Florence: Siena & San Gimignano Guided Tour and Dinner

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Highlights

  • Uncover Siena’s secrets with expert local guides

  • Stroll San Gimignano’s towers and ancient streets

  • Wine tasting & Chianti dinner in a scenic vineyard

  • Visit two iconic UNESCO World Heritage towns

  • Wine tasting & Chianti dinner in a scenic vineyard

Summary

Explore Siena, San Gimignano & Chianti at sunset! Taste Tuscan wine, enjoy a local dinner & guided cellar tour—an unforgettable small-group escape from Florence.  

Tour info

Duration
8 minutes
Group Size
Pricing (From)
Commentary

Why take this tour?

Discover the heart of Tuscany with Towns of Italy, where authenticity meets elegance. Our Siena and San Gimignano Tour from Florence takes you to two stunning UNESCO World Heritage sites—an unforgettable Tuscany day trip with wine tasting. Ride in comfort aboard our luxurious Mercedes minivans through the scenic Chianti hills.

 Stroll through Siena’s medieval streets with expert guides who bring its rich history and the spirit of the Palio to life. Then explore the hilltop charm of San Gimignano, famous for its iconic towers and postcard-perfect views.

 End your day with a magical Chianti winery dinner. Enjoy a traditional Tuscan meal paired with fine wines, surrounded by rolling vineyards at sunset. Join us for a journey that blends culture, beauty, and timeless flavors—Tuscany at its very best.

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What’s included?

  • Round-trip transportation in a Mercedes Minibus with FREE WIFI

  • English speaking driver/tour leader

  • Guided walking tour of Siena with professional guide and surprise tasting

  • Visit of San Gimignano with free time

  • Typical Tuscan dinner in a boutique winery in Chianti

  • Guided visit of the winery cellars and wine tasting

  • Extras

  • Tips

  • Transfer to/from Florence meeting point

Things to know

Before you book

  • This tour runs on rain or shine.

  • Please let us know in advance any special need or impaired mobility of the clients and we will do our best to accomodate them.

  • Please note that Italy's law doesn't permit selling alcoholic beverage to teens under 18 y.o. so clients under this age will be served non-alcoholic beverages.

Before you go

  • We love pets, but to ensure everyone's comfort and safety, we kindly ask that you leave your furry friends at home for this tour.

  • Please meet our staff at meeting point 15 minutes before the tour departure time

  • This tour runs rain or shine

Cancellation Policy

    48 HRS cancellation policy. Full penalty applies for cancellations in the last 48 hours prior to tour departure. Full penalty applies for no-shows.<p>This tour runs on rain or shine.</p>
Operator Website

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About operator:

We design and craft all our experiences from the ground up in every detail.The profound knowledge of Italian culture and territory allows us to shape experiences unlike any other, each one with a different emphasis. A well-run organization and a network of dedicated professionals ensure that we can devise each experience maintaining the highest quality standards by monitoring every step of the process.We can thus provide memorable experiences tailored for a deep dive into the culture of our country and savor the Italian taste for life, stress-free.Our fresh and unique approach has been refined over the last 19 years of expertise, gained with Florencetown, a model that we have now decided to extend nationwide, by establishing Towns Of Italy. Our flexible and wide-ranging organization, embodying the talent of 120 people all across the country and a team of high profile Key People who, day in and day out, create such memorable experiences.Our mission is to welcome clients from around the world in Italy and provide them with unforgettable shared and private experiences, focusing on quality, authenticity, and innovation.


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