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Full-Day Tuscan Guided Tour to San Gimignano, Siena & Chianti with Three-Course Lunch & Winery Tasting
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Florence · Guided tours

Full-Day Tuscan Guided Tour to San Gimignano, Siena & Chianti with Three-Course Lunch & Winery Tasting

Book up until 31 October 2025
9.6
Outstanding
2,033 reviews

Discover the fairytale city of San Gimignano, perched on a hilltop, celebrated for its medieval towers and remarkable art on a full-day trip from Florence. Then, journey through Chianti’s rolling hills to a charming winery, where you’ll savour three exquisite wines, followed by a delectable Chianti-style lunch. In Siena, be guided through the historic town centre uncovering charming treasures like the Piazza del Campo. This tour allows you to immerse yourself in the Tuscan way of life at your own pace with free time to uncover the historic beauty of each location.

Inclusions
  • Valid for one child (4–12) or one adult (13+)
  • Full-Day Tuscan Gems Guided Tour
  • San Gimignano and Siena Walking Tour
  • Stop at Monteriggioni to wander at your leisure (*available from April to September only)
  • Three-course typical Tuscan lunch in a Chianti winery
  • Tasting of three different Chianti wines (*18+ only), balsamic vinegar plus ‘vin santo’
  • See booking calendar for availability
  • Bookings valid to 31 October 2025

Sample Lunch Menu:

  • Appetisers: Cold cuts: Prosciutto, finocchiona, salami; Bruschetta olive oil and truffle oil, pecorino cheese with balsamic vinegar and green salad
  • Main Course: Penne with meat ragout and parmesan cheese
  • Dessert: Homemade tart with jam and vinsanto
Overview
Availability: Selected days
Duration: Flexible
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Location

Piazzale Montelungo

At the end of the ramp connecting with the Florence train station, Florence, Tuscany

Things to know

  • Bookings are on request only and must be made at least 7 days in advance
  • After you have made your booking request, you will automatically receive confirmation of your requested date (if available) to your nominated email address
  • Please note: Caf Tour & Travel will be in contact within 1–3 business days to confirm your booking and arrange a time with you directly

Selected days

Update 17 January 2025, 4.10pm AEDT: Availability information updated.

Availability:

  • See booking calendar for availability
  • Not valid: Public holidays
  • Departure Point: Piazzale Montelungo, Florence - at the end of the ramp connecting with the train station. See Google Maps link here
  • Please ensure you are at your pick-up location no later than the scheduled departure time. Late arrivals will likely result in your itinerary being modified and some inclusions may need to be removed to accommodate travel time
  • Bookings valid to 31 October 2025

Important:

  • Meals and drinks not mentioned and gratuities are not included in this tour. Any excess amount must be paid directly to vendors
  • Menu is subject to change. Images and menu descriptions are provided as an example only
  • You will have two hours of free time to discover San Gimignano at your leisure
  • From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
  • Please allow up to 11 hours for this experience, including travel time

Terms & Conditions:

  • Must be aged 18+ for alcohol consumption and provide a valid ID upon request
  • All children must be accompanied by a parent or guardian
  • Itinerary is subject to change depending on availability, weather and road conditions
  • Tour itineraries, routes and stops may change or be cancelled due to unforeseen circumstances, including but not limited to weather conditions, road hazards or mechanical issues

Cancellation Policy:

  • Cancellations made more than 24 hours before departure date: no cancellation fees apply
  • Cancellations within 24 hours of departure date, late arrivals and no-shows: 100% cancellation fee applies
  • All cancellation requests must be submitted in writing via tours@caftours.com. Please note, your request is not confirmed until you have received written confirmation and acceptance from Caf Tour & Travel

Changes to Booking:

  • 48 hours’ notice is required to change a booking you have made
  • All change requests must be submitted in writing via tours@caftours.com. Please note, your request is not confirmed until you have received written confirmation and acceptance from Caf Tour & Travel

Please Note:

  • Maximum purchase limit of eight per person applies
  • Bookings for this offer are limited and subject to availability. Not valid with any other offer
  • Entire value must be used in one visit; any unused portions will be forfeited, and cannot be used at a later date

Important:

  • The destination you are visiting may have health, insurance and vaccination requirements in place. Please ensure you stay up to date with any requirements prior to your visit
  • We reserve the right to modify prices for marketing and commercial reasons. Please note that full terms and conditions apply. Full terms and conditions are located on the terms and conditions page of our website
Caf Tour & Travel

Established in Florence in 1954, this family-owned company highlights authentic Tuscan culture. As part of the esteemed Italian Travel Group, they curate top-tier tours across Florence and Tuscany. With 60+ years of expertise and trusted partnerships, they promise everything from local tours to bespoke itineraries.

Website

Reviews

9.6
Outstanding
Reviews from Google