Tuscany and The Island of Elba

​An Enchanting Island Escape

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.

Bikers on the Tuscany and L'Eroica tour
Pink building in Elba

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.

  • All accommodations
  • Expert, bilingual guides
  • All breakfasts, 3 lunches, 6 dinners.
  • Guided tours of Siena and Volterra
  • 1 wine tasting
  • 1 olive oil producer visit
  • Live music one evening.
  • Post-tour group ferry

What’s Included

  • Use of our exclusive carbon road bike, La Classica Ribelle (or Equivalent Carbon Road Bike)
  • Garmin Edge Touring GPS loaded with the GPX tracks of your rides
  • Two water bottles
  • Saddle bag with repair kit
  • Optional: Map holder on handlebar 

Pedal Options

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

What’s Not Included

  • Helmet
  • Optional: clipless/SPD pedals with shoes
  • Optional: your own saddle
  • All accommodations
  • All breakfasts, 2 lunches, 6 dinners.
  • 1 wine tasting
  • Guided Tours of Siena and Volterra to learn about Etruscans
  • Visit the famous wine villages of Greve, Panzano, Radda, and Gaiole in Chianti and learn all about Sangiovese grapes



May 12-20
Call for availability!
Jun 15-23
Call for availability!
Sep 4-12
Call for availability!
From $6,750 PP 9 days / 8 nights
$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.