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Florence: Trip to Chianti, Siena, San Gimignano + Lunch & Wine

4.5 (180)
4.5 (180)
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Escape from the bustling streets of Florence and embark on a captivating day trip to the breathtaking Tuscan countryside. Join a small-group tour and be enchanted by the medieval town of Siena, where you can explore its narrow streets and marvel at the magnificent Siena Cathedral. Witness the heart-pounding Palio horse race and soak in the rich history and culture of this well-preserved gem. Indulge your senses with a visit to a family-run farm in the picturesque Chianti region, where you will be treated to a delightful lunch made from local, seasonal ingredients, paired with exquisite Chianti wines. To complete the fairy tale experience, wander the charming streets of San Gimignano, a UNESCO World Heritage Site renowned for its architectural beauty. With a limited group size of just 14, this tour promises an intimate and personalized adventure.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • Admission Not Included
  • 10 hours
  • Suitable for 1-15 Participants
  • Small Group Tour
  • Guided Experience
  • Scenic drive through the hills of Tuscany
  • Explore the well-preserved medieval town of Siena
  • Visit the magnificent Siena Cathedral
  • Experience the thrill of the Palio horse race
  • Indulge in a sumptuous, all-inclusive lunch at a family-run farm
  • Expertly guided walking tour of Siena
  • Expertly guided walking tour of San Gimignano
  • Expert English-speaking guide
  • Designated professional driver
  • Gourmet lunch and wine tasting in Chianti
  • Air-conditioned transport
  • Gratuities
  • Hotel Pick-Up/Drop-Off

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More about this experience

Introduction

Experience the essence of Tuscany on a captivating day trip from Florence. Immerse yourself in the beauty of the Tuscan countryside as you venture to the charming towns of Chianti, Siena, and San Gimignano. This small-group tour offers a personalized experience, ensuring you can fully appreciate the history, culture, and gastronomy of this renowned region.

What to Expect?

Embark on a journey through time as you explore the medieval town of Siena. Marvel at its magnificent cathedral and discover the fascinating traditions behind the famous Palio horse race. Next, indulge your senses with a delectable seasonal lunch and wine tastings at a family-run farm in the scenic Chianti region. Immerse yourself in the flavors of Tuscany while savoring the region's renowned wines. Finally, wander the enchanting streets of San Gimignano, a UNESCO-listed village known for its captivating medieval architecture and panoramic views.

Who is This For?

This tour is designed for travelers who seek an authentic and immersive experience of Tuscany. Whether you're a history enthusiast, a food and wine lover, or simply an avid traveler seeking to discover the hidden gems of Italy, this tour is for you. It caters to both first-time visitors and returning travelers who want to delve deeper into the rich heritage and picturesque landscapes of the region.

Why Book This?

By booking this tour, you'll have the opportunity to explore the iconic destinations of Chianti, Siena, and San Gimignano in a hassle-free and enriching way. With an expert guide by your side, you'll gain deep insights into the history, art, and culture of each location. Moreover, the personalized experience provided by the small-group setting ensures that you can fully immerse yourself in the beauty of Tuscany, without feeling rushed or overwhelmed.

Good to Know

During this tour, you'll be treated to a gourmet lunch and wine tasting at a family-run farm in the Chianti region. Indulge in the flavors of the region and discover the secrets behind traditional Tuscan cuisine. Additionally, the tour includes expertly guided walking tours of Siena and San Gimignano, allowing you to fully appreciate the architectural wonders and cultural heritage of these enchanting towns.

Reviews

Travelers who have experienced this tour rave about the knowledgeable guides who bring the history and culture of Tuscany to life. They appreciate the small-group setting, which allows for a more intimate and personalized experience. The gourmet lunch and wine tastings receive high praise, with many guests noting the exceptional quality of the food and the warm hospitality of the family-run farm. Overall, visitors leave this tour feeling enchanted by the beauty of Tuscany and grateful for the unforgettable memories created during their day trip from Florence.

How long before the event do I need to book?

  • You can book at any time before the event

Vouchers accepted in the following formats

  • Mobile

Is an adult required for the booking?

  • At least one adult or senior required per booking

Your Itinerary

Tuscany

Your driver and guide will pick you up in a comfortable, air-conditioned transport in central Florence and drive you through the hills of Tuscany. You'll pass the best panoramic viewpoint of Florence and pause for pictures.

Siena

Siena is one of the best-preserved examples of medieval Italian architecture in the world. Spared German bombing in WWII, 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.

Duomo di Siena

Your expert tour leader will immerse you in the unique history and culture of Siena as you explore its narrow streets including an exterior visit to the Siena Cathedral - a Tuscan gem!

Admission Not Included

Piazza del Campo

Pause amidst the square where fervent horses race to win the honor of bringing home the palio - a handpainted silk banner of the highest regard.

Tuscany

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

San Gimignano

After indulging your taste buds, indulge your imagination with a final stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site.

Reviews

(180)

4.5 (180)

penil0peel

Our guide, Nabalse, was terrific. He was very engaged and continually narrated our surroundings. You have a much greater appreciation for what you are seeing when someone knowledgeable explains the history behind it. Our favorite part was going to the winery, having the beautiful lunch and seeing how things are done. This was the highlight of our trip to Florence.

Ciro_M

Lunch at winery was great but our guide kept talking and didn’t allow the wine expert to talk. Food and wine was very good. 14 people is too much for one guide. Very little free time in Siena and Gimignano.

Kathryn_A

Sandra (guide) and Francesco (driver) were wonderful. They both were very knowledgeable about Florence, Siena and San Gimignano including quaint cultural influences. Both answered all of our questions we had and made it a fun day. Sandra was very aware of the right pace to set in the hilly towns and gave the right level of information of what we were seeing. The wine tasting and lunch were very good and a hidden gem. Highly recommend this to give you an overview of the area.

Susan_S

It was a great day all around! Easy travel, knowledgeable guide, delicious wine lunch and time to enjoy the sights!

Kristi_F

The guide, the towns, and the trip overall was amazing. The highlight for everyone was the lunch and win tasting at the vineyard. Even those who weren’t super into wine said that was a highlight. Beautiful and a great selection of wines for every palate. I highly recommend this tour. Of the many tours we took, this one is at the top.

Dan_B

This was a truly wonderful experience, despite the rain in San Gimignano. Our guide, Antonio, and driver, Renaldo were great. Antonio was very well-informed of the region's history and he provided us with lots of good information. The lunch and wine tasting were perfect. We'd highly recommend this tour!

N8977WIsusanb

Our guide, Matt, was extremely knowledgeable, friendly and spoke perfect English. The luxury van was very clean and comfortable with a competent driver. Matt took us to a wonderful coffee shop when we arrived in Siena and helped us secure skip-the-line tickets for the cathedral. The lunch and wine tasting was fabulous in a beautiful location. Plenty of time in San Gimignano to look around and try the famous gelato. Overall a very enjoyable and memorable day. Highly recommend this tour.

tamaralb2024

Loved it! Our tour guide was very knowledgeable and organized. She provided the perfect balance of providing information and then giving us time to explore each town. The wine and food were delicious

Timothy_K

This was a very nice way to see Siena (highly recommended), a Tuscan medieval village frozen in time, and enjoy great food and wine in Chianti. Antonio our guide was very nice and informative and helped make the whole day a great experience with our new friends. This was one of our favorite experiences during our first trip to Italy.

LancsConsumer17

Wow - one of the best day trips I’ve ever been on. Brilliant from start to finish. Our guide was extremely knowledgeable and super friendly. Sienna was amazing. Then the fantastic wine tasting with a delicious lunch. Plenty of wine to sample unlike other trips I’ve been on and a very interesting and engaging host. Final stop was San Gimignano. Fabulous jewel in the crown of our visits in Tuscany. Can’t recommend this more highly. Thank you Walks of Italy for such a special day.
Collected by Evendo, Tripadvisor & Viator
2024-05-21 16:08