Add dates

Chianti Hills Driving experiences

Our most recommended Chianti Hills, Tuscany Driving experiences

Tuscany Vespa Tour with Lunch and Wine Tasting

1. Tuscany Vespa Tour with Lunch and Wine Tasting

Discover the roads of Chianti area, riding a Vespa scooter. Driving among the breathtaking landscapes of hills and vineyards, you can reach the famous medieval town of San Gimignano. Don’t forget to stop and take some amazing photos. Bring your camera, there are many excellent photo opportunities on this trip! This experience is the perfect option for visitors seeking a fun and exciting tour in the beautiful Tuscan countryside. After the ride, you will stop at Tenuta Torciano winery to enjoy an authentic Tuscan lunch with typical appetizers (bruschetta, pecorino cheese and salami), “ribollita” vegetable soup, lasagna with meat ragù, roasted meat with potatoes, and cantuccini biscuits as dessert. All this will be nicely combined to a great wine tasting class in which you will have the pleasure to taste wines of local production, Vernaccia di San Gimignano, Chianti Classico, Brunello di Montalcino and many more. You will also have the pleasure to expand your senses with a thirty years old balsamic vinegar and an incredible truffle olive oil! Lunch includes: • Appetizers: Tuscan cheeses and cold cuts, bruschetta • First course: lasagna with meat ragù or ribollita Tuscan soup • Second course: roasted meat with vegetable side dish • Dessert: cantuccini biscuits with dessert wine

From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

2. From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

Start your experience in the morning and explore the scenic hills of the Chianti region where some of the most famous Tuscan wines are produced. Ride through the beautiful fields of vines, cypresses, and Tuscan rural houses. Enjoy plenty of stops for beautiful photo opportunities throughout your experience.  Stop at a local winery where the kind owners will escort you around their property before serving an authentic Tuscan meal, followed by wine and olive oil tasting. Hop on your scooter once again and follow your guide through the final part of the scenic ride, arriving back at the meeting point in the early afternoon.

From Florence: Sunset Wine Tasting Tour in Vintage Car

3. From Florence: Sunset Wine Tasting Tour in Vintage Car

You have dreamed of a romantic Italian getaway, get ready to make that dream a reality with our vintage Fiat 500 Sunset Drive and unique Wine Tasting experience. Your adventure is shaped from the start with the fantastic and compelling narrative of the Fiat 500 history, its relevance in Italian history. After you have become familiarized with your car and understand its personality, our guide will lead the convoy on the adventure of a lifetime. The gentle hum of the engine, the feel of the meandering roads opens us to the breathtaking view of the tuscan hills and as we drive into the past, we are exposed to the historicTuscan Villas, cypress lined roads endless vineyards and captivating olive groves. At our stop you will enjoy a Spritz cocktail followed by a wine tasting and sampling of the best local Tuscan cheeses and meats. This adventure will warm your heart with memories that will last a lifetime.

San Gimignano: Private Chianti Hills Tuk-Tuk Tour

4. San Gimignano: Private Chianti Hills Tuk-Tuk Tour

You'll depart from the headquarters located in Poggibonsi at 10:45AM, where your wonderful guide will welcome you. From there you will venture then through the panoramic roads of Tuscany and the Chianti hills where you are bound to fall in love with the fields of vines, cypresses, and Tuscan rural houses. Don't forget to bring your camera, as there will be plenty of photo opportunities to capture the eagerly awaited moment and freeze it in time. Your next stop will be to a local winery where the kind owners will take you around their property before serving a wonderful and authentic Tuscan meal complete with a wine and extra virgin olive oil tasting. Following lunch you will hit the rad once again to travel through the iconic Ape Calessino to enjoy the last part of this scenic drive. You will later arrive back to the office at approximately 3:45PM, which will mark the end of your tour.

Chianti: Quad Safari with Lunch

5. Chianti: Quad Safari with Lunch

Discover hard-to-reach areas of Tuscany and the Chianti countryside differently aboard a quad bike. Take back unforgettable memories and photos of traditional hamlets, medieval castles, lush vineyards, and more. Tuck into a delicious light lunch surrounded by breathtaking natural scenery. After meeting your guide, settle into an ultra-modern Polaris 6-seater quad bike as your guide takes the wheel, and start your tour of the Chianti Hills. Feel the adrenaline rush of an off-road adventure as you explore areas of Tuscany that can't be reached by other modes of transport. Take in ancient farmhouses, medieval castles, and lovely hamlets. Watch out for wildlife in the forest, then stop for a picnic at lunchtime, completely immersed in nature. Marvel at crystal-clear streams full of fish and drive along windy paths through the Chianti vineyards.

Frequently asked questions about Chianti Hills

What are the best tours to do in Chianti Hills with kids?

What are the best deals and discounts on activities and attractions in Chianti Hills?

What are the most popular museums and exhibitions in Chianti Hills?

Other Sightseeing Options in Chianti Hills

Want to discover all there is to do in Chianti Hills? Click here for a full list.

What people are saying about Chianti Hills

Great day vespa ride is amazing. U get a practice run first before heading out onto quiet roads then lunch and wine tasting after in amazing setting Torciano is a beautiful place. Our group even had opportunity of going on an impromptu helicopter flight. Our vespa guides Sam and lovely younger guy were lovely abd great at videoing and taking photos of all vespa riders. I would recommend for any solo travellers as they are the only vespa ride that offer this to solo travellers. The others need two participants to book. An amazing day will cherish memory.

Since we planned the tour we thought it would be something very special and we would see beautiful landscapes, and it fully met our expectations. Driving these cars was a unique experience and meeting Matias (our guide) with his funny anecdotes, his experience and knowledge of the place, made the ride a real pleasure! Super recommended!

We had a fantastic day with Vincenzo as our guide! He was funny, helpful, taught us a lot about the local wines, olive oil, and history of the local area. We spent a lot of time at the vineyards, olive tree orchard, and had delicious 4 course lunch with wine tasting at a local winery. We highly recommend this tour!

Our tour guide did an awesome job in getting everyone ready for the ride and ensure all safety measures are in place before we headed out for the trip. He is very friendly, attentive and knowledgeable about all things about this wonderful wine country. I will strongly recommend this tour to my friends!

Highly recommended! Best day day of our Florence vacation! Amazing view of Chianti vineyards and hills…great wine and food, cute towns, fun guides. All very well organized! Super consigliato, tour bellissimo con panorami mozzafiato, ottimo cibo e vino, in compagnia di guide simpaticissime.