Skip to content

Siena, San Gimignano & Chianti

from Florence11 h · from FlorenceDay tripFree cancellation
  • About 11 hoursDuration
  • Minimum 2Travellers per booking
  • Live guide — EnglishGuide
  • Coach from Florence · Steep, uneven streetsAccess
  • Mobile ticketQR code on your phone
  • Free cancellation24 h

About this experience

  • Guided walk through Siena to the shell-shaped Piazza del Campo
  • Lunch and a three-wine tasting at a Chianti winery; soft drinks for under-18s
  • Free time among San Gimignano's 14 surviving medieval towers
  • A guide with you all day, and the coach through the Chianti hills

Siena. Your guide leads a walk through the medieval streets to Piazza del Campo, the sloping brick square where the Palio is run each 2 July and 16 August, and on to the striped marble cathedral. Free time follows. Cathedral entry isn't included, but its inlaid marble floor is uncovered until 15 November 2026 if you'd like to buy a ticket.

Chianti. Lunch is at a family-run winery in the Chianti hills: a look at the cellar, then a tasting of three wines, including a Chianti Classico, with bruschetta and the estate's olive oil, cured meats, pecorino and a pasta dish. Under-18s get soft drinks or grape juice instead of wine.

San Gimignano. The afternoon is yours in San Gimignano, where 14 of the medieval tower-houses still stand. Walk up to Piazza della Cisterna and the Collegiata, try the local white Vernaccia, or climb the Torre Grossa (ticket extra).

Getting there. The coach leaves at 08:00 from Piazzale Montelungo, by the Fortezza da Basso, 10 minutes' walk from Santa Maria Novella station, and returns there at about 19:00.

What you'll visit

What you'll do

  1. Depart Florence1 h 15 minCoach from Piazzale Montelungo south through the Chianti hills to Siena.
  2. Siena guided walk1 h 30 minMedieval lanes, Piazza del Campo, the Palazzo Pubblico and the cathedral square with your guide.
  3. Free time in Siena1 hSee the cathedral and its marble floor (ticket extra), or sit in the Campo with a coffee.
  4. Chianti winery lunch2 h 30 minA short drive into the hills for a cellar visit, a three-wine tasting and a Tuscan lunch. Soft drinks or grape juice for under-18s.
  5. San Gimignano2 h 30 minDrive on to San Gimignano for free time among the towers: Piazza della Cisterna, the Collegiata and views over the valley.
  6. Return to Florence1 h 15 minCoach back to Piazzale Montelungo, arriving at about 19:00.

How it works

  1. Book your date and timeReserve now and pay later: your booking is confirmed at once and we send a secure payment link within 24 hours.
  2. Board at Piazzale MontelungoMeet the coach by the Fortezza da Basso 15 minutes before the 08:00 departure.
  3. Show your QR ticketOn your phone at the entrance or meeting point once your booking is paid. No printing needed.

What's included

Included

  • Return coach from Florence
  • English-speaking guide all day
  • Guided walk in Siena
  • Winery visit with lunch and a tasting of 3 wines (soft drinks for under-18s)
  • Free time in San Gimignano

Not included

  • Siena Cathedral and other monument tickets
  • Torre Grossa and San Gimignano museums
  • Hotel pickup
  • Extra food and drinks, and tips

Know before you go

  • Minimum 2 travellers per booking.
  • Wine is served only to adults 18+; children get non-alcoholic drinks.
  • Both towns have steep, uneven streets; wear comfortable shoes.
  • Cover shoulders and knees if you plan to enter churches.
  • Tell us about allergies or dietary needs when booking.
  • Return time depends on traffic; leave a buffer before evening plans.

Where you'll meet

Piazzale Montelungo, 50129 Firenze FI, Italy

Coach stop beside the walls of the Fortezza da Basso, about 10 minutes' walk north of Santa Maria Novella station. Arrive 15 minutes early.

Why book with us

  • Flexible Free cancellation up to 24 hours before. Cancel or reschedule online from your booking.
  • Mobile ticket Your QR ticket appears on your phone once your payment is received.
  • Secure checkout Encrypted checkout. No booking fees.
from€99 / adultFree cancellation