Siena & San Gimignano
Small Group Tour with Homemade Lunch
Escape the crowds and immerse yourself in medieval history, indulging at a hidden family estate for a true homemade Tuscan feast.
from €149 · 9 hours
51 people booked this tour in the last 7 days — 110 guests in total
- Free cancellation up to 24 hours
- Lunch included
- Never more than 25 guests
The itinerary
Enjoy a day trip to Siena & San Gimignano
Join our small-group tour to visit 2 Tuscan gems and an ancient winery: the perfect mix of art, history, gorgeous Tuscan views, food and wine!
See the highlights of Siena on a guided walking tour, admire the marvelous Tuscan landscape, taste genuine local food paired with great wines and finish your day relaxing in the hilltop village of San Gimignano.
Guided visit to Siena
Discover the beautiful art city of Siena with a knowledgeable guide who will take you on a walk through the town’s picturesque narrow streets. See the shell-shaped Piazza del Campo, one of the most beautiful squares in Italy, a brick-paved square where the famous ‘Palio’ horserace is held twice a year.
Admire the magnificent Cathedral and the tall and trim Torre del Mangia. After the guided tour, enjoy your free time to wander Siena at your own pace, to shop around or have an Italian espresso.
Tuscan countryside and winery lunch
On the way to San Gimignano, admire the unique Tuscan landscape driving through marvelous postcard views surrounded by olive trees, vines and old stone buildings.
Next stop is at a family owned wine estate located in the typical Tuscan landscape with amazing views of vines and olive trees. Here you will have time to relax and enjoy a proper Tuscan lunch that gives you a taste of country hospitality.
The menu includes assorted cold cuts, cured ham, salami, cheeses, bruschetta, pasta, or soup, salad, dessert and coffee, paired with the winery’s own excellent wine, olive oil and vin santo (sweet dessert wine).
San Gimignano
After lunch, we will reach San Gimignano and end the day in complete relax. Famous for its splendid skyline of tall Medieval towers, here you will have free time to explore the main street full of typical shops, have a look at the “Collegiata” (main church), or enjoy a gelato!
Your perfect day trip to Siena, San Gimignano & the Tuscan countryside ends with a comfortable ride back to Florence.
A day with us, on camera
Short clips filmed on our own tours — drag to see them all.
What our guests actually say
2,762 verified reviews on Viator & Tripadvisor, GetYourGuide and Guests who booked direct — every one of them public on the platform it came from.
Everything was great and perfectly organized. Lorenzo and Vincenzo were super nice and very professional. They gave us a day filled with joy, historical details, colorful and interesting anecdotes, fantastic scenery, and a sense of simplicity; the group of just ten people was really lovely. It is a great way to get a glimpse of the Tuscan countryside while avoiding overcrowded buses and rushed, cliché-ridden tours. I highly recommend this experience.
This tour was fabulous! We had a great main guide (Leo) and a great local guide for Siena, which was an absolutely stunning village and cathedral. Lunch and wine tasting were delicious! It was 95 degrees (F) on the day of our tour, so I might’ve preferred to do wine tasting last (I was very tired after drinking and walking in the heat for so long). A quick note: you are not allowed to eat or drink on the bus except for water! The ticket warned about…
Wonderful day out in a comfortable medium sized tour bus with approx 15 people. Alessia is passionate about the region and shared a lot of interesting information as we drove through the towns and stopped in Siena and San Gimignano. The winery and olive press were interesting and the wine tasting with light lunch was impeccable. Very good price for the day out. Highly recommend.
Excellent experience. Lorenzo was very informative and we never felt rushed or uncomfortable throughout the trip. Everything was well planned and the tour was very smooth.
Lorenzo was an excellent tour guide. Tour was well organised, plenty of free time to explore Siena & San Gimignano. Beautiful locations and lunch at winery was lovely.
I would absolutely recommend this tour! Small group, beautiful scenery and time in each village. The estate for lunch was wonderful. Alessia and vinenzo were wonderful guides and drivers.
Why you will remember it
- Small-Group max 25 participants : a safe, intimate and comfortable experience
- Guided walking tour in Siena , a beautiful medieval city
- Tuscan lunch included paired with excellent wines at a family-owned estate
- Visit Siena, San Gimignano & the Tuscan countryside
- Discover the gems of Tuscany, see medieval cities and walk ancient narrow roads
- Admire the Tuscan countryside and its amazing views (vineyards, rolling hills, olive trees)
- Conclude your day wondering the hilltop town of San Gimignano
- Tour is in English only , no confusion with multiple languages
Small group tour — everything you need to know
Included:
- Small group: max 25 people (standard tours run with 50+ people)
- Free Cancellation up to 24 hours in advance
- A professional and informative English speaking licensed tour guide
- Roundtrip transportation by AC & fully equipped vehicle with free Wi-Fi onboard
- Guided walking tour of Siena highlights
- Free time to enjoy Siena on your own
- Delicious light lunch with assorted cold cuts, cured ham, salami, cheese, bruschetta, pasta, salad, dessert, coffee, 3/4 different wines, olive oil and Vin Santo
- Drive through the marvelous Tuscan countryside
- Introductory tour and free time to visit San Gimignano at your own pace
Not Included:
- Hotel pick-up/drop off
- Gratuities (optional and at your complete discretion)
Optional:
- Entrance fees and guided visit of the Siena Cathedral, Euro 15.00 per person, payable directly on the day to the guide. Not available on Sundays or during celebration
Prices below are per person, and vary depending on the age of participants
Tour + lunch: includes roundtrip transportation, a guided walking tour of Siena, and light lunch (no entrance fee to visit the interiors of the Siena Cathedral)
- Euro 149.00 – Adult (13-99)
- Euro 99.00 – Child (4-12)
- Infants and toddlers younger than 4 is free
Optional:
- Entrance fees and guided visit of the Siena Cathedral, Euro 15.00 per person, payable directly on the day to the guide. Not available on Sundays or during celebration
Super friendly cancellation policy: free cancellation up to 24 hours prior departure time.
Group size: tour runs with min. 6 and max 25 participants.
In the rare event the minimum is not reached, we will contact you in advance.
If our alternatives don’t fit your schedule, you’ll be fully refunded and have plenty of time to find suitable options
Age: infants and younger than 4 are allowed on this tour for free, and must be declared at the time of booking
Group tour: this is a shared tour and you will be expected to maintain the regular pace of the group.
If you have limited mobility, please consider our private version of the Siena and San Gimignano tour, for your best enjoyment
Activity level: easy/average, moderate walking and a few stairs.
However, due to uneven surfaces and stairs, the tour is not suitable for people with mobility difficulties and wheelchair users
Driving time:
– Florence to Siena approx. 1.5 hour
– Siena to San Gimignano approx. 45 mins
– San Gimignano to Florence approx. 1 hour and 15 mins
Sightseeing time:
– Siena 2.5/3 hours (including free time)
– lunch stop approx. 1.5 hour
– San Gimignano approx. 1.5 hour
Allergy-friendly: vegetarian and gluten-free can be catered for, if requested at the time of booking.
Siena Cathedral: not accessible inside on Sundays (due to the Mass) or during celebrations
Luggage: you can bring your luggage with you and store them on the bus
Language: the tour is in English only, no confusion with multiple languages.
What to wear: tour runs rain or shine, please dress accordingly
Travel Safe & Book With Confidence: this tour is covered by our special Book with confidence and travel safe policy
Checkin time: 7:45am
Meeting point:
PIAZZALE MONTELUNGO (Montelungo Square/bus terminal) – opposite to the parking lot.
It takes about 8 minutes by walk, from the Florence Santa Maria Novella Train Station.
If you are not familiar with the area, please allow plenty of time.
Please note: the meeting point is just a bus terminal with no facilities, so if you want a coffee, use the restroom, etc, do it in advance.
How to get there:
Click here for detailed directions to the meeting point
How to recognize your tour:
Look for a red flag/checkin table, with Prestige Rent logo.
If you arrive in advance (good idea!) and you cannot recognize your guide do not panic, your guide will be there at 7:45am.
Return time:
The tour ends at the same place of departure, normally around 6:00pm.
The exact return time depends on traffic. In case you need to book other activities, train tickets, dinners, we highly recommend allowing plenty of time.
IMPORTANT:
We cannot hold the tour for late arrivals, it would be disrespectful to the other guests.
If you need more info, contact us in advance and not at the last minute.
If you show up late or cannot find the meeting point for any reason, refunds will not be issued.
Arriving at the right check-in time is the best way to enjoy the experience from the very beginning.
The schedule below is just to give you an idea and may vary depending on traffic, weather conditions, etc.
- 7:45am – Check-in at the meeting point
- 8:00am – Depart from Florence
- 9:30am – Arrive in Siena
- 9:30am to 10:45am – Guided visit of Siena highlights
- 10:45am to 12:00pm – Free time in Siena
- Optional – 10:45am to 11:15am – Guided visit of the interiors of Siena Cathedral
- 12:45pm – Stop at a Tuscan winery
- 12:45pm to 2:30pm – Time for lunch
- 3:00pm – Arrive in San Gimignano
- 3:00pm to 4:30pm – Free visit of San Gimignano
- 5:45pm approx. – Arrive in Florence
Still not sure?
Ask us anything
A date that is not there, a pickup somewhere else, six people and a pushchair — if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.
Have questions? Let’s chat!
Meet our native English-speaking experts, Violeta and Carrie. A different pick-up time, a second vehicle for a larger family, a licensed guide, a winery to add, a wheelchair to fit in the boot, a drop-off at the airport on your last day — tell them what your day needs to look like and they will build it.
Not sure yet?
Tell us what your day should look like
Private tours are built, not booked from a calendar. Send us the details and a real person answers — usually within a few hours.