Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano

Highlights

  • Travel to three stunning cities in Tuscany.

  • Walk through Siena and Piazza del Campo.

  • Visit Chanti for a seasonal lunch with wine.

  • Indulge in a wine tasting & tour of a Chianti vineyard.

  • Stop in San Gimignano with free time to shop and explore.

Summary

Enjoy Tuscany without the hassle of trying to find your way around its beautiful but often confusing country roads on a well-planned day trip from Florence.

Tour info

Duration
9 hours
Group Size
14
Pricing (From)
Adult: (15-99 years)
€189.00
Child: (2-14 years)
€179.00
Infant: (0-1 years)
€0.00
Commentary
English
Meeting Point

Piazza della Repubblica, Florence, IT

Dropoff location

Piazza della Repubblica, Florence, IT

Why take this tour?

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and wander the storybook streets of the UNESCO-listed village San Gimignano. Group size is limited to 14 for a more personalized experience.

Your day starts in Central Florence where you’ll meet your small group of no more than 14 people and an expert tour guide. Then you’ll hop into private transportation and be spirited out of the city and over to Siena. On the way out of the city, we'll pass the best panoramic viewpoint of Florence and stop to take a few pictures. A little over an hour drive away, Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared bombing in World War II, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world. Your guide will immerse you in the unique history and culture of Siena as you explore its narrow streets and admire the breathtaking Siena Cathedral from the outside.

Walking the hills of Tuscan towns will make you hungry and thirsty so your next stop is an authentic Italian family farm in Chianti where you will have a behind-the-scenes tour of the vineyards, winery, and wine cellars before sitting down for a sumptuous, all-inclusive lunch made from local, seasonal ingredients. Your meal will be paired with Chianti wines specially selected to perfectly complement the flavors of each dish.

After indulging your taste buds, you'll stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site. Shop for Tuscan culinary delicacies in the rustic, winding streets, or learn about the architectural marvels of the famous medieval tower houses that punctuate the city like sentinels of times long past.

What’s included?

  • Expert English-speaking guide

  • Designated professional driver

  • Air-conditioned transport

  • Expertly guided walking tour of Siena

  • Expertly guided walking tour of San Gimignano

  • Gourmet lunch and wine tasting in Chianti

  • Hotel Pick-Up/Drop-Off

  • Gratuities

  • Entrance tickets to the Siena Cathedral

Things to know

Before you book

  • Those with dietary restrictions need to contact us after booking the tour so we can arrange your lunch.

  • We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.

  • If you are traveling with a small child, please contact us before booking. We need to confirm space on the vehicle for them.

  • Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days.

  • In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.

  • Walks / Devour complies with all local government regulations. Please refer to local government guidelines for the most up-to-date information.

Before you go

  • This tour is in English.

  • This is a walking tour. Guests should be able to walk at a moderate pace without difficulty.

  • The tour meeting time is 15 minutes prior to the start time. No refunds can be provided for late arrivals or no-shows.

  • Those with dietary restrictions should contact us after booking the tour so we can arrange your lunch.

  • We are unable to accommodate guests with mobility limitations, wheelchairs, or strollers on this tour.

  • If you are traveling with a small child, please contact us. We need to confirm space on the vehicle for them.

  • Luggage and/or strollers are not allowed on this tour as there is no extra storage space on the vehicle.

  • In order to get into the city center, we utilize small luxury minivans. This allows us to avoid the parking lots outside of the center requiring us to walk. Your guide may need to split time between vehicles on groups larger than 8.

  • Tickets for the Siena Cathedral are not included in the tour price. If you wish to visit the Cathedral, your guide will assist you. The Cathedral is closed on Sundays and for certain holy days. Please note that due to the religious nature of Siena cathedral, all individuals regardless of gender must cover their shoulders and knees. A scarf or shawl is acceptable. Walks cannot be held responsible for those denied entry.

  • Tips/gratuities (for your guide) are always appreciated.

Cancellation Policy

    Cancellations received greater than 72 hours prior to tour commencement are fully refundable. Cancellations received within 72 hours of tour commencement are nonrefundable. Amendment requests are subject to availability and price changes. Late arrivals and no shows are nonrefundable. This is applicable to any tour participant that fails to arrive or arrives after tour departure.

Redemption information

    Mobile tickets will be accepted


    Your voucher will be collected or scanned on redemption

About operator:

Walks (takewalks.com, walksofitaly.com) began over a decade ago (2008, to be exact) in Rome, Italy. We quickly became the premier walking tour company in 7 countries - Italy, Spain, France, the UK, Greece, and Portugal. Our US cities include San Francisco, NYC, Boston, Chicago, and New Orleans.

In 2021, we joined The Hornblower Group (cityexperiences.com) expanding our reach and working alongside this powerhouse travel brand.

Our tour products vary but predominantly we #takewalks, exploring the world by foot - we believe, the best way to get into the heart of a city and its incredible people. From introductory strolls to food tours, day trips, cooking classes, and below the surface, in-depth tours, we have our hand in everything a traveler could want. Oh, and we also like to give our clients exclusive access to the biggest attractions in the world...

Despite the big changes in our brand over the years, our focus has remained simple - to relentlessly create tours with the client experience at the forefront and anchored upon the dedicated, intelligent, and above all, passionate local guides who want to share their cities with you.