Quality roadtrips beyond crazy!
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Stunning Tuscany - Siena

Hopefully we all agree that Tuscany is STUNNING, also if you haven't seen it in real life. SO we could only come up with 1 name for this tour: STUNNING TUSCANY> And you can't really go wrong in Tuscany. Whatever direction you will be heading on a motorcycle ride, you will come across some of the most amazing views on the landscapes with the typical rolling hills and beautiful medieval towns on amazing locations, but also find Tuscany has rich forests and vineyards. With our 3 (!) rides we have in this Stunning Tuscany tour you are sure you won't miss any of those highlights. We have found (and tested) the most amazing roads and stops for you to enjoy Tuscany on your motorcycle. How do Montieri, Volterra, San Gimignano, Montalcino, Pienza and Florence sound to you? And this all with the beautiful, but also very enjoyable city of Siena as the central point! Which means we also have tips on What to do and Where to stay in Siena. So, what are you waiting for? Go explore Stunning Tuscany!

When you add 1 or more rides of this Battle of the Somme tour to your account, you will get access to our information on Arras in your account. The e-book holds a list of recommended accommodation – all with suitable parking for your bike - and in the video we show you our favourite ones so you can quickly chose your accommodation. If you want to support us to keep supporting you, we do ask you to book the accommodation via the links that we provide as an affiliate of Booking.com here and in the e-book.

Recommended hotels:

Stunning Tuscany ride 1

  • Montieri
  • Volterra
  • San Gimignano
Distance: 210 km (130 miles)
Start with ride 1

In this ride 1 we are going West of Siena for some very nice riding through the rolling hills ánd forests of Tuscany with some stops at true Tuscan highlights! A Coffee stop in the medieval Montieri surrounded by forests of chestnuts, lunch in Volterra, claimed to be one of the most beautiful towns, and a last stop in the medieval Manhattan: San Gimignano. With all the nice riding in between!

Stunning Tuscany ride 2

  • Montalcino
  • Val d'Orcia
  • Pienza
Distance: 190 km (120 miles)
Start with ride 2

If you think you will have seen the best parts of Tuscany and the most beautiful medieval towns with just ride 1…think again! With this ride 2 we are going to explore the part of Tuscany South East of Siena and the famous Val d'Orcia. This is where you will get those postcard views! We will be doing what we think is one of the most beautiful parts to ride here in Tuscany with those amazing views. For coffee and lunch stops we are going to some of the most beautiful towns in the area: Montalcino and Pienza! And topping it of with riding through the Crete Senesi. We are really excited about this ride and rated it the highest we can. So if you are in this area, at least do this ride. You won't be sorry!

Stunning Tuscany ride 3

  • Monteriggion1
  • Firenze
  • Greve in Chianti
Distance: 160 km (100 miles)
Start with ride 3

All our tours have at least 2 rides, but as we LOVE riding in Tuscany we do have a 3d ride here. It is the shortest ride of the 3 as we have a very special lunch stop where you'd probably want to spend some time as well. But we can say the ride is short, but sweet with still very nice riding to do, especially when we're exploring the chianti area on the way back from ....... FLORENCE!!!

FREE rides

You can choose to do 1, 2 or (if available) 3 rides of a tour. You can add all rides to your account for FREE.

Quazy Rides roadtrip contents

GPX file

GPX/ITN files (a route, total track and tracks per part for GARMIN, TomTOM and BoomBox) of all the rides and connecting routes.


Informative videos of the central points and highlighted accommodation of our tours and of the rides.


E-books of the tours, including recommended accommodation, and the rides.


Several checklists to prepare your motorcycle holiday.

”How to” video

Different “How to” videos to help you on your way.