La Bella Sicilia

Ancient Sicily and the Dreamy Aeolian islands

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.

Boy jumping off boat in La Bella Sicilia
Tomatoes in La Bella Sicilia

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
  • Expert, bilingual guides
  • 2 wine tastings
  • Walking tour of Ragusa and Siracusa, UNESCO World Heritage sites
  • Boat ride with locals to remote turquoise coves
  • Hike up Mt. Etna
  • Shuttles at beginning, during and at the end of the tour

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

Come with us on this unique tour by bicycle and enjoy Sicily’s rich culture and warm people. Hike, swim, and bike where the movie “Il Postino” was filmed and enjoy traditional Sicilian food, wine, and music, while stopping each night at a luxury hotel. Sicily boasts some of the finest examples of Greek architecture in the world, and we’ll explore its most spectacular sites as we ride through Ragusa, Siracusa, San Giovanni la Punta and more. A ride up into the remote and haunting Altopiano Ibleo area, a visit to the exquisite Villa Donnafugata, and the spectacular views from Taormina are just a few of the many highlights of this Sicilian bike trip. Finally, we’ll board a boat to continue our journey on the Aeolian Islands of Lipari, with its deep caverns, steep cliffs, and splendid views, and Salina, which we’ll explore on a bicycle while learning about its fascinating ancient history.



May 8-16
For Private Groups Only
Sep 26-Oct 4
Sold Out
Oct 17-25
Oct 30-Nov 7
Sold Out


Apr 18-26
May 15-23
Jun 5-13
Sep 19-27
Oct 16-24
Oct 25-Nov 2
From $6,845 PP 9 days / 8 nights
From $6,895 PP 9 days / 8 nights
$1,575 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.