Tourists taking a selfie with Siena skyline in the background, featuring Torre del Mangia, Tuscany.
Aerial view of a Tuscan villa surrounded by vineyards and olive groves, part of the Tuscany Grand Tour.
Tourists posing for a photo with Tuscan hills in the background during a semi-private Tuscany tour.
Crowded street in San Gimignano with tourists and medieval buildings.
Street performers on stilts in a historic square in San Gimignano, Tuscany.
Winery tour group in Tuscany learning about wine production.
Tour group in a Tuscan wine cellar with guide explaining barrels in Siena, San Gimignano, Chianti, Pisa.

SEMI PRIVATE TUSCANY GRAND TOUR – Best of Siena, San Gimignano, Chianti and Pisa, Florence

Florence
Day Trips
Google Verified Seller
Duration

Duration: 12 hours

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Transfers included
Transfers included
Meals included
Meals included
Guided tour

Expert local tour guide

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Explore Tuscany's rich tapestry with this semi-private grand tour, which offers an exquisite journey through Siena, San Gimignano, Chianti, and Pisa from Florence. Experience the region’s diverse landscapes, historical towns, art masterpieces, culinary delights, and wine traditions all in one day trip. With your English-speaking guide and a comfortable minivan at hand, you'll effortlessly visit ancient towns with stunning views of the Chianti hills while indulging in flavorful local cuisine and wines.

With this guided tour, dive into in Tuscany's beauty and cultural richness for an enriching experience.

From vineyards to art masterpieces, indulge in landscapes, old towns, culinary delights, and wine tasting all on one journey.

Begin your adventure amidst Siena’s picturesque vineyards and olive groves before marveling at Piazza del Campo.

Next, visit the UNESCO World Heritage Site of San Gimignano. Wander its cobbled streets while admiring a stunning skyline.

Relax with a delightful Tuscan lunch in Chianti hills accompanied by an engaging wine tasting session.

Conclude your tour on a memorable note at Pisa’s iconic Leaning Tower.

Access to an English-speaking guide

Transportation included: round-trip journey from Florence using a minivan

Enjoy a Tuscan-style meal during your lunch break

Experience a guided tour of the winery followed by wine tasting

Entry fees for Leaning Tower of Pisa

Shuttle services to accommodation

What to Expect image 1

Tourists taking a selfie with Siena skyline in the background, featuring Torre del Mangia, Tuscany.

In this comprehensive tour, dive into in Tuscany's rich culture through its fascinating landscapes, historical landmarks, vibrant old towns, renowned art masterpieces, exquisite culinary offerings, and storied wine traditions. This experience combines visits to ancient towns with panoramic views of the Chianti hills, alongside delicious food and wine tours. You'll be transported effortlessly in a modern minivan guided by an English-speaking expert.

Siena and San Gimignano

Begin your adventure in Siena's picturesque landscape dotted with vineyards and olive groves—an beautiful Italian city known for its striking Piazza del Campo, where thrilling horse races occur twice annually. Next, visit the UNESCO World Heritage Site of San Gimignano, affectionately termed 'the city of beautiful towers' or ‘Tuscany’s Manhattan’. Known for its stunning skyline highlighted by well-preserved medieval towers that have graced numerous films.

Chianti Hills and Pisa

Stroll through the charming cobblestone streets before venturing into Chianti's renowned vineyards, where you can breathe in their authentic atmosphere. Savor a delightful Tuscan lunch paired with wine tasting at an idyllic winery setting. Prior to heading to Pisa, explore Impruneta’s famed terracotta production. At the majestic Piazza dei Miracoli in Pisa, marvel at architectural masterpieces including the Leaning Tower and Romanesque Duomo. Capture memorable moments admiring one of modern history's seven wonders—the ever-charming Leaning Tower—before concluding your tour with a comfortable journey to Florence.

What to Expect image 2

Aerial view of a Tuscan villa surrounded by vineyards and olive groves, part of the Tuscany Grand Tour.

What to Expect image 3

Tourists posing for a photo with Tuscan hills in the background during a semi-private Tuscany tour.

Must Know Before You Go image 1

Crowded street in San Gimignano with tourists and medieval buildings.

Additional Information

During your visit, you'll have access to free WiFi. It's advisable to wear comfortable shoes for the tour since it is not suitable for guests with wheelchairs or impaired mobility.

Timings

The tour runs daily at 8am from June 15th to October 31st. From November 1st to February 28th, tours are available on Tuesdays, Thursdays, and Saturdays at the same time.
Must Know Before You Go image 2

Street performers on stilts in a historic square in San Gimignano, Tuscany.

Must Know Before You Go image 3

Winery tour group in Tuscany learning about wine production.

Book in advance if visiting during peak season (June 15th - October 31st) to secure your spot for this tour that runs daily at 8am.

Wear comfortable shoes as you'll be exploring various landscapes, towns, and wineries throughout the day.

If traveling with someone who uses a wheelchair or has impaired mobility, note that this tour may not accommodate those needs due to its nature.

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