10 Tours in San Casciano in Val di Pesa That You Shouldn't Miss

April 23, 2022 Tynisha Seiler

San Casciano in Val di Pesa is a comune (municipality) in the Province of Florence in the Italian region Tuscany, located about 15 kilometres (9 mi) southwest of Florence.
Restaurants in San Casciano in Val di Pesa

1. Full-Day Tuscan Hills Bike Tour

Via del Campuccio, 88, 50125 Firenze FI, Italy We Like Tuscany
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5.0 based on 15 reviews

Join this amazing and fun full-day bike ride in the Tuscan Hills of Chianti Classico, with a visit to a prestigious but family-run farm Villa and taste 3 of their wines and 2 types of Extra Virgin Olive Oil, along with a delicious Tuscan multi-course lunch, including also a typical dessert with coffee. See the ancient underground cellars and the ancient Orciaia (where Olive Oil used to be stored centuries ago). Walk among the beautiful Italian style gardens of the Villa, and see the Olive Oil pressing facilities. You will witness a true Tuscan family-run farm, and depending on the time of the year you will have the chance to see the harvesting of the olives or grapes, and the actual winemaking or olive oil extraction processes, to then taste the amazing final products. This is the real Tuscan experience you want to have!

Inclusions: Wine and olive oil tasting, Lunch, Professional local guide, Use of bicycle, Use of helmet, Transportation to starting point in the countryside and back

Exclusions: Wine and Olive Oil (available to purchase), Gratuities, Add electric bike for 35€

Reviewed By Aileen K

We had a superb day on e-bikes together with our guide, Jacopo. He had great knowledge about the places we visited and he was fun to be with. The lunch at a local trattoria was yummi! We higly recommend We like Toscana and this tour. Again, thank you for taking good care of us today, Jacopo ????

2. Brunello di Montalcino, small biodynamic wineries

Piazza Torquato Tasso, 50124 Firenze FI, Italy De Gustibus Wine & Food Tours
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5.0 based on 7 reviews

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to two small family run wineries. A walk in the mediaval town of Montalcino for shopping, pictures and a bit of art is also included. The tour is for individual and small groups, NOT for big groups. Perfect if you love small wineries, working with organic or biodynamic approach and making "terroir" wines.

Inclusions: Tuscan Lunch, Wine tasting, Fuel surcharge, Driver/guide, Transport by air-conditioned minivan

Exclusions: Hotel pickup and drop-off

Reviewed By whynot_be_me

My husband and I did the wine and food sidecar tour with Tommie. I can honestly say this food and wine tour was the highlight of our trip to Italy. Tommie was absolutely wonderful. He was full of information and exceptionally kind and professional. The places he took us, the scenery we saw was breathtaking. He took us to a little winery where we did a tour and had the most delicious homemade lunch. Maurizio and Loretta were the sweetest people. The wine, the food... oh my! If you are in Florence, the sidecar tour is a must!!! At the end of the day, my soul felt revitalized. We plan on going back to Italy just to see Tommie and do another sidecar tour.

3. Opera in The Kitchen... Reawaken all your senses in Apulia

Via Grottaglie, 74020 Montemesola TA, Italy Opera in The Kitchen
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5.0 based on 1 reviews

Un evento che unisce la passione per la cucina tradizionale a quella dell'Opera italiana in uno splendido casale in campagna. Gli ospiti saranno seguiti in tutta l'esperienza da un tutor del posto. Lo staff è composto da Chef e musicisti professionisti con anni di esperienza e con esperienza internazionale.

Inclusions: utensili per il corso di cucina, Dinner, Soda/Pop, Alcoholic Beverages

Exclusions: Private transportation

Reviewed By donnaaL6856KP

We took an online cooking class from Canada due to the traveling restrictions. What an amazing evening. We can’t wait to take a class in person.

4. Exclusive Chianti Classico full day from Florence

Borgo Ognissanti, 70, 50123 Firenze FI, Italy Enotropea Wine Tours
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5.0 based on 6 reviews

Do you want to learn more about one of the most popular wines in Italy and worldwide? Embark with us on this journey in the land of the famous Black Rooster, in the heart of the Chianti Classico. You will visit 3 family-run wineries and taste an impressive pallet of Chianti wines. You will tour the vineyards and wine cellars, giving an up close look at the production and ageing process. Additionally, you will find out more about the secrets of a cherished Italian ingredient, the extra virgin olive oil. Apart from tasting the best selection of Tuscan Wines produced in boutique wineries, you will serve a typical, multi-course lunch. Wine and food are sacred in Italy and therefore you will receive tips about the art of pairing wine with food.

Inclusions: Wine tasting, Appetizers and multi-course lunch, Private transportation, Air-conditioned vehicle, Certified sommelier/guide with you the entire day, 100% Private Tour, Pick-up

Exclusions: Gratuities

Reviewed By mesie2898

Absolutely the best day I had while visiting Italy. Angel was our guide for the entire day. At the first winery we had the pleasure of starting the visit with a tour of the vineyard in a horse-drawn cart, followed by a fantastic lunch with km0 products. Visit to the village of Suvereto and finish with more wine in a family winery where they create one of the most appreciated wines in Italy. I can say with certainty that this day was one of, if not the best day of our vacation in Tuscany.

5. Chianti Classico with Dinner Half Day

Borgo Ognissanti, 70, 50123 Firenze FI, Italy Enotropea Wine Tours
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5.0 based on 1 reviews

Let us guide you on an intimate dinner in the heart of Chianti Classico. If you simply enjoy the best things in life and want to get to know a few of the top quality wines accompanied by exquisite tastes, then join us in this amazing experience! You will visit two wineries, where you will have a private tour of the estate and wine cellars and receive a full explanation of wine making. Afterwards, you will be tasting and drinking top-end wines produced by the winery itself. How often do you have the owner and winemaker entirely taking care of your meal? He is the descendant of a historical family from Florence, involved in the chain production of quality wines. The aromatic flavors of extra virgin olive oil will be savored with a consistent dinner that includes the most typical Tuscan dishes. You will get to eat inside the modern, yet traditional house of the wine producers, in an ambiance of warmth and intimacy.

Inclusions: Wine tastings, 3-course dinner, Certified sommelier/guide with you the entire day, Transport by Air-conditioned Vehicle, 100% Private Tour, Pick-up

Exclusions: Gratuities

Reviewed By mesie2898

Absolutely the best day I had while visiting Italy. Angel was our guide for the entire day. At the first winery we had the pleasure of starting the visit with a tour of the vineyard in a horse-drawn cart, followed by a fantastic lunch with km0 products. Visit to the village of Suvereto and finish with more wine in a family winery where they create one of the most appreciated wines in Italy. I can say with certainty that this day was one of, if not the best day of our vacation in Tuscany.

6. WINE TOURS VIP Antinori and Ceramic of Chianti Classico

GT Gianluca Tours
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5.0 based on 1 reviews

A wonderfull day with few stops for panoramic photos of the beautifull countryside of Chianti, guided from an English speacking professional driver with a confortable Mercedes E class, the lunch and wine tasting it will be on original Chianti winery on the heart of Chianti Classico where the costumer can eat the typical food from our land and taste our spetacular wines. The pick up and the drop off will be by the Hotel or anywhere the client want in Florence city.

Inclusions: Private transportation, WiFi on board, Bottled water

Exclusions: Lunch, Alcoholic Beverages, Cellar tours in Antinori

Reviewed By Netvigation

Excellent service. Our driver Leonardo was wonderful and went out of his way to accommodate our requests. He enhanced an already memorable evening.

7. Your favorite wine tour in Tuscany

Bespoke Tuscany
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5.0 based on 1 reviews

We offer the ultimate daily wine tour in the Chianti Valley! Travel with us for an unforgettable experience wine tour in Tuscany! Enjoy a full day of Tuscan wine tasting as you tour one of the world’s most famous wine regions in a luxury Minivan! During this fun and informative tour, you will learn about the local history and geography that makes Chianti Valley such a popular destination for wine lovers and foodies all over the world.

Inclusions: Wine tasting in two different wineries, Bottled water, Extra virgin olive oil tasting, Guided visit of the wine cellars

Exclusions: Lunch, Gratuities

8. Semi private tour: Tuscany Wineland Safari

I Bike Florence, Piazza Mentana, 2, 50122 Firenze FI, Italy FlorenceTown
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5.0 based on 1 reviews

A unique and adventurous way to discover the most beautiful spots of the rolling Chianti hillside: a thrilling off-road journey aboard a rumbling state-of-the-art Range Rover Defender! Depart Florence city center by private minivan; once in the hills meet your professional driver guide and set off with a roar aboard a sturdy off-road vehicle. Travel along winding roads lined by swaying cypress trees to an authentic period farmhouse, explore the grounds and wander through the mysterious cellars. Catch hidden views, take splendid photos and stop alongside a lovely field for a picnic snack and some fabulous local wine. The sweet scents of the countryside will lead you straight to the greenest heart of the Chianti Classico hills, where luxuriant vineyards sparkle and thrive, to relish the best of Tuscan local fare during a memorable 3-course typical lunch accompanied by the rich aroma of Chianti wine. Crown your day viewing a majestic Medieval castle, rising in an outstanding position.

Inclusions: Tuscan lunch in a winery, Picnic snack with wine, Air-conditioned vehicle, Viewing of an ancient abbey, Visit to a Medieval Castle, 2 wine tastings, Visit of 2 wineries

Exclusions: Gratuities, Hotel pick up

Reviewed By Cremare

did this tour in June 2019 for our honeymoon, learned so much, great tour guide and wonderful experience. highly recommend!!

9. Private Wine Tour in Van Escusivo

Happy in Tuscany
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5.0 based on 1 reviews

A beautiful panoramic tour to discover the Chianti Classico with the only open top mini van in Tuscany, you will have the opportunity to admire the famous landscapes of Chianti and taste extraordinary wines to end with a classic Tuscan lunch based on pasta with local products and wines in addition to fantastic flavors you can buy and ship directly from the manufacturer. We will give you the opportunity to spend unforgettable moments immersed in the rolling hills and good wine

Inclusions: Alcoholic Beverages, Lunch

Exclusions: Gratuities

Reviewed By michelletrb2017

Firas certainly made this time top-notch: my husband and I went last summer (July 2019) and still list it as one of the best parts of our Italy trip. The tour was very fun and pretty comprehensive- a lot of driving for sure, but the scenery was gorgeous and we got to see a lot of parts of the countryside we definitely wouldn't have seen otherwise. The 4wheeler part was fairly tame, which worked out since I didn't have any experience on one, and even though neither my husband nor I know much about wine, they did a good job making it interesting. The food and wine was good, and the old town tour was great. The best part hands down, though, was the host. Firas was warm and welcoming, insightful and helpful, and generally made the trip and the time in the car very interesting. He answered all our questions with a lot of insight and was very patient. We had a lot of great conversation. He was, as I said, top notch.

10. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Piazzale Montelungo, Firenze FI, Italy Prestige Rent
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4.9 based on 53 reviews

Discover the real essence of the Tuscan countryside, driving through amazing postcard views; departing from Florence, in a small group, that means top comfort and quality, you will see Greve in Chianti, you will have a guided visit to 3 of the best wine estate, you will enjoy a genuine Tuscan light lunch, and you will taste and compare different wines, olive oil and other typical products. This unique experience will finish with your trip back to Florence in the afternoon.

Inclusions: Small group tour: no crowds and more personalized experience, Transportation by air-conditioned and fully equipped vehicle, Free wi-fi on board, Professional and informative English speaking driver/guide to lead you through the experience, Free time to visit Greve in Chianti at your own pace, Guided visit to 3 wineries, tasting of great wines, olive oil and more, Typical Tuscan lunch: assorted cold cuts, cured ham, salami, cheeses, bruschetta, pasta (usually handmade pasta), and dessert.

Exclusions: Hotel pickup and drop-off, Gratuities

Reviewed By Alli S

We did a private wine country tour with Francesco in October 2019 (it has taken me entirely too long to write this review). We had a great time with Francesco. He is so personable and was so much fun to spend the day with. Ask him to tell you the story of why there are black roosters on Chianti Classico wine bottles. Francesco is very professional, was able to accommodate a change in plans based on our preferences, and delivered top-notch service throughout the day. If (when) we go back to Florence, we will be giving Francesco a call!

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