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Semiprivate Tour: Siena, Wine tour, San Gimignano

5 (10)
Siena, IT
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Semiprivate Tour: Siena, Wine tour, San Gimignano

5 (10)
Siena, IT
Share
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Experience the essence of Tuscany with this Authentic Tuscany Experience tour. Join expert tour leaders as they take you on a full day adventure through the beautiful towns of Siena and San Gimignano, and indulge in a wine and food experience in the Chianti region. Begin your journey with a free walk through the medieval town of Siena, uncovering its rich history and breathtaking sights. Then, immerse yourself in the picturesque Chianti region, where you will visit a boutique winery, explore the cellars, and savor a delectable food and wine pairing of Tuscan specialties. As the tour continues, you will be captivated by San Gimignano, known as the "Medieval Manhattan," with its stunning architecture and panoramic views. Discover the charm of these enchanting towns and create unforgettable memories on this authentic Tuscany experience.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • 8 hours
  • Suitable for 1-6 Participants
  • Small Group Tour, Private Tour
  • Guided Experience
  • Explore the medieval town of Siena
  • Experience a wine tour in the scenic Chianti region
  • Visit a boutique winery and enjoy a food and wine pairing
  • Discover the "Medieval Manhattan" of San Gimignano
  • Relax with amazing views and architecture
  • Lunch
  • Hotel pickup and drop-off
  • All taxes, fees and handling charges
  • Wine tasting
  • Driver/guide
  • Gratuities
  • Tickets in Siena and San Gimignano (Cathedral and Towers)

Popular Hotels Closeby

More about this experience

Introduction

Experience the enchanting beauty of Tuscany on an unforgettable full-day tour. The Authentic Tuscany Experience: Siena, Wine Tour, San Gimignano combines sightseeing, architectural marvels, and an immersive food and wine experience. Led by an expert tour leader, this tour ensures you have all the necessary background information about each location before you arrive.

What to expect?

During this 8-hour tour, you can expect to explore the captivating medieval town of Siena. Marvel at its historical charm as you wander through narrow streets and grand piazzas. Don't forget to visit the magnificent Cathedral, a true architectural gem. Next, you'll embark on a scenic drive through the picturesque Chianti region. Delight in the breathtaking landscapes as your journey takes you to a boutique winery. Experience the magic of the cellars and indulge in a food and wine pairing like no other. Savor Tuscan specialties and farm-to-table products, perfectly complemented by the winery's selection of wines and extra virgin olive oil. In the afternoon, you'll be transported to the "Medieval Manhattan" of San Gimignano. Immerse yourself in this UNESCO World Heritage Site as you stroll through its ancient streets. Enjoy gelato, indulge in shopping, and relish the stunning views and remarkable architecture.

Who is this for?

This tour is perfect for first-time visitors to Tuscany or anyone seeking an authentic and comprehensive experience. Whether you're a history enthusiast, a wine connoisseur, or simply appreciate breathtaking views, this tour caters to a wide range of interests. There's something for everyone in this captivating journey through Siena, the Chianti region, and San Gimignano.

Why book this?

By choosing the Authentic Tuscany Experience, you'll have the opportunity to delve into the heart of Tuscany's rich culture, history, and gastronomy. With an expert tour leader by your side, you'll gain valuable insights into each location, making your visit even more memorable. Indulge in the delectable wine and food pairings at the boutique winery, offering a true taste of Tuscany's culinary delights. Explore the captivating medieval town of Siena, immerse yourself in the beauty of the Chianti region, and fall in love with the unique charm of San Gimignano. This tour promises an unforgettable journey through the best that Tuscany has to offer.

Good to know

It's important to note that entrance tickets to the Cathedral in Siena are not included in the tour, so you have the freedom to choose which sites to explore. This allows you to tailor your experience according to your preferences and interests. The tour will last approximately 8 hours, giving you ample time to fully immerse yourself in the beauty and history of Tuscany.

Reviews

Customers rave about the Authentic Tuscany Experience, praising the knowledgeable tour leader and the seamless organization of the tour. Visitors have described their journey as both educational and entertaining, with the perfect balance between sightseeing and indulging in the region's culinary delights. The breathtaking landscapes, captivating architecture, and warm hospitality of Tuscany have left a lasting impression on those who have embarked on this unforgettable tour.

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

Your Itinerary

Siena

Drive inside the walls of Siena Get an historical introduction from your driver guide Free time to explore the town We recommend to visit the Cathedral (tickets are not included in the tour)

Castellina In Chianti

Castellina in Chianti and other local villages are part of the area where usually the winery/farm is selected. Time permitting or upon request a stop in the village itself can be included.

San Gimignano

Historical introduction and then free walk in the town

Reviews

(10)

5 (10)

Ukpat007

This tour with Cooltours was so fun and breath taking with Anna. She is very informative and tries to make the tour very fun. We had such a lively time with her, even my two teenager boys enjoyed the tour. I really recommend Anna she will make the tours you won’t forget

BCSchneid

My husband & I booked a private day tour with Anna during our stay in Florence on our honeymoon. She took care of absolutely everything and was so knowledgeable about anything we encountered! It was one of our most favorite days of the whole trip. We can't wait to go to back & tour with her again!!

navybrat98

My family of five toured with Anna in 2016: two beautiful, small, Tuscan family wineries. It was a fantastic day! I recommended Anna to friends. She did three different tours in 2017 with them: all gave her rave reviews. I returned with five couples in November of 2019: What a wonderful day we had: two different Tuscan wineries, and San Gimignano. Anna is personable, knowledgeable, customer-focused and fun! What a great experience, the best of our vacation.

Jeffrey S

My wife and adult sons hired Anna for two separate day tours inclusive of sites, history, wine tours etc...on April 18 & 19 2019. She picked us up in Florence each day and she took us into her world. She has a wonderful, engaging personality and a great sense of humor. We left it to her, asked questions and received info and enjoyed the winery visits and her expertise as a sommelier. We had two wonderful days in Tuscany with Anna. It was one of the great highlights of our vacation. Highest recommendation!! Thank you Anna!!

gislenne2676

Me and my Fiance did 2 days tours in the Tuscany region with Anna on March 17-18 that included Pisa, Siena, San Gimignano, Lucca and Chianti...both days were outstanding! Anna is absolutely fabulous, very charming person, She was very knowledgeable and passionate about the history of every place we went. She was great about providing historical background, and took the time to explain every important detail of the region, her knowledge of wine was very reach and interesting to learn, and made the wine tasting at the local family vineyard even more enjoyable, fun and lovely. While she was detailed and descriptive in her commentary, Anna also made it light-hearted and fun for us so our tour felt like a conversation with a friend rather than a lecture. We're very grateful for the time she spent showing us the beautiful Tuscany region...Region full of beautiful landscaping, amazing energy, centuries-old civilization, a place where nature itself appears tamed and enhanced by the presence of man, terraced hills neatly planted with wine and olive trees, monasteries and villas surrounded by woods..we definitely miss this place and Anna, We can't wait to comeback to visit her and enjoy her company again..we made beautiful memories and a friend..!!!I I named these 2 days...one of the best days of my life!!!

Eric W

I was tipped off about Anna and her tours from some friends who had visited a year prior and had raved about the experience. A friend and I were heading that way and reached out to here. She did not have anything leaving Florence during our stay but went out of her way to come pick us up and join the rest of the group in Siena. So she started off already going the extra mile! The adventure was made up of 3 groups which often times can be like oil and water or just a bit off. Anna did an amazing job breaking the ice and getting the group to chat and be comfortable. Never was she pushy in this but helped the group feel comfortable in a very natural way. By the end of the day everyone was talking, taking photos together, and even exchanged contact information to meet up later. That is something to be said for creating this type of environment in a short time. The tour was amazing. We were graced with a gorgeous day so our tour from one winery to the next was great. Anna was very knowledgeable about the wines, region, history, etc and would provide us a lot of information in a fun way between wineries as well as provided some insight while there but let most of the discussion up to the representatives at the wineries. The van she drives is very comfortable and and enough space for everyone, their belongings and of course wine. All and all, the experience was amazing and we have recommended it to other friends that will be visiting at a later time. Whenever I make it back, I plan on booking another trip with her.

BVGIRL50

We recently completed a 9-day event in Florence for 120-guests that finished with our daughters wedding. Anna with Cooltours planned and organized all the tours and transportion for our stay. Events including sommelier wine tasting, wine tours, Florence tours, biscotti factory tour, bridal luncheon and day trips to Seina, Lucca, San Gimignano and other Tuscany towns. Our Villa was located in a semi-remote location hard to get taxi’s for transportation of guests. Anna organized several vans to transport guests around town. The planning for the weeks events took place over the last year and went like clock work. Anna and her staff were exceptional in meeting all our needs including last minute requests that others couldn’t handle. The tours she planned were outstanding. One of our guests got tears in his eyes over the lasagna at lunch it was so good. She is very entertaining and full of positive energy. We loved her so much we ending up inviting her to the wedding where she got a standing ovation from our guests at the reception. A tour with Anna won’t feel like the typical “tourist” tour others offer. As a Master Sommelier she has a vast knowledge of wine. Anna loves her guests and has a passion for what she does. Thank you Anna Jeff & Nancy Luchetti

macfeh

Did a tour with Anna on October 19 that included Siena, San Gimignano, lunch and wine tasting at a local family olive and wine vineyard outside of San Gi. Anna is absolutely fabulous. Her knowledge of wine (Sommelier Certification), knowledge of the history of the area along with the personal attention she gives to her clients made this tour so much fun. During the tour we visited San Gimignano in the morning, lunch and wine tasting with views of San Gimignano and Siena in the afternoon. The lunch and wine was unbelievable. Anna picked us up and dropped us off in front of our hotel in Florence. The take away from this tour are memories and new friendships that will last a lifetime. I wish I would have stayed a few more days in Florence and taken more tours with Anna. Till next time.

Linda B

<p>This tour was the highlight of our family vacation. Anna was marvelous!</p>

Rodrick P

<p>Anna Marie was the best. This was one of the highlights of our trip.</p>
Collected by Evendo, Tripadvisor & Viator
2024-04-16 16:02