From Florence: PRIVATE Siena and San Gimignano with wine tasting

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From Florence: PRIVATE Siena and San Gimignano with wine tasting

(6)

Add to Wishlist

Show all photos

US$609.31 per guest

Adult x1

Select a Date

Check Availability

Instant Confirmation

Earliest available date: July 25, 2026

Free cancellation (24 hours notice)

For each guest that attends this experience, byFood will donate
10 meals

Summary

Experience Details

What You’ll Experience

Where to Meet

Reviews

Location

Florence

Duration

9 hours 30 minutes

Number of Guests

1 - 8 guests

Accessibility

Stroller Accessible

Language

English

Other

Vegetarian, Family-friendly, Private Experience

Digital Ticket

Mobile or paper ticket accepted

Experience Tuscany's charm: visit Siena's Palio, San Gimignano's towers, and Monteriggioni's walls. Enjoy DOC wines on this private tour from Florence. Book guaranteed departures now!

For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside.

Siena, the famous Palio city, San Gimignano, UNESCO heritage and Monteriggioni, one of the most enchanting Italian walled town.

Taste local wine, including the DOC Tuscanian white wine!

"Explore the essence of Tuscany:Siena, San Gimignano and Monteriggioni are waiting to be discovered!!!"

WHY CHOOSE US?

Secure bookings, Guaranteed Departures!

What You Get

Guided Wine tasting

Luxury car or premium van at disposal

Free time in all the cities

Hotel pickup and drop-off

Gratuities

Good To Know

Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
A minimum of 2 people per booking is required
Suitable for all physical fitness levels
Children must be accompanied by an adult

What You’ll Experience

Florence (Pass By)

The tour starts on board of a premium minivan with an English-speaking driver, air conditioner and free water.

Siena

The first stop is Siena: here you will be welcomed from a local guide that will lead you for 1 hour through the most tipical spots such as Piazza del Campo, Piazza del Duomo where you can appreciate the authentic medieval atmosphere which makes this town special and unique. After that you will have an hour of free time that you can spend to visit the Duomo, do some shopping or simply enjoy the local deliciousness!

2 hoursAdmission Ticket Free

Castello Monteriggioni

Back to our minivan we will bring you to the lovely town of Monteriggioni. Built in 1213, its fame was so big that also the great poet Dante Alighieri makes sign to his round enclosure in the Divin Comedy. There, finally, you will have the chance to try an amazing lunch and local wine in a great location!

1 hour 30 minutesAdmission Ticket Included

San Gimignano 1300

On the route to San Gimignano, you will enjoy the beautiful Chianti landscape, plenty of vineyards and olive groves. At the arrival, you will have free time to discover "The city of beautiful towers" that has been nominated heritage of UNESCO as example of medieval town.

1 hour 30 minutesAdmission Ticket Included

San Gimignano

Wine tasting in a local winery, You will learn about the wine making process: the vineyard techniques , the wine making process, its ageing and ,off course, how to appreciate it by drinking different wines! ..and local olive oil!

1 hour 15 minutesAdmission Ticket Free

Florence (Pass By)

At the end of the visit, come back to Florence in full comfort just in time for the sunset!

Meeting & Pickup

Pickup Point

Select a pickup point

Pickup Details

Since this is a private tour, pickup takes place at the address provided by the client. Any location within Florence is acceptable, except pedestrian-only areas.

Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund.
Read more

Reviews

5.0

based on 6 reviews

(Viator)

Great tour a family with 3 boys

August 07, 2023

Karim our guide and driver was amazing. This tour was tailored to us and our family, with 3 boys obsessed with the Assasins Creed game. We spent a lot of time in Monteriggioni and my kids loved it....read more

(TripAdvisor)

Private Tour of Siena, San Gimignano and Monteriggioni

September 23, 2019

This was our second private tour with CiaoFlorence. We were so excited to have Elvis as our personal guide again!! Elvis was very flexible, professional and entertaining. The tour was scheduled for...read more

(Viator)

Lovely way to discover the real tuscany

June 27, 2019

I really want to recommend this tour because for us has been perfect.. The driver Luca was helpful and friendly with us explaining everything while he was driving. We have had a local guide in Sien...read more

(Viator)

A perfect day trip...

June 27, 2019

I was in this tour with my partner and on the minivan we were travelling there was just another family of 4 people. The guide Anna in Siena was very knowledgeble and ,with her, has been easy walkin...read more

(Viator)

Loved it!

July 30, 2018

It was just 4 of us, which was comfortable in the van. The driver was not a tour guide, we had tour guides at the stops. The wine and lunch was good.

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