Chianti self guided cycling holiday in Italy

£2039 including UK flights
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11 Days
Tailor made
More info
From £1635 - £1769 excluding flights.
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Description of Chianti self guided cycling holiday in Italy

Price information

£2039 including UK flights
Convert currency:
From £1635 - £1769 excluding flights.
Make enquiry

Departure information

This trip has departures every two days throughout April - Oct, please enquire for further details.

Travel guides

Italy cycling
Cycling and Italy are intrinsically linked, with a flash of green, white and red adorning apparel the world over to signify the eternal bond between c...

Holiday information

Travelling by train:
We offer the possibility of travelling by train to and from the UK for this trip and can book this for you if required. Please enquire for further details.


1 Reviews of Chianti self guided cycling holiday in Italy

5 out of 5 stars

Reviewed on 19 Jul 2022 by

1. What was the most memorable or exciting part of your holiday?

The beautiful views of the Tuscan landscape never failed to draw a smile whether it was a daytime view across fields of sunflowers or an evening sunset over the vineyards. The wine tasting experiences were first class and we have many beautiful memories thanks to the passion of the wine makers and their families.

2. What tips would you give other travellers booking this holiday?

I would recommend ditching the half board hotel food option you are offered by the company. We did this early in the booking and did not regret it. We prefer to go out and explore local restaurants and places to eat rather than stay solely at the hotel. Everyone is different though so it depends what you like!

Another tip, if you can afford the extra time off then add in some extra nights at some of the places so you can make the most of the surrounding areas. There is always something to do or see. We often organised vineyard visits with lunch or dinner within a cycle ride of the hotel on those days and they were very much worth it. It is good to have the extra time to appreciate a place rather than a whizz stop tour.

Final tip, don't hesitate to ask the company for the choice of hotels in certain places, the ones they propose initially may not be the ones you would like. Again, everyone is different but you should know there are alternatives!

3. Did you feel that your holiday benefited local people, reduced environmental impacts or supported conservation?

Yes and no! If we had taken the half board option (which is proposed by default) to eat at the hotel in the evening then we would not have been spending our tourist money in the local bars, restaurants and vineyards. Again, it depends on what you like but I personally think its not great to give all your money to the hotels. Our best meals and experiences were, as always, in the smallest family run businesses. The biking between places is obviously good for the environment but transferring the bags between hotels still requires a vehicle so I`m not sure we gained anything on the environmental front.

4. Finally, how would you rate your holiday overall?

It was an unforgettably beautiful bike ride through the Chianti region of Tuscany punctuated with good wine and good food. What's not to like?!

Read the operator's response here:

Thank you for taking the time to feedback your comments. We were pleased to read that you enjoyed some of your best meals were eaten in the smallest family run businesses. Wherever possible we like to offer our customers the choice of either half board if available which are sometimes accommodated at the venue and nearby village restaurants or enjoy the local restaurants located nearby to them. This then offers an opportunity to taste the local specialities on offer, at the same time supporting the local businesses, and ensuring that your money has a positive impact on the communities you visit. We are always looking for ways to improve our sustainability and whenever possible suggest in our newsletters that our partners look towards the future in investing in electric vehicles and thus sharing our passion for improving life for people, places and planet.

Many thanks


Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) holiday so that you can travel knowing it will help support the places and people that you visit, and the planet. Read how below.


Group size:
Having no minimum number means that groups sizes can be small and therefore the trips have less impact on the environment.

Cycling has minimal impact on the environment as you provide most of the energy yourself and, when you’re cycling from village to village, you can enjoy a relationship with locals in a way motorists passing through never can. You get off the beaten track, and you’ll find that people treat you as a visitor rather than a tourist. Also, by cycling independently, and not having to worry about keeping up with a group, you set the pace so you can soak up the sights, sounds and scents of your surrounds and really get under the skin of the place you’re visiting.

We proactively encourage our clients to think about travelling responsibly too: packing light, saving water, buying locally, re-cycling all maps and route notes at the end of their trip as well as to be mindful of not leaving any rubbish behind.

UK Office:
We are well aware of the impact tourism has at home and abroad, and we make every effort to balance the environmental impact of travelling with the immense benefits sustainable tourism can bring to destinations and the people who live there. So we start in the office: we turn off all electrical equipment every night; we use energy-efficient bulbs; we measure print and paper consumption, and re-cycle wherever possible; we print our brochures on paper from sustainable sources, and send them out in bio-degradable packaging.


Leaders & local suppliers:
This ten night holiday has been carefully crafted to cleverly balance cultural highlights and historic treasures with natural beauty and stunningly scenic cycling. It's a perfect choice too if you like the idea of combining timeless countryside cycling with the use of local transport to explore the eternal cities of Siena and Florence on foot. The hotels we've selected for this holiday are among our best, and include a magnificently restored 12th century abbey, a wonderfully renovated, stylish watermill which dates back to the 16th century and belonged to the famous Medici family, and a family-run, traditional hotel overlooking the soaring towers of San Gimignano. As Chianti is synonymous with great food and wine, we've made sure evening meals are a celebration of local flavours throughout. A classic experience of the region. As with all our holidays, we encourage visitors to buy from independently-run shops & establishments where possible, supporting the local people and their families.

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