Tours/Florence/Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500
Viator · Private tour

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

5.0(8)Florence1 hour
TRIPADVISOR5.0(8)

Description

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart of Tuscany and around San Gimignano, perfect for celebrations!

Tour Options

From Florence
  • Duration: 7 hours Starting point: Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy
From Chianti
  • Duration: 4 hours Starting point: Tuscany on Wheels - Tours in & from San Gimignano, Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy

Itinerary

Admission included40 min

We will meet at the "P" parking sign in "Piazza della Calza" by Porta Romana, near "San Giovanni Battista della Calza" at 9:45am, ready for a 10:00am start. The drive to the Chianti by our shared bus/van will take about an hour, during which your guide will outline the day's itinerary and share fascinating insights about Tuscany’s history, culture, and landscapes.

15 min

11:00am - Reach our office in the heart of Chianti, just 10 km from San Gimignano where you will begin your exclusive, private Fiat 500 tour. Your wonderful guide will welcome you and venture then through the panoramic roads of Tuscany and the Chianti hills where you will 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.

60 min

This exclusive, bespoke tour takes you deep into the renowned Chianti Classico region, away from the usual routes, for an intimate exploration of Tuscany. Enjoy charming round-trip transportation with a knowledgeable local guide. Glide along winding roads through rolling hills, medieval villages, and lush olive groves, showcasing Tuscany’s stunning beauty.

90 min

Finally, stop at our favorite local winery for a "grand mama" lunch prepared by the nonna and her family, who own the property. After touring the winery and learning about the winemaking process and their selection, sit down and enjoy a typical Tuscan lunch featuring antipasti and fresh pasta or lasagna, all paired with delicious wine.

60 min

After lunch, hop on the iconic vehicle again and enjoy the views that will take you to world reknown Medieval village of San Gimignano. Here you will have one hour of free time to explore at your own pace. Stroll through the charming streets, admire the tower-filled skyline, and treat yourself to gelato from a world-champion producer. After your visit, you will board the shared bus/van from San Gimignano for the return journey to Florence.

60 min

The journey back to Florence will take approximately an hour. You'll be dropped off at the starting point, with a camera full of photos. Back to Florence at 5:00 pm Unlike other tours, we delve & drive into the heart of Chianti and not around the city, offering a truly immersive and unique experience.

Highlights

1H stop in San Gimignano
Traditional Tuscan lunch based on Antipasti Toscani (bruschetta, pecorino cheese, Tuscan cured meat), Lasagna with truffle oil, traditional Ribolita bread Soup and Cantuccini biscuits as dessert.
Visit a local vineyard
Roundtrip private transportation on Vintage Fiat 500
Return Transfer from Florence by shared bus or van
Your local & informative tour leader & driver

What's included

Included
1H stop in San Gimignano
Traditional Tuscan lunch based on Antipasti Toscani (bruschetta, pecorino cheese, Tuscan cured meat), Lasagna with truffle oil, traditional Ribolita bread Soup and Cantuccini biscuits as dessert.
Visit a local vineyard
Roundtrip private transportation on Vintage Fiat 500
Return Transfer from Florence by shared bus or van
Your local & informative tour leader & driver
Not included
Pick up & drop off (on request)
Customization of the experience (on request)
Tips

Traveller Ratings

5.0
8 reviews
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8
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Important Information

  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels
  • Not recommended for people over 6 ft 6 in (200 cm) & people over 200 lbs (91 kg)

Reviews(8)

9
919harrietr
July 3, 2026
Amazing authentic experience!

Incredible experience. Booked as part of our honeymoon adventures and Tuscany on Wheels was just the perfect authentic Italian experience. Alessandro was an incredible tour guide, full of knowledge, welcoming and a perfect guide. Highly recommend! Thank you! X

Operator response

Thank you so much for your wonderful review! We’re delighted that Tuscany on Wheels was part of your honeymoon and gave you the authentic Italian experience you were hoping for. It’s especially lovely to hear that Alessandro, your tour leader, made you feel welcome and shared his knowledge throughout the day. We’ll be sure to pass along your kind words to him. Thank you for recommending us, and we wish you both a lifetime of happiness and many more unforgettable adventures together!

T
tlI1348TQ
June 16, 2026
A Must-Do for Families Visiting Tuscany!

A Must-Do for Families Visiting Tuscany! ⭐⭐⭐⭐⭐ If you’re travelling through Tuscany with kids, do yourself a favour and book a tour with Alessandro from Tuscany on Wheels. Alessandro is an exceptional guide who brings the history of the region to life through entertaining stories, local legends, and plenty of humour. His passion for Tuscany is infectious, and his love of Vespas adds an extra layer of authentic Italian charm to the experience. What impressed us most was how patient and inclusive he was with our son. He took the time to involve him throughout the tour and made sure he was having fun while learning about Tuscany’s incredible history and culture. His stories were perfectly pitched for both adults and children, making the tour engaging from start to finish. Alessandro’s enthusiasm, local knowledge, and genuine love for the region made our day unforgettable. He played a huge part in making our visit to Tuscany so memorable. Highly recommended for families and anyone wanting a fun, personal, and uniquely Tuscan experience.

Operator response

Thank you so much for taking the time to share such a thoughtful review! We’re truly delighted to hear that your family had such a memorable experience with your tour leader Alessandro. It’s wonderful to know that his stories, humour, local knowledge, and passion for Tuscany brought the region to life for both the adults and your child. We’re especially happy to hear how patient and inclusive he was, ensuring that your child felt involved and enjoyed the experience throughout the day. Your kind words and recommendation mean a great deal to us, and we will be sure to share them with Alessandro. We hope to welcome your family back to Tuscany again in the future!

Z
Z8337JPsarahm
June 16, 2026
Fiat 500 tour

Excellent tour, awesome guide in Alessandro-very knowledgeable and engaging especially good with our 10 yr old. Would very much recommend

Operator response

Thank you so much for your wonderful review! We’re delighted to hear that you had such an excellent experience with your tour leader Alessandro. It’s especially lovely to know that his knowledge and engaging manner made the tour enjoyable for your 10-year-old as well. We truly appreciate your recommendation and will be sure to share your kind words with him. We hope to welcome you back to Tuscany again in the future!

N
N2412EPmikew
May 15, 2026
Great Tuscany tour!

Tour was WONDERFUL with great wine, beautiful countryside, and a super great tour guide, Alex!

Operator response

Thank you so much for your wonderful review! We are delighted to hear that you enjoyed the beautiful Tuscan countryside, the wine tasting experience, and your time on the tour. We will be especially happy to share your kind words with your tour leader Alessandro, who will be thrilled to know that he helped make your day so memorable. Thank you for choosing to travel with us. We hope to welcome you back to Tuscany again in the future for more unforgettable experiences!

C
Cindy A
September 26, 2025
Great tuk tuk and Fiat tour.

We were a family of 4 adults and took the tuk tuk and the fiat tour with Valentina and Allessandro and had a wonderful time. The stops were scenic and the wine tasting and lunch were fantastic. We were happy to have some free time in San Gimignano to shop and wander around. Overall, very happy with this experience.

Operator response

thank you so much for your review about our Tuscan Hills & San Gimignano by Exclusive Vintage Fiat 500! It's lovely to know that you had a great time exploring Tuscany on a Fiat 500 and the tuk tuk! San Gimignano is a real gem and we're glad you appreciated it with its charming streets and amazing views!

3
365trinityv
June 4, 2025
Best tour ever!!!!!

BEST VESPA TOUR EVER!!!! I had so much fun on this tour and loved the beautiful scenery we got to drive through. Our tour guide was amazing and provided many facts on the history of the region! He was a pleasure to spend the day with! I also just loved riding the Vespa! It truly was a once in a life time type of tour! I highly recommend!

Operator response

Thank you so much for review our Exclusive Vintage Fiat 500 Tour Through Tuscany! It is wonderful to know that you had an amazing experience going through the Tuscan countryside discovering new things about our city! Thank you again for joining our tour!

Q
Q38WQnathanw
June 4, 2025
Amazing!

We had so much fun with our guide Alessandro! The views were amazing and the winery experience was top notch! Really enjoyed riding our Vespa across the country side! #VespaBrotherhood

T
torif448
May 29, 2025
Great experience!!

So much fun!!! Highly recommend! Great ride through the hills and amazing winery. The check in and testing part takes a minute if a big group so plan accordingly but very worth it!

Operator response

Thank you for your words about our Exclusive Vintage Fiat 500 Tour Through Chianti hills! It was great that you enjoyed the Tuscan experience! Hope to meet you again around Italy!

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