, allowing for a more personalized experience.

Is It Possible to Extend the Duration of the Tour?

Yes, the tour duration can be extended. The tour is customizable, allowing guests to add more destinations or spend more time at the existing locations based on their preferences and interests.

What Is the Cancellation Policy for This Private Tour?

The cancellation policy typically allows full refunds for cancellations made up to 24 hours prior to the tour. Shorter notice may result in partial or no refund, depending on the tour provider’s specific terms.

Ready to Book?

From Florence: Private GUIDED Tour, Siena & San Gimignano

Recap

This private guided tour from Florence offers a captivating exploration of Siena’s iconic landmarks, the medieval village of Monteriggioni, and the charming town of San Gimignano.

Discover Siena’s rich cultural heritage, savor renowned Chianti wines, and admire the stunning Tuscan countryside from the towers of San Gimignano, all in the comfort of private transportation and with the insights of a local guide.

You can check availability for your dates here:
More Great Tours Nearby

Not for you? Here's more nearby things to do in Florence we have reviewed