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: Flexible (up to 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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Experience the highlights of Tuscany with this semi-private tour, offering an enriching cultural journey through Siena, San Gimignano, Chianti, and Pisa near Florence, Italy. Explore ancient towns, enjoy panoramic views across the Chianti hills, and indulge in local culinary and wine traditions—all guided by your English-speaking expert on a modern minivan for convenient travel. This tour ensures you discover the heart of Tuscany with ease and comfort.

With this guided tour, explore Tuscany's beauty and cultural richness.

Experience landscapes, art masterpieces, old towns, culinary delights, and wine tasting all within one complete journey.

Begin your adventure at Siena, surrounded by vineyards and olive groves, where Piazza del Campo awaits you with its magnificent views.

Visit the UNESCO World Heritage Site of San Gimignano next to explore charming cobbled streets and a stunning skyline.

Enjoy a delightful Tuscan lunch in Chianti hills paired with an opportunity for wine tasting.

Conclude your tour by marveling at the iconic Leaning Tower of Pisa.

Guided experience with an English-speaking expert

Round-trip transport to/from Pisa using a minivan from Florence

Tasting of traditional Tuscan cuisine during lunchtime

Tour and wine tasting at a local winery

Leaning Tower of Pisa entry fees

Accommodation transportation

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

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

This semi-private grand tour offers a complete cultural immersion into Tuscany, showcasing its long history, landscapes, art, culinary traditions, and wine heritage. Explore ancient towns, enjoy panoramic views of the Chianti hills, savor exquisite food tours, and delight in expertly guided wine tastings.

Siena and San Gimignano

Begin your journey with Siena's beautiful vineyard-encircled landscapes, home to famous sights like Piazza del Campo. Then proceed to the UNESCO World Heritage Site of San Gimignano—dubbed ‘Tuscany’s Manhattan’ for its skyline dominated by well-preserved towers that have appeared in numerous films.

Chianti Hills and Pisa

Wander through Chianti's cobblestone streets, then indulge in a delicious Tuscan lunch paired with wine tasting at an idyllic winery. Visit Impruneta to explore its renowned terracotta craftsmanship before arriving in Pisa. Here, marvel at the iconic Leaning Tower and other architectural gems within the Piazza dei Miracoli.

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

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.

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.

Crowded street in San Gimignano with tourists and medieval buildings.

Additional Information

  • The tour offers free WiFi facilities.
  • Wearing comfortable shoes is advisable for this experience.

This excursion may not be accessible to individuals using wheelchairs or those with mobility impairments.

Timings

The tour runs from June 15th to October 31st, departing daily at 8am. From November 1st through February 28th, it departs on Tuesdays, Thursdays, and Saturdays at the same time.

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

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

Winery tour group in Tuscany learning about wine production.

Winery tour group in Tuscany learning about wine production.

Book at least a day in advance during peak season (June 15th to October 31st) as this tour is popular and slots may fill up quickly.

Wear comfortable shoes for walking since the tour involves exploring various towns, vineyards, and wineries.

To make your experience smoother, plan to start from Siena early in the day so you can enjoy all aspects of Tuscany without rushing.

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FAQs

You will explore San Gimignano, a UNESCO World Heritage Site known for its cobbled streets and glorious skyline.
Yes, you'll have access to an English speaking guide throughout your journey.
Discover Tuscany in all its beauty and glory with a guided cultural experience that includes exploring landscapes, art masterpieces, old towns, culinary delights, and wine tasting.
Round trip transportation from Florence to all destinations will be arranged via a state-of-the-art minivan.
The tour starts at Siena amidst vineyards and olive groves where you'll discover Piazza del Campo.
The tour operates on Tuesdays, Thursdays, and Saturdays at 8am from November 1st to February 28th.
Comfortable shoes are recommended as this tour involves walking through various sites and landscapes.
Pisa tower tickets and hotel transfers are not included with this package.
The delicious Tuscan lunch with wine tasting session takes place at Chianti hills.
Free WiFi is available during your time with us.

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