The Spirit of Siena & San Gimignano

Timeless Tuscany, Tailored for You

Discover Tuscany’s iconic towns on this private day tour, away from the crowds. Explore Siena’s magnificent Gothic architecture, admire the medieval towers of San Gimignano and savor the history and flavors of Chianti with a visit to a local winery.


Tour Type

 Historic


Duration

Full Day (Approx. 8–9 Hours)


Reviews

5/5 Google & Tripadvisor


Price

From €700 per group (1–2 people)

Explore Siena & San Gimignano Your Way

Begin your day with a hotel pickup in Florence and travel in comfort with a private English

speaking driver in a luxury vehicle. Stroll through Siena’s enchanting medieval streets, visit the

famous Piazza del Campo and the magnificent Siena Cathedral, then continue to San Gimignano to admire its ancient towers and charming artisan shops. Conclude your journey with an optional wine tasting at a boutique Chianti winery.

  • Tour Highlights:

    Our exclusive Spirit of Siena & San Gimignano full day private experience features several highlights:

    •  A private, full day immersion in two of Tuscany's most enchanting towns
    • In Siena, stroll through medieval streets leading to the shell shaped Piazza del Campo (home of the legendary Palio horse race) and admire the stunning black and white marble Siena Cathedral, adorned with Gothic masterpieces by Pisano and Donatello.
    • In San Gimignano, explore this enchanting hilltop village, renowned for its skyline of ancient towers and warm, saffron hued stone. Discover artisan boutiques, wander quiet cobbled lanes, and enjoy the opportunity to taste award winning wines at a locally owned boutique vineyard.
    • Enjoy scenic stops along the way for unforgettable photo opportunities throughout the Tuscan countryside.
    • Dedicated shopping time in each town to find unique local treasures.
    • Experience a truly personalized journey, with every detail tailored to your pace and interests.
  • Tour Itinerary:

    Our tour is designed with your comfort, convenience and flexibility in mind:

    • Duration: A full day experience lasting approximately 8–9 hours.
    • Pick up: Flexible departure from Florence or nearby areas (pick up from locations outside Florence available upon request).
    • Style: A completely private tour designed for 1–7 guests.
    • Transportation: Travel in comfort with a private luxury vehicle for the entire day.
    • Driver: Enjoy the company of a professional, English speaking driver who is knowledgeable about the region and dedicated to making your day exceptional.
    • Itinerary: Visit both Siena and San Gimignano, with the flexibility to adjust the schedule
    • according to your preferences and interests.
    • Photo Opportunities: Stop at scenic viewpoints along the Tuscan countryside for beautiful and memorable photos.
    • Physical Requirements: Expect moderate walking through historic town centers, with some hills and uneven surfaces.
  • Tour Enhancements:

    We offer several premium upgrades to personalize your experience:

    • Professional Local Guide: Deepen your appreciation of Siena’s history and architecture with a private 3 hour walking tour led by an expert local guide. The experience includes skip the line access to the Siena Cathedral - €190.
    • Wine Tasting Experience: Savor a boutique winery visit in the heart of Chianti, featuring a curated tasting of regional wines - starting from €60 per person (available by pre arrangement).
    • Lunch and Food Pairings: Elevate your tasting with authentic Tuscan dishes thoughtfully paired with local wines (pricing varies depending on selections).
    • Monument Entry: While not included in the base tour price, we are happy to pre arrange tickets to any monuments or attractions you wish to explore.
    • Extended Time: If you wish to spend more time in either location, we can adjust the itinerary accordingly (additional fees may apply).
    • Custom Stops: Have somewhere special in mind along the way? We’re delighted to accommodate personalized stops between the main destinations whenever possible.
  • Tour Price Breakdown:

    Our transparent pricing structure is as follows:

    • €700 per group for 1–2 people
    • €800 per group for 3–4 people
    • €900 per group for 5–7 people
    • Custom pricing available for larger groups upon request
    • VAT tax of 10% applies in addition to the above rates

    The base price includes:

    • Private luxury vehicle transportation for the entire day
    • Professional English speaking driver
    • Flexible pickup and drop off within the Florence area
    • Visits to both Siena and San Gimignano
    • Scenic photo stops throughout the Tuscan countryside
    • Shopping time in each location
    • Expert recommendations and insider tips throughout the day 

    Not included unless pre arranged:

    • Local guide services (€190 for up to 3 hours)
    • Wine tasting experiences (starting from €60 per person) 
    • Entry fees to monuments and attractions
    • Meals and personal expenses
    • Gratuities (at your discretion)

    With advanced notice, we can create a fully customized package to include any additional services you desire, tailored to make your day in Tuscany truly unforgettable.

Snapshots from The Spirit of Siena & San Gimignano Tours

GALLERY

What Makes Our Tours Special

With insider insights, luxury transportation and carefully curated stops, this tour is designed entirely for you. Let Florence Connection create an unforgettable day exploring Tuscany’s most cherished towns and regions.

Testimonials

TAGLINE

Charity Karimi

2 weeks ago

Very professional and knowledgeable. We enjoyed every bit of our tour.

Dan O'Connell

A year ago

Wonderful experience. Tour was tailored to my family’s needs with special attention to my older parents. Would highly recommend!

Luca Marilli

2 weeks ago

Professional team for the organisation, high quality wine tasting in an exclusive location. Relaxing stay and Tuscan emotions. Wonderful pool! Thank you.

Andre'a Lucca

2 weeks ago

Helena and The Florence Connection are truly the BEST guide, planner, and tour organizers I have ever experienced!

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Call us

+39 339 779 2426

Our office

Via del Proconsolo, 16 Florence, 50122

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