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Self Guided Bike Tours

Discover the Italian countryside at your own pace with our self guided bike tours in Tuscany. These pre-crafted tours are designed for riders who want the freedom of exploring on their own, with the peace of mind that comes from knowing everything is organized for you.

From the vineyard-covered hills of Chianti to the timeless streets of Pienza, each ride is an invitation to immerse yourself in the landscapes, culture, and flavours of Tuscany. And if you’re looking to expand beyond Italy, we also offer a stunning self-guided cycling adventure in Mallorca — perfect for those who dream of pedalling along Mediterranean coastlines.

What We Love About a Self Guided Bike Tour

A self guided bike tour in Tuscany offers the best of both worlds: independence and support. You ride at your own pace, stopping where and when you like, while we handle the logistics behind the scenes.

  • Freedom & Flexibility – Start your day when you’re ready and ride at a rhythm that suits you.
  • Luggage Transfers Included – We move your bags from hotel to hotel so you can simply enjoy the ride.
  • Route Guidance – You’ll receive detailed maps, a Garmin with GPS files, and route notes to keep you confidently on track.
  • Premium Hotels – Each night, relax in handpicked boutique accommodations chosen for their comfort, character, and authentic Tuscan charm.
  • Full Support – While you ride independently, our team is always a phone call away if you need assistance.

This style of travel is perfect for couples, families, and groups who want to soak up Tuscany’s beauty without the structure of a guided group.

How It Works

  1. Meet at the designated starting point for your tour.
  2. Receive a professional bike fitting, detailed route briefings, and GPS directions.
  3. Start riding! Each day, you’ll cycle between towns while your luggage is transferred to your next hotel.
  4. Arrive at your destination, where your bags will already be waiting in your room.
  5. Enjoy authentic accommodations, daily breakfasts, and the freedom of travelling at your own pace.

Included

  • Boutique accommodations in hand-picked hotels
  • Daily breakfast
  • Luggage transfers between hotels
  • Detailed route briefings, maps, and GPS files
  • A Bikeriding Tuscany water bottle
  • Drop-off and pick-up for bike rentals if needed

Not Included

  • Bike rental (available at additional cost)
  • Lunches and dinners
  • Local city taxes (€2–4 per night)

What’s Included

Popular Destinations

Our Self Guided Bike Tours

Explore Tuscany your way with one of our carefully designed itineraries:

See you in the saddle!

Ready to Ride?

Our self guided bike tours in Tuscany combine independence with comfort, giving you the chance to cycle like a local while knowing everything is taken care of. Whether you dream of winding Tuscan roads or a Mediterranean island escape, we’ll help you create an unforgettable journey.

Testimonials

Client testimonials

Real travelers. Real stories. Real opinions to help you make the right choice.

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Rutger Vlek profile picture
Rutger Vlek
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Two unforgettable days riding from Castello del Calcione to Florence with Luigi and Sara of Bike Riding Tuscany. Day one was gravel roads through the Tuscan hills with stunning views (~65 km, 1,000 m); day two upped the ante with singletrack through the woods and a descent into Florence (~65 km, 1,000 m). Luigi and Sara make it — warm, fluent in English, and local, so you ride with a steady stream of stories about the area. One guides while the other supports, then they swap, so you get to know both. Excellent e-MTBs, flawless logistics, and lunches at simple, authentic trattorias with great food. Perfect for fit, experienced riders — you don't need to be a technical specialist; they pitch it just right and look after you throughout. Grazie, Luigi and Sara — we'll be back! — Rutger & Krik
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Chuck Hoffman profile picture
Chuck Hoffman
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Gigi and Sara are AWESOME! So nice and helpful. They definitely know what they are doing and have your back all the way! They are also so much fun to be around. I highly recommend you book them!
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Debra Pandoli profile picture
Debra Pandoli
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An amazing experience! For a first time rider, it was the thrill of a lifetime. Could not have done it without the patience of the professional staff.
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Nick Mallabar profile picture
Nick Mallabar
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Luigi and Sara offer the best local knowledge and friendly service for bike tours in Tuscany. We hired gravel bikes for 4 days and were provided with great routes covering all the best bits. Nothing was too much trouble. Highly recommended.
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Keith Donne profile picture
Keith Donne
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We have just returned home from a fantastic, self-guided gravel biking trip with Bikeriding Tuscany. We organised flights and transfers, Luigi and Sara at Bikeriding Tuscany organised a superb spa hotel (B&B) in Rapolano and provided four, customised one-day routes of 80-103k, plus Canyon Grizl gravel bike rental. Luigi and Sara provided an outstanding, friendly and caring service to ensure our trip was memorable and we could not have asked any more from them. I wholeheartedly recommend Bikeriding Tuscany and we plan to do another trip with them next year!
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Benny Zaken profile picture
Benny Zaken
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Sara and Luigi. What a team, we had the most wonderful experience meeting them at Bikeriding Tuscany. Gigi aka Luigi had the bikes ready for us when we arrived with a wonderful guide Sara that Gigi call "a beautiful Lady" (she truly is) we had so much fun riding with her and she is extremely knowledgeable about the region , both are very proud of what they do and proud to be from Toscana. I strongly recommend this shop that have all kind of bikes, road bikes gravel bike and E bikes.that come with the excellent service they provide, they have all your biking needs well maintained and well organized.when you say good bye you leave like you know them for a long time. I know in 2027 we are going back with a group and we will be using their services.
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Patrizia de Angelis profile picture
Patrizia de Angelis
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Whatever type of riding you want to do in Tuscany and other destinations in Italy and beyond, Luigi and Sara will find the perfect bike and the best ride for different levels of riders. The courses we did - Strade Bianche, Eroica & leasurely sightseeing - thanks to their helpful tips and high quality bikes were fabulous. Luigi and Sara are not only knowledgeable and professional, they are just truly nice people! Surely we will be riding with you again soon!
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William profile picture
William
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Goated bike rental. Luigi is the man. Super friendly, great advices and good vibes. Bike in tip top condition (2 Grizl, 2 Grails). Picked up the bikes in the morning, and brought them back in the evening. Smooth, efficient. Will go again if i need to rent a bike in the area.
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Wesley profile picture
Wesley
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Luigi from BikeRiding Tuscany saved my participation in the Gran Fondo Strade Bianche with a quick and difficult repair to my bike. I am extremely grateful for his expertise.
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Antonio Marra profile picture
Antonio Marra
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I’ve rent a bike to partecipate to the Strade bianche race. The bike was very nice and Luigi offered a great service (additionally he is a very friendly guy). Highly recommended