The Heart of Tuscany

Dive into a Renaissance Landscape on this Quintessential Tuscany bicycle tour

Download a Detailed Itinerary

Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:

  • A thorough daily itinerary
  • Details for exact accommodations
  • What to expect
  • Travel planning tips

Please provide your contact information so that we can say “benvenuto”. After submitting the form, you will be able to download the itinerary immediately.

Biking on the Heart of Tuscany tour
Street festival in Tuscany

Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.

  • Van support
  • Guided walking tour of Siena
  • Olive oil tasting
  • Cooking lesson by a local chef
  • 2 wine tastings
  • Expert, bilingual guides
  • Shuttles at the beginning and end of the tour

What’s Included

  • Use of a carbon road bike, fully-equipped with a Garmin Edge Touring GPS
  • Ciclismo Classico jersey
  • Ciclismo Classico water bottle
  • Two water bottle holders
  • Map holder on handlebars and a Garmin Edge GPS
  • Handlebar bag
  • Tire pump
  • Combination bike lock
  • Gel-padded saddle
  • Choice of pedals
  • Card with your tour leaders’ mobile phone numbers

Pedal Options

  • Flat pedals
  • Half-toe pedals (without straps)
  • Toe cage pedals

What’s Not Included

  • Helmet
  • Optional: clipless pedals with shoes
  • Optional: your own saddle
  • All accommodations
  • All breakfasts
  • 3 lunches + 1 picnic
  • 5 dinners

Chianti is a wine practically synonymous with Italy itself, benefiting from an unparalleled terroir that nurtures the best in Italian reds—something you’ll quickly appreciate on our Tuscany cycling adventures. We’ll pedal first to Montalcino, hometown of the most famous Tuscan red, Brunello di Montalcino. We also track through Greve and Panzano, literally immersing ourselves in Chianti along the way!

Complemented by outstanding meals, you’ll also learn from the experts about the finer points of Tuscan cuisine, and its wonderful olive oils. Visiting the homes of renowned local producers (some of whom are your Ciclismo Classico guides), you’ll take part in cooking lessons in authentic Tuscan cuisine. We’ll also visit the UNESCO World Heritage Site of Val d’Orcia and ride the “Crete Senesi,” one of the most beautiful Tuscany bike routes.



May 16-22
Jun 13-19
Sep 5-11
From $4,995 PP
$800 Optional Single Supplement
Any of our tours can be made private. Contact us to learn more.

Confirmed tours are dates that have been selected by us that have a very high probability of reaching the minimum group size for us to run the tour and for you to receive the best Ciclismo Classico experience. These tours are confirmed as much as a year in advance, compared to our regularly scheduled tours which are confirmed around 90 days prior to departure.  When you place your deposit for a confirmed tour, you have the green light to make your pre and post travel plans and even book your flight with our personal guarantee that your tour will run!

Optional Single Supplement

If you are traveling alone, this optional single supplement will guarantee you a room to yourself at each hotel. The cost of a single room is often more than half the price of a shared room, so this additional supplement reflects that increased cost for each night over the course of the trip.

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