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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

4.9 Excellent 1191 reviews
|
7h
|
English
Free cancellation Instant confirmation Live guide

Ratings & Reviews

4.9
1191 reviews
5
1087
4
69
3
26
2
4
1
5
Ratings collected from Guidekin & Viator & Tripadvisor

Guidekin's take

Wine plus a hill town in our Chianti & Tuscany Wine Tours comparison.

Trade-off: No lunch; needs four participants to run.

Last checked: September 18, 2026. Commissions never affect our verdicts.

Overview

Guidekin summary

Two wine estates and San Gimignano in one minivan day: up to eight wines, three olive oils and bruschetta tastings with a driver guide, from €86 per person. Lunch and hotel pickup are not included, adults only, and the small group tier needs four bookings or you are offered a private upgrade at a supplement. Rated 4.87 by 1,191 travellers.

From the guide

A day trip exploring Tuscany with visits to 2 wineries. Taste 8 different types of wine, three extra virgin olive oils, balsamic vinegar and Tuscan snacks. Enjoy amazing scenery and visit San Gimignano, all in one day! This is a great opportunity to meet other travellers and enjoy the Tuscan countryside while sampling and learning about wines.

Tour options

The operator sells this tour in 2 versions. Prices are the operator's current list for two travellers; the calendar shows the exact figure for your date and party.

Standard Group Tour - Coach

from €86 / person
Guide: English

Air-conditioned coach: Enjoy a shared group experience with up to 49 travelers, traveling in a comfortable and spacious coach ideal for larger group

Small Group Tour – Minivan

from €152 / person
Guide: English

8-seater minivan: Enjoy an intimate small group experience with no more than 8 travelers, traveling in a comfortable minivan.

Schedule & Availability

Runs daily
Departs: 10:00
Scheduled through September 2027

This tour runs daily, departing at 10:00. Scheduled through September 2027. These are the operator’s scheduled departures, not a live seat count: availability is confirmed at checkout. Schedule last checked September 18, 2026.

What's Included

Tuscan products tastings including bruschetta with tomatoes, Extra virgin olive oil & more
Tasting of up to 8 different types of local wines and extra virgin olive oil
Guided visit to 2 different wine estate
Private Air-conditioned 8 seat minivan
Professional and informative English-speaking driver/guide to lead you through the experience

What's Not Included

Hotel/Hostel Pickup - dropoff
Lunch
Tips for guide & driver

Itinerary

Florence Stop 1
We will meet at the "P" parking sign in "Piazza della Calza" by Porta Romana, near "San Giovanni Battista della Calza" at 9:45am, ready for a 10:00am start. This tour is perfect for those on holiday who wish to sleep in a bit longer in the morning but still want to enjoy a full day exploring the beauty of Tuscany. Upon arrival, you'll meet your expert guide, easily recognizable by their purple T-shirt. After brief introductions, your guide will whisk you away to the first stop of the day: a charming winery in the heart of the Chianti region. The drive to the winery will take about an hour, during which your guide will outline the day's itinerary and share fascinating insights about Tuscany’s history, culture, and landscapes. As you relax and take in the scenic drive enjoy the rolling hills, dotted with vineyards and olive groves. Your guide's engaging stories and knowledge will enhance your appreciation of the region, making the drive both informative and enjoyable.
45 min
Tuscany Stop 2
Drive through Tuscany which is a picturesque region renowned for its beautiful landscapes, breathtaking views of rolling hills, vineyards, olive groves, and cypress trees, charming villages, and, most famously, its wine.
Pass by
Ulignano Stop 3
Reach the first winery of the day located in the charming village of Ulignano near San Gimignano, Tuscany. This family-run estate offers a welcoming atmosphere where visitors can enjoy guided wine tastings and have the opportunity to sample a variety of wines, including Chianti, Super Tuscans, and Vernaccia di San Gimignano, paired with local delicacies.
1h 30m
San Gimignano Stop 4
Reach the second winery just 5 km to San Gimignano. The estate's scenic location offers stunning views of the Tuscan landscape, making it a memorable destination for wine enthusiasts and travelers seeking an authentic Tuscan experience. After visiting the cellars , here you will be able to taste 3 different types of wines including Vernaccia, Chianti Colli Senesi and a lovely rosé.
1h 30m
San Gimignano Stop 5
, often referred to as the "Medieval Manhattan," is a small, enchanting town in Tuscany, renowned for its well-preserved medieval architecture and impressive skyline of ancient towers. The town is famous for its historical significance, with notable landmarks such as the Piazza del Duomo, the Collegiata (a Romanesque cathedral), and the Torre Grossa, the tallest tower offering panoramic views. Visitors can wander through its narrow cobblestone streets, explore artisan shops, and enjoy local specialties like saffron.
1h 30m
Florence Stop 6
After departing from San Gimignano, the journey back to Florence will take approximately an hour. You'll be dropped off at the starting point, with a camera full of photos and a host of new friends. Back to Florence at 5:00 pm
Pass by

Departure & Return

Start point

Parcheggio Oltrarno - right in front of Porta Romana, by the blue "P" of the parking sign at 9:45 am. Departure at 10 am sharp! Please see directions & important info in the next section!

End point

Parcheggio Oltrarno - right in front of Porta Romana, by the blue "P" of the parking sign at 9:45 am. Departure at 10 am sharp! Please see directions & important info in the next section!

Additional Information

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Please advise any specific dietary requirements at time of booking
  • Minimum age is 18 years
  • Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered.

Cancellation Policy

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

1+ daysFull refund
0-1 daysNo refund
From € 86 / person