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Chianti bike tour, visit to San Gimignano and tasting

Chianti bike tour, visit to San Gimignano and tasting

8 hours



From 1 to 7


  • Discover the Chianti area on a pleasant bike tour, accompanied by a local guide.
  • Admire beautiful landscapes and escape the city chaos by immersing yourself in the quiet of the countryside.
  • Visit the medieval village of San Gimignano and enjoy a wine and olive oil tasting at Castello di Poppiano.

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Full description

Discover the Chianti area, just a stone's throw from Florence, for a relaxing day's cycling in the rolling hills of the Tuscan countryside and visit San Gimignano, the splendid medieval village that is a UNESCO heritage site.

A local guide will take you on the most beautiful routes, where you can take magnificent photos and learn about an area of primary importance to the Tuscan wine-growing tradition, ending with an unmissable wine and extra-virgin olive oil tasting.

A 30-km tour at a relaxed pace, to totally immerse yourself in nature and the quiet of the countryside, forgetting for a few hours the worries of everyday life. Set off with us!

What we will do

We will meet at 8:30 a.m. (scheduled departure at 9:00 a.m.) in Florence, meet the guide and the rest of the group (maximum 7 participants) and all together we will move by shuttle bus to the starting point of the bike tour. In about half an hour we will reach Castello di Poppiano, a splendid noble residence of the Guicciardini family. Time to admire the castle from the outside and take possession of the bikes, and we will set off on the route.

We will pedal on the gentle slopes of the Chianti hills, among historic olive groves, lush vineyards, and forests of oak and chestnut trees. The route is 30 km long and will take place mostly away from traffic and surrounded by nature. We will stop at the most scenic spots to take souvenir photos and, having arrived in the valley at the foot of San Gimignano, we will take the shuttle bus up to the village.

We will have 45 minutes to wander the narrow streets of the historic centre, admiring the ancient medieval buildings that make this village unique. For lunch, we can stop at one of the many local trattorias or grab a quick bite to eat and continue the walk (lunch is not included in the participation fee). Afterwards, the shuttle bus will take us back to Poppiano Castle, where an excellent tasting of locally produced wine and oil will be waiting for us.

Around 17:00 the guide will take us back to Florence and we will say goodbye wishing to see each other again for the next relaxing day!

Who it is aimed at

This activity is of an easy level. It is suitable for families, couples, groups of friends, individuals and anyone who is able to tackle a 30 km hilly route by bike. The minimum recommended age is 10 years.

Other information

Attention! Please arrive at the meeting point at least half an hour in advance.

The activity takes place from March to November and is confirmed when there are at least 4 participants.

You can deposit your personal belongings in a safe place before the bike excursion.

If you prefer to move independently, you can meet the group directly at Castello di Poppiano before the bike ride. Report this to the organiser after booking.

Recommended clothing

Comfortable clothing and trainers

Don't forget to bring

  • sunscreen
  • sunglasses
  • spare T-shirt
  • waterproof in case of rain

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What is included

  • Bike
  • Helmet
  • Guide
  • Water bottle
  • Van transfer
  • Wine and oil tasting
  • Lunch

How it works

  • Book
  • Gift
  1. 1
    Send a booking request

    We will only pre-authorise the payment

  2. 2
    Receive confirmation within 48 hours

    In case of confirmation, you will be charged the cost of the activity

  3. 3
    Live your experience

    Enjoy the activity and let us know how it was!

  1. 1
    Buy a gift voucher

    Valid 12 months from the date of purchase

  2. 2
    Choose your preferred date

    Get in touch with the guide with the contact details on the voucher and choose the day for the activity

  3. 3
    Live your experience

    Enjoy the activity and let us know how it was!

Meeting point

Exact location provided after booking

Frequently asked questions

What happens in case of bad weather?

In case of weather conditions that do not allow to carry out the activity safely, you will get a full refund. The guide may propose you an alternative date or time to reschedule the activity. You can freely choose whether or not to accept these proposals. If you cannot reschedule it, we will process a full refund!

If I cancel the reservation, can I get a full refund?

For this activity, the cancellation policy is flexible. You get a full refund if you cancel within 5 days from the activity start date. Within 4 and 3 days from the activity start date you will get a 50% refund. You can find the full policies in the Cancellation Policy section.

What measures are implemented to prevent COVID-19?

All activities on Freedome strictly follow regulations issued at national, regional and federal levels. Sports associations and freelancers commit to carry out activities in full compliance with such regulations, sanitize equipment and environments, and limit their maximum capacity.
Read the full policy

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