Cycling Holidays Italy
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    • florence to lucca
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iconic scenery, secret roads, ​​the best of Italy

Road riding in Italy is an experience you will never forget.  We use quiet roads, visiting medieval hilltop towns and villages passing castles, olive groves, lakes and vineyards with the odd cappuccino and ice cream thrown in along the way.  You will ride roads that only a local would know, visiting sites that many tourists will never discover.
Cycling Holidays Italy specialise in bespoke fixed-based tours in Tuscany and Umbria as well point-to-point tours across Italy. 

Your fixed-based tour accommodation will be one of our beautiful, hand-picked authentic villas nestled in the hills of Tuscany or Umbria with fabulous views of the surrounding countryside.

For our point-to-point tours, carefully selected hotels will warmly welcome you after a day in the saddle. 

​Away from two wheels you can relax, take a dip in the pool or simply chill out and savor the stunning scenery.  Fine wine and food, together with our team of local support staff will ensure that you will be expertly cared for throughout your stay. 

​No maps required, just get on your bike and ride! 

​contact us at cyclingholidaysitaly@yahoo.com for more information


​"I cannot recommend Cycling Holidays Italy highly enough.  Leigh’s knowledge of the area is exceptional and he took us on several rides all of which varied greatly in scenery.  Rides were challenging but very doable for us fifty year olds, even in the August heat. ​Leigh knew great places to stop for a quick cappuccino and pastry and helped us out where English wasn't spoken.  Leigh saved us hours of poring over maps and planning routes, he’d even checked the quality of the roads for our bespoke tour on his moped to see if they were suitable for road bikes before we arrived.  ​
We had a truly wonderful cycling experience".
​

click here for more reviews


our fixed-based tours


​Take your riding to a new level with Cycling Holidays Italy. ​​ ​
A cyclist competing in the Giro D'Italia
A group of cyclists riding through the Tuscany hills
Cycling holidays in Tuscany with Cycling Retreats
Cycling around Lake Trasimeno in Italy
One cyclist preparing for his Cycling Retreats holiday tour
Two cyclists riding downhill at Cycling Retreats
Cyclists riding up hill in Tuscany and Umbria
Cycling tours in Tuscany and Umbria
Cyclists preparing for a downhill ride with Cycling Retreats

our point-to-point tours


​Take your riding to a new level with Cycling Holidays Italy. ​​ ​
Picture
One cyclist preparing for his Cycling Retreats holiday tour
One cyclist preparing for his Cycling Retreats holiday tour
One cyclist preparing for his Cycling Retreats holiday tour
One cyclist preparing for his Cycling Retreats holiday tour
Cyclists preparing for a downhill ride with Cycling Retreats
Cyclists preparing for a downhill ride with Cycling Retreats
Cyclists preparing for a downhill ride with Cycling Retreats
Cyclists preparing for a downhill ride with Cycling Retreats

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The safety and protection of your personal data has always been a priority here at Cycling Holidays Italy.  We do not pass any information to third parties, and our email messages are in compliance with data protection law and Privacy and Electronic Communications Regulations As part of our compliance with the new European legislation, which came into form on May 25th 2018, we have updated our privacy policy.
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© Created by Leigh Wright & Diana Flanagan - Owners and Founders: Cycling Holidays Italy & Casa Leana https://www.casaleanatuscany.com/  Tel. 0039 339 4040444. © Copyright 2020.  All rights reserved.
Photo used under Creative Commons from Graham of the Wheels
  • home
    • levels of ability
    • bike rental
    • training program
    • gallery
    • accommodation
    • time out
    • the team
    • prices
    • contact us
    • faq
    • travel information
    • terms and conditions
    • privacy policy
    • Cookie Policy
  • fixed-based
    • churches and chapels
    • waterside
    • giro d'italia
    • the classic
    • lonely planet
    • food and wine
    • head for the sky
    • king of the mountains
    • build your own tour
    • what's included
  • point-to-point
    • coast to coast
    • florence to lucca
    • siena to arezzo
    • arezzo to umbria
    • venice to florence
    • florence to rome
    • florence to cinque terre
    • dolomites
    • what's included
  • reviews
  • myeloma - cycling for a cure