Italy · UNESCO Heritage Sites

From Florence: Siena & San Gimignano Private Day Trip

8 Hours Round trip from Pickup service provided in Florence. Easy pace

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The journey

Trip highlights

01 Private day trip from Florence to Siena and San Gimignano
02 Explore Siena’s medieval streets and Piazza del Campo
03 Visit the UNESCO-listed hilltop town of San Gimignano
04 Travel through Tuscany’s scenic rolling countryside
05 Optional lunch and wine tasting at a local winery
06 Comfortable air-conditioned vehicle with private pickup and drop-off
07 Flexible itinerary with a professional English-speaking driver

Discover the beauty of Tuscany on a private day trip from Florence to Siena and San Gimignano. Travel in a comfortable, air-conditioned vehicle with an English-speaking driver as you explore Siena’s medieval streets, the famous Piazza del Campo, and the timeless atmosphere of one of Italy’s most beloved historic cities.

Continue through the rolling Tuscan countryside for an optional lunch and wine tasting at a local winery, then visit San Gimignano, the UNESCO-listed hilltop town celebrated for its medieval towers, charming lanes, and sweeping views. With private transport and flexible timing, this experience offers a relaxed and personalized way to enjoy two Tuscan highlights in a single day.

San Gimignano is a hilltop town famed for its medieval towers and well-preserved historic center.

From the itinerary

At a glance

What this trip includes

Duration 8 Hours

Tour type Private

Activity level Easy

Accommodation Included

Transport Included

Wheelchair access No

Cities Florence, Siena, San Gimignano

Languages English, Italian

Day by day

The itinerary

Day 01

Your Welcome driver will pick you up from your accommodation in Florence, at a convenient time of your choice.Siena is a charming Tuscan city known for its medieval architecture and the lively Piazza del Campo.Local Winery. A delightful lunch at a charming winery (costs not included in tour price).San Gimignano is a hilltop town famed for its medieval towers and well-preserved historic center.

The route

Where you'll travel

Tour route map — Round trip from Pickup service provided in Florence. 3 cities · 8 Hours

The fine print

Trip details

What's Included

Hotel or custom pickup and drop-off
Professional English-speaking local driver/informal guide
Fuel and Tolls
All taxes and handling charges
Hotel pickup and drop-off
WiFi on board
Water

What's Not Included

Meals and beverages
Tips and Gratuities
Licensed guides available to accompany you inside the attractions

Know before you go

STROLLER OR PRAM ACCESSIBLE
PUBLIC TRANSPORTATION NEARBY
INFANT SEATS AVAILABLE
Not wheelchair accessible
Not suitable for pets
Infants must not sit on laps
For 1-3 people: A comfortable sedan will be assigned to your group.
For 4-7 people: A spacious minivan will be assigned to your group.
Throughout your ride, our drivers serve as informal local guides—sharing stories, history, and local tips at every stop. Please note that drivers are not permitted to enter museums or archaeological areas, but they’ll ensure you make the most of your visit with suggestions and background information before you explore on your own.
Some stops on your itinerary may be closed on the date of travel due to public holidays, maintenance or special events. We recommend verifying opening hours on the attraction’s official website or contacting us before your tour. If a stop is unexpectedly closed, we will try to offer a suitable alternative.
Please show this to your driver.
Your Welcome Pickups driver will be waiting for you at the selected pickup location and time.

Before your ride, you’ll receive your driver’s details — including their name, and car information — so you can easily recognize them.

Your driver will arrive on time and be ready to assist you and any special requests before starting your journey.

Please note that our sightseeing tours does not automatically include airport pickup or drop-off. If you wish to start or end your tour at the airport, simply select the option with airport pickup included when booking if available.

Kindly share any special requirements, such as traveling with a service animal or needing extra assistance, when booking your ride. This ensures a smooth and enjoyable experience for you.