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Tuscany Small Group Tour: Siena & San Gimignano with Winery Lunch

4.9 · 1,872 reviews on Viator & Tripadvisor ⏱ 10h ✓ Free cancellation
Piazza del Campo Siena

Highlights

  • Rated 4.9/5 by 1,872 travellers
  • Free cancellation for flexible planning
  • 5 stops in one well-planned itinerary

Quick facts

Duration
10h
Group
Small group, up to 25 travellers
Languages
English
Pickup
Meet at the start point
Confirmation
Instant confirmation
Ticket
Mobile or paper ticket accepted
Cancellation
Free cancellation (see policy)

Overview

Enjoy the high quality of this small-group tour - the perfect experience in order to discover art, history, landscapes, food and wine in a comfortable and relaxed way with more personalized attention of a small group. Depart from Florence, see the highlights of Siena through the eyes of a licensed guide, admire the marvelous Tuscan landscape, taste genuine Tuscan food paired with great wines, and finish your day relaxing in the hill top village of San Gimignano.

What's included

What's included

  • Free time in San Gimignano
  • Small group day trip to Siena and San Gimignano from Florence
  • Lunch at a Tuscan winery, paired with their excellent red wines
  • Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
  • Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun
  • Professional and informative English speaking guide + driver
  • Guided walking tour of Siena highlights + free time in Siena

Not included

  • Hotel pickup and drop-off
  • Gratuities

Itinerary

  1. Stop 1 · 1h

    Piazza del Campo

  2. Stop 2 · 1h

    Siena Cathedral

  3. Stop 3

    Monteriggioni

  4. Stop 4 · 1h 30m

    Visit the estate, have a look at the old wine cellars. Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.

  5. Stop 5 · 1h 15m

    Explore the medieval hill town of San Gimignano. Famous for its splendid skyline of tall medieval towers, have free time to explore on your own. Discover the main street full of typical shops, have a look at the Collegiata (main church), or enjoy a gelato.

Meeting point

WHEN: 7:45am (at the latest)

WHERE: on the left side of the street, opposite to the parking lot

HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table

Good to know

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Vegetarian & gluteen free, can be accommodated, please advise at time of booking under special requirements.
  • Siena Cathedral is not accessible on Sundays and during celebrations
  • Luggage can be stored on the bus during the tour, if needed
  • Return at departure point: approx. 6:00pm. To reserve other activities, allow plenty of time, in case of heavy traffic, etc.
  • Entrance fees + guided visit inside the Siena Cathedral, can be purchased directly from your guide, on the day of the tour - Euro 15,00 per person. Not available on Sundays or during celebrations
  • For cruise ship passengers only: if your ship docks at Livorno or La Spezia Port, be advised that the driving time to the meeting point in Florence is approx. 2 hours. Before booking, be sure your ship schedule works with our departure times, and you have your own transportation arranged from the port to Florence and back.
  • This is a shared tour and you will be expected to maintain the pace of the group. If you have limited mobility we highly recommend to book a private tour for your best enjoyment.

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Frequently asked questions

How long does the Tuscany Small Group Tour: Siena & San Gimignano with Winery Lunch take?

The experience lasts about 10h.

How much does it cost?

Prices start from $170.65 per person. The final price depends on the date, time and number of travellers, and is confirmed on Viator before you pay.

What's included?

Free time in San Gimignano; Small group day trip to Siena and San Gimignano from Florence; Lunch at a Tuscan winery, paired with their excellent red wines; Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi; Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun; Professional and informative English speaking guide + driver.

Where does it start?

WHEN: 7:45am (at the latest) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table

Can I cancel?

For a full refund, cancel at least 24 hours before the scheduled departure time.

Which languages is it offered in?

It is guided in English.

Is it worth it?

Travellers rate it 4.9 out of 5 across 1,872 reviews on Viator and Tripadvisor, which places it among the top-rated experiences in Florence.

Information last checked October 7, 2026. Operated by Prestige Rent.

From $170.65 · Check availability