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Enjoy a self-guided cycling holiday in Tuscany, on which you pedal from one characterful hotel to the next. We organise luggage transfers and provide you with a high-quality bike and our much-praised route notes and maps, the rest is up to you.
For a holiday that’s about more than cycling, Tuscany is an obvious choice, offering an appealing mix of history, great art and gastronomy. Ours are Slow holidays, so take time out to drink in the panoramas and stroll around hill-top towns. You are not part of a group, meaning your time away is truly yours. You can rely on us to transfer your luggage, to select charming accommodation and to provide precise route notes to guide you to it, so unwind and enjoy…
Some of the best cycling is to be found near Siena – our cycling holidays in central Tuscany reveal quintessential Tuscan landscapes, medieval hill-top towns – including iconic San Gimignano – and family-run vineyards open for tastings. If you prefer to explore off the beaten track, our cycling holiday in Tuscany’s La Maremma province is a better choice. It’s just as rich in history and culture, with the added bonus of unspoiled, sandy beaches.
For further ideas, see our full range of gentle activity holidays in Tuscany.
Travelling from outside the UK?
To give you a good idea of how we can tailor our trips to your individual requirements, take a look at the section of the website specifically devoted to travellers from outside the UK.
How our cycling holidays in Tuscany are graded
The emphasis of our cycling holidays in Tuscany is squarely on leisurely discovery. However, given the undulating countryside, cycling in Tuscany usually involves a few ascents, and our grades reflect this (you can see our grading system below). If you prefer easier cycling, choose La Maremma, or upgrade to an electric (e-)bike.
Easy cycling for all with shorter days mainly on the flat, but some gentle ascents.
Easy-to-moderate cycling featuring undulating routes with more frequent short ascents, and a mix of shorter and longer days.
Moderate cycling with some longer, steady uphill sections, and longer days.
Fairly strenuous cycling featuring longer days with some sustained climbs.
What to expect from your cycling holiday in Tuscany
Like all Inntravel holidays, our cycling holidays in Tuscany revolve around three essential ingredients: idyllic scenery; carefully selected accommodation of character where a warm welcome awaits; and excellent regional cuisine, which in Tuscany includes delicious meat and pasta dishes.
Route notes you can trust
We pride ourselves on providing accurate, comprehensive route guides, which we update constantly so that you can have complete confidence in them. While steering you from A to B, they’ll fill you in about places of interest and local culture, so that you enjoy the richest possible holiday experience – all at your own pace.
Make the holiday your own
An independent holiday means no set start date, no set duration, no set travel arrangements. So tell us if/where you wish to add extra nights, how and from where you’d like to travel (we can book bespoke travel arrangements by air, rail or ferry), and enjoy staying at more intimate hotels and having no fixed timetable as you explore.
Talk to our experts
We’ve amassed a wealth of expertise since we first started back in 1984. Whether you phone or email us, your questions will be answered by friendly experts who share a love of travel and who have experienced our cycling holidays first hand. They’ll be happy to help you choose the cycling holiday that’s best for you.