Why choose this Florence tour ?

Looking for an effortless way to discover Tuscany from Florence? Craving a visit to a renowned Chianti winery and a glimpse of the breath-taking vistas in San Gimignano? Look no further, for you have found the ideal tour!

With round-trip transportation and a tour leader to accompany you on your Tuscan adventure, all you have to do is sit back, enjoy local wines, and let the beauty of this region overwhelm you.

First stop, on the day, will be Historic Siena – known for its famous Palio races. Where you’ll enjoy some free time after visiting its main square with our trip leader.

Next, onwards to a traditional winery for a wine tasting and delicious local lunch! After learning about the wine making process a wine tasting and delicious lunch, we’ll proceed to the final stop for the day.

San Gimignano, also known as the Medieval Manhattan s is a must-visit when in Tuscany. Enjoy leisure time in the fairytale like city before being whisked back to Florence.



Make the most of your Florence adventure

What makes From Florence: Siena, San Gimignano and Chianti Wine Tasting Tour a unique experience ?

Meet Our Tour leader in Florence
Ready for your day trip discovering Tuscany’s best? Meet our Tour leader in a designated meeting point and get ready to enjoy a panoramic drive to the city of Siena

Visit Historic Siena
Begin your Tuscany day trip with a visit to the renowned city of Siena, where a captivating experience awaits you. Siena is famous for hosting the legendary Palio horse race, an ancient tradition that takes place twice a year in the heart of the city, the Piazza del Campo. Accompanied by a knowledgeable trip leader, you’ll have the opportunity to witness this historic square and marvel at the world’s oldest bank.

Once you’ve familiarized yourself with the charms of Siena, you’ll have leisure time to venture out and explore. We highly recommend obtaining a ticket to independently explore the magnificent Siena Cathedral.

Chianti Winery Visit for a Tuscan Lunch & Wine Tasting

Keep the adventure going as you journey through the breathtaking Chianti hills and lush olive groves, until you reach a charming, family-owned farm and winery. Get ready to hang out with the friendly locals who will school you on the famous grape varieties and spill the beans on the whole winemaking process, from the vines to the bottles. And the best part? You’ll have the chance to taste these bad boys yourself and see what all the fuss is about!

After that, , it’s time to kick back and dig into a scrumptious lunch packed with farm-fresh goodness. Picture this: locally grown ingredients straight from the farm, prepared with love to honor the Italian slow food movement and the mouthwatering traditions of Tuscan cuisine. The best part? Lunch and wine are on the house! Plus, if you want to take the party home, no worries at all – you can easily order a few extra bottles to enjoy later.

Discover San Gimignano’s Medieval Charm
Get ready for the next leg of your Tuscan adventure, where you’ll be blown away by an extraordinary town that’s often called the “Medieval Manhattan.” San Gimignano, a UNESCO World Heritage site straight out of a storybook, will leave you in awe with its enchanting skyline adorned with towering structures reminiscent of modern-day skyscrapers. Step inside the city walls and soak up the ambiance as you wander through this remarkable and richly historic town. Take your time, roam freely, and let the magic of San Gimignano unfold before your very eyes.

Enjoy a relaxing ride back to Florence
Your Tuscan Adventure will conclude after visiting San Gimignano. Kick back and relax whilst our driver takes you back to Florence reflecting on a beautiful day in Italy’s most famous wine region!

Tour Description & Additional Info:

  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Not recommended for pregnant travelers
  • Travelers should have at least a moderate level of physical fitness
  • Due to traffic regulations, all children must be seated. Car seats are available upon request which must be made at least 72 hours in advance.


Options To Choose for Your Trip:

  • From Florence: Siena, San Gimignano and Chianti Wine Tasting Tour
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From Florence: Siena, San Gimignano and Chianti Wine Tasting Tour Inclusions:

Included with Your Ticket

  • Maximum Group Size of 16
  • An English-speaking Trip Leader for the Day
  • Traditional Tuscan Lunch
  • Wine Tour & Tasting at a Traditional, Family-Run Winery in Chianti
  • Visit Beautiful Siena and Enjoy Free Time to visit the Cathedral (ticket not included)
  • Visit the Picturesque Medieval Town of San Gimignano
  • Round-trip Transportation from Florence in an Airconditioned Vehicle

Not Included

  • Entrance fees to ticketed places in San Gimignano
  • Hotel Drop-Off and Pick-Up
  • Gratuities

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Special Instructions:

    • Please read our meeting point directions thoroughly in advance. It is the responsibility of all visitors to be at the meeting point 10 – 15 minutes before departure. Guests arriving after departure cannot be accommodated, & missed tours or tickets cannot be refunded.

    • Mandatory: Everyone is required to carry a copy of the identification page of their passports on all tours. A photo of the first page of your passport saved on your smartphone works as well.

    • We regret that we are unable to accommodate guests with wheelchairs or any walking impairments that require special assistance on our group tours. We are also unable to accommodate strollers or baby carriages.

    • TTG reserves the right to alter itineraries for reasons of safety, restoration, maintenance, adverse weather conditions or occasional events.

    • TTG runs tours rain or shine and no refunds will be issued due to inclement weather. In extreme weather conditions (i.e., flooding, hail storms, lightning storms, etc.) some areas may close down for safety purposes.

    • We will do everything within our power to ensure timings and itineraries are respected, however, due to issues beyond our control, timings and sites are subject to last minute changes on rare occasions.

    • If you have any food allergies or intolerances, please contact us immediately to let us know. We work with our local vendors to plan menus ahead of time so having this information before your tour is important. Please note that there are some occasions where certain allergies cannot be accommodated.

    • Please note that the legal drinking age in Italy is 18, we are unable to serve alcoholic beverages to minors.

    • DRESS CODE: Entrance into any religious site requires a strict dress code (such as Siena’s Cathedral). Knees and shoulders MUST be covered for both men and women.

    For any questions on the day of your tour, please reach out to The Tour Guy directly at:+1 888 290 5595

    Please be advised..

  • This Tour is Provided by The Roman Guy Tours.
  • Tour Timezone & Starts at Europe/Rome.
  • Mobile or paper ticket accepted.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • This Tour is Rated 4 Stars based on 1 valid reviews on TRIPADVISOR.
  • Minimum 1 Travelers is required to book.
  • Maximum 15 Travelers is accepted for booking.