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Guided Tours

From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Wine Tasting

Exterior view of the Sienna Cathedral
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, Florence day trip.
Siena cathedral with tourists, San Gimignano towers, Chianti vineyards, wine tasting, Florence day trip.

Duration

9 hrs - 11 hrs

Free cancellation

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

Guided tour

Transfers included

Meals included

Indulge in a sumptuous meal as a part of your experience

Instant confirmation

Mobile ticket

Treat yourself to a full day exploring Tuscany's UNESCO Heritage Sites, cruising in comfort aboard an air-conditioned coach from Florence.

    • Traverse Siena at your own pace or join a guided tour, discovering the central square and, if selected, the famed Siena Cathedral.

    • Visit a charming Chianti winery, where you'll enjoy a delectable 3-course lunch complemented by a range of exquisite wines.

    • Wander through the hilltop town of San Gimignano, admiring its towering structures and uncovering beautiful frescoes.

    • Between April and October, the tour may include a stop at the walled commune of Monteriggioni.

    • Fun fact: San Gimignano was once known as the 'Manhattan of the Middle Ages' due to its remarkably modern-looking urban skyline!

    • Full-day trip around Siena, San Gimignano, and Chianti

    • Multilingual assistance on board

    • Pick up from Florence

    • Round-trip AC coach transfer

    • Visit to vineyards & cellars in a Chianti winery

    • 3-course typical Tuscan lunch

    • Tasting of 3 Chianti wines and 'vin santo'

    • Guided tour of Siena city center (if selected)

    • Entry to Siena Cathedral and Piccolomini Library (if selected)

  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

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    Guests from United States, Australia, Colombia and over 8 countries have loved this experience

    What our guests say

    Jose Andrés Valverde Matarrita

    Jose

    Mar, 2025Verified booking

    5/5
    Everything was neat, the guide explained excellent everything we saw on the tour, the times in the places were perfect and the wine tasting and food was perfect, we would do the tour again.
    Maria Elena Pascual Blasco

    Maria

    Apr, 2025Verified booking

    4/5
    NATALIA ANDREA CADENA CASADIEGO

    Natalia

    Dec, 2024Verified booking

    4/5
    The tour is phenomenal, I did not like that the bus does not have a bathroom and that the tasting the person who gave it spoke too fast was not understood much, otherwise perfect.
    Andrew Smith-West

    Andrew

    Nov, 2024Verified booking

    5/5
    The visit to Siena, San Gimignano & the Chianti lunch & wine tasting were all very good. The tour leader was excellent.
    Traci-Ann Byrnes

    Traci-ann

    Nov, 2024Verified booking

    5/5
    The guide was excellent and the tour ran to time in all locations. Everything was as expected or better.
  • A well-curated itinerary

    Embark on an adventure from Florence, starting with Siena. If selected, meet your knowledgeable local guide who will lead you on a comprehensive tour of the historic center. Begin at the magnificent Basilica of San Domenico, a Renaissance masterpiece dedicated to St. Catherine of Siena. Wander through narrow medieval streets lined with splendid palaces, reach the iconic Piazza del Campo, and marvel at the focal point—the Palazzo Pubblico (Town Hall). Continue to the awe-inspiring 12th-century Cathedral, where you can explore its majestic architecture and vibrant polychrome marbles during an optional inside visit.

    Traverse the gentle hills of Chianti to arrive at a charming winery, where you can unwind and savor the wonders of Chianti wine and local delicacies. Indulge in a tasting of 4 wines, complemented by a lunch featuring three courses of 'zero food miles' products.

    Next, journey towards the enchanting San Gimignano, a world-renowned walled town perched on a hilltop. This medieval gem, adorned with towering structures, captivating frescoes, and priceless artworks, will be your last stop. Get free time to soak in the unique atmosphere of this architectural wonder before returning to Florence.

  • What to bring

    • Wear walking shoes for vineries are usually located on the top of the hill and you start the visit with a short inclined walk.

    What's not allowed

    • Safety is a priority so the wine tasting experience is restricted for guests under the age of 18 years.

    • Guests under the age of 18 years can join the tour if they are each accompanied by at least one adult.

    • For entry to Siena Cathedral, all guests must wear clothing that covers the knees and shoulders.

    Accessibility

    • This experience is not accessible by wheelchair and pram/strollers.

    Additional information

    • Please note that the order of visits is subject to change.
    • Your voucher will be emailed to you instantly.

    • Please arrive at the meeting point 20 minutes before the scheduled time of your tour to avoid any delays.

    • Display the voucher on your mobile phone with a valid photo ID at the meeting point.

    Meeting point

    • Please check your final voucher for the meeting point details and specific instructions.

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