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Guided Tours

From Florence: Siena, San Gimignano & Chianti Day Trip with Lunch & Curated Countryside Sips

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 hr - 11 hr

Open today

10:00am - 07:00pm

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

    • Relax on an AC coach from Florence as you explore Siena, San Gimignano, and Chianti—enjoy free time and a winery lunch with local craft tastings.

    • Stop at Siena and allow it to charm you with its Gothic elegance, narrow winding lanes, and the stunning shell-shaped Piazza del Campo. It’s small enough to explore in a few hours, yet packed with character.

    • 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.

    • 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
    • Typical 3-course Tuscan lunch
    • Tasting of 3 Chianti regional specialties and 'vin santo'
    • Guided tour of Siena city center (as per option selected)
    • Entry to Siena Cathedral and Piccolomini Library (as per option selected)
  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

  • How do we collect reviews?

    4.1
    840 ratings
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    • Belgium
    Guests from United States, United Kingdom, Colombia and over 8 countries have loved this experience

    Robin Bouvier

    Robin

    May, 2025Verified booking

    4/5
    We loved the three beautiful cities we visited, including the crown of Tuscany which wasn't on the itinerary. Paying to walk on the city walls was interesting and views were good, but we were on metal bridges, not the actual walls. There are two different access points so be sure to try both. Lunch was at a restaurant with a very small vineyard where we could walk and take photos. The tastings were all good but primarily a sales pitch. The pasta lunch was just ok. If you take the cathedral tour in Siena (recommended but additional cost) make sure you know how to get back to the meeting point!
    Milagro Negron

    Milagro

    May, 2025Verified booking

    5/5
    A lot of history in each of the towns, beautiful scenery, and comfortable rides.
    Amanda Barber

    Amanda

    Jun, 2025Verified booking

    5/5
    Mihnea Donciu

    Mihnea

    Jun, 2025Verified booking

    5/5
    Maria Elena Pascual Blasco

    Maria

    Apr, 2025Verified booking

    4/5
  • Treat yourself to a full day exploring Tuscany's UNESCO Heritage Sites, cruising in comfort aboard an air-conditioned coach from Florence.

    A well-curated itinerary

    Siena

    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.

    Chianti

    Explore the gentle hills of Chianti to arrive at a charming winery, where you can unwind and try out tastings of the local Chianti wine and other delicacies. Taste four of the region’s specialties, complemented by a lunch featuring three courses of 'zero food miles' products.

    San Gimignano

    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.

  • Siena Cathedral

    Monday10:00am - 07:00pmlast entry 06:30pm
    Tuesday10:00am - 07:00pmlast entry 06:30pm
    Wednesday10:00am - 07:00pmlast entry 06:30pm
    Thursday10:00am - 07:00pmlast entry 06:30pm
    Friday10:00am - 07:00pmlast entry 06:30pm
    Saturday10:00am - 07:00pmlast entry 06:30pm
    Sunday01:30pm - 06:00pmlast entry 05:30pm
  • Accessibility

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

    Additional information

    • Wear comfortable walking shoes for the vineyard experience.
    • Please note that the order of visits is subject to change.
    • Safety is a priority, so the wine-tasting experience is restricted for guests under the age of 18 years.
    • Guests under 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.
    • 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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