Florence
Siena, San Gimignano & Tuscan Countryside
Siena on foot with a guide, lunch at a family wine estate, then San Gimignano at your own pace
Sightseeing, Food & Wine
Why We Love it
The lunch stop is the actual event — a family-owned estate pouring three or four of its own wines, its olive oil and a vin santo, across cold cuts, pasta, dessert and coffee.
The Experience
Just under ten hours out of Florence with an English-speaking driver-guide: a little over an hour south to Siena, then west through the vines to a wine estate for lunch, and on to San Gimignano for the rest of the afternoon.
Siena you do on foot with a guide — the narrow streets, the cathedral, the tall thin Torre del Mangia, and Piazza del Campo, the brick-paved shell of a square where the Palio is run twice a year. Going inside the cathedral is your call: €15 at the door, or keep the time for the square, the shops and an espresso.
Then the road to San Gimignano, olive trees and vines and old stone buildings the whole way, with a stop at a family-owned estate for lunch. Cold cuts, cured ham, salami, cheeses, bruschetta, pasta or soup, salad, dessert and coffee, poured with three or four of the winery's own wines, its olive oil, and a vin santo at the end. San Gimignano comes after, which is the right order — the medieval towers, the Collegiata, the shops along the main street, and enough free time to buy a gelato and sit down with it.
My pick for a first day out of Florence when you want Tuscany explained rather than driven through, and for families — there's a child rate, and infants go free.
From $228 per person
9 Hours 45 Minutes
Shared
Departs 7:45 am
Highlights
What's Included
Professional English-speaking driver/guide
Round-trip transport from Florence in an air-conditioned, fully equipped vehicle with free Wi-Fi
Guided walking tour of Siena's highlights
Lunch at a wine estate: assorted cold cuts, cured ham, salami, cheese, bruschetta, pasta, salad, dessert and coffee, with three or four wines, olive oil and vin santo
Free time in Siena and San Gimignano
What's Not Included
Hotel pick-up and drop-off
Gratuities, optional and entirely at your discretion
Siena Cathedral entrance, €15 per person, paid at the site if you choose to go in
Need to Know
Nine hours forty-five minutes. Departs 7:45 am — an early start and a long day.
Shared group tour, maximum 25 people.
No hotel pick-up. You meet your Prestige Rent guide at Piazzale Montelungo — the bus terminal near Florence's train station, by the tallest red-brick building, in front of the parking lot. Look for the Prestige Rent sign, red flag or check-in table. Exact instructions are on your voucher.
Tell your taxi driver Piazzale Montelungo, not Piazzale Michelangelo. There is no Uber in Florence, so reserve a taxi in advance and allow plenty of time to get there.
Not suitable for wheelchair users or anyone with mobility difficulties: uneven surfaces and stairs.
Siena Cathedral entry is optional and paid on the day, €15 per person.
Lunch is included. Gratuities are not.
Wear comfortable walking shoes.
Prestige Rent is on WhatsApp at +39 333 999 5929 if you need anything on the day.
Free cancellation up to 7 days before.
Pricing Details
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Need to know
Just under ten hours out of Florence with an English-speaking driver-guide: a little over an hour south to Siena, then west through the vines to a wine estate for lunch, and on to San Gimignano for the rest of the afternoon.
Siena you do on foot with a guide — the narrow streets, the cathedral, the tall thin Torre del Mangia, and Piazza del Campo, the brick-paved shell of a square where the Palio is run twice a year. Going inside the cathedral is your call: €15 at the door, or keep the time for the square, the shops and an espresso.
Then the road to San Gimignano, olive trees and vines and old stone buildings the whole way, with a stop at a family-owned estate for lunch. Cold cuts, cured ham, salami, cheeses, bruschetta, pasta or soup, salad, dessert and coffee, poured with three or four of the winery's own wines, its olive oil, and a vin santo at the end. San Gimignano comes after, which is the right order — the medieval towers, the Collegiata, the shops along the main street, and enough free time to buy a gelato and sit down with it.
My pick for a first day out of Florence when you want Tuscany explained rather than driven through, and for families — there's a child rate, and infants go free.