Bike Across Sicily
An authentic adventure in search of Sicily's hidden gems.
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- A thorough daily itinerary
- Details for exact accommodations
- What to expect
- Travel planning tips
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The largest island of the Mediterranean, Sicily is a millennial crossroad for dozen civilizations, the cradle of western world culture, and celebrated by poets, painters, and film directors. On this exclusive Ciclismo Classico bicycle tour, we invite our guests to experience by bike an even more intimate vision of this miracle of Nature and Men. Bike Across Sicily covers the entire Island: West to North and South to East linking popular and famous towns like Trapani, Cefalù, Ragusa, and Siracusa using an incredible network of secondary roads. Every day you’ll see completely new landscapes, deserted valleys and lush forests, rocky peaks, and sandy beaches, and villages that seem so old that it is hard to find where the man-made bricks and the stones of the mountains meet. You’ll dine on delicious local cuisine that was grown and harvested in the rich soil farmed for centuries by hard-working people who love and celebrate their ancient land in music, festivals, and art. You will be inspired and overjoyed by our Sicilian hosts who we will meet at every turn, whose warm welcome, lively traditions, food, and endearing culture will add an unforgettable layer to your cycling journey across one of the most beloved islands in the world.
Tour Essence
- Climb to Erice, one of the most ancient villages of Sicily, according to the legend founded by Troyan refugees, and enjoy the view over most of Western Sicily.
- Enjoy two UNESCO “intangible cultural heritage”: Mediterranean diet and dry stone walls.
- Ride remote roads with almost no cars, on three regional parks.
- Explore Cefalù, a UNESCO heritage site, and visit its magnificent Duomo.
- Swim in crystal-clear Mediterranean waters.
- Stay in an ancient “tonnara”, the tuna fishing headquarters and learn about a fishing technique that has not changed in more than a thousand years.
- Sample the delicious Sicilian “fish couscous” imported by nobles in 1700 from nearby North Africa.
- Stay in Ragusa, the Capital of Baroque architecture, and the set for many movies and famous TV series.
- Learn about the traditional “Modica” chocolate, an original recipe that comes straight from the Aztecs and has never been changed.
- Arrive in Siracusa, a Greek city where the layers of centuries are as evident as nowhere else: Greeks, Romans, Byzantines, Jews, Arabs, Normans.
- Discover lesser-known corners of Sicily: the Belice, destroyed by a terrible earthquake 60 years ago, the Madonie, mountains where time has stopped, and people live up to 100 years, and the geographical center of Sicily, the Enna district, the granary of Italy.
- Savor authentic local cuisine and wines.
What to Expect
Terrain
Rolling hills and mountainsStart Location
TrapaniEnd Location
Siracusa OrtigiaMileage
Average Daily: 46 miles Total: 428 milesElevation
Average Daily: 4,262 ft Total: 34,100 ftOnce 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
- Cycling clinics
- Ciclismo jersey
- Cultural visits and museums
- Group shuttle to the train station on the last day of the tour
What’s Included
- Use of our exclusive carbon road bike, La Classica Ribelle (or Equivalent Carbon Road Bike)
- Garmin Edge Explore 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
- 1 lunch
- 7 dinners
- Climb to Erice, one of the most ancient villages of Sicily, according to the legend founded by Troyan refugees, and enjoy the view over most of Western Sicily.
- Enjoy two UNESCO “intangible cultural heritage”: Mediterranean diet and dry stone walls.
- Ride remote roads with almost no cars, on three regional parks.
- Explore Cefalù, a UNESCO heritage site, and visit its magnificent Duomo.
- Swim in crystal-clear Mediterranean waters.
- Stay in an ancient “tonnara”, the tuna fishing headquarters and learn about a fishing technique that has not changed in more than a thousand years.
- Sample the delicious Sicilian “fish couscous” imported by nobles in 1700 from nearby North Africa.
- Stay in Ragusa, the Capital of Baroque architecture, and the set for many movies and famous TV series.
- Learn about the traditional “Modica” chocolate, an original recipe that comes straight from the Aztecs and has never been changed.
- Arrive in Siracusa, a Greek city where the layers of centuries are as evident as nowhere else: Greeks, Romans, Byzantines, Jews, Arabs, Normans.
- Discover lesser-known corners of Sicily: the Belice, destroyed by a terrible earthquake 60 years ago, the Madonie, mountains where time has stopped, and people live up to 100 years, and the geographical center of Sicily, the Enna district, the granary of Italy.
- Savor authentic local cuisine and wines.
2025
Start Location
TrapaniFly Into
RomeEnd Location
Siracusa OrtigiaFly Out Of
RomeTrapani
Meals Provided
Lunch, DinnerAverage Mileage
8/16 milesElevation Gain
919/2300 ftMeals Provided
Lunch, DinnerAccommodations
La Tonnara di Bonagia Resort
Located in the middle of paradise, La Tonnara di Bonagia Resort overlooks the spectacular Monte Cofano. The resort is located where the tuna fishers, known as tonnarotti, would arrive at the end of the afternoon with fresh tuna after a hard day’s fishing at sea. They are the inspiration for the decoration and design of the spaces, creating an environment where marine elements combine with Majolica pieces, and authentic ceramics hand-painted by the province’s residents. La Tonnara di Bonagia will stimulate all your senses. The resort offers a swimming pool with wonderful coastal views, private beach area, the tower museum, tennis courts and football pitches, a lounge bar, water activities, and more!
Sambuca Di Sicilia
Meals Provided
Breakfast, DinnerAverage Mileage
50/69 milesElevation Gain
4900/6300 ftMeals Provided
Breakfast, DinnerAccommodations
Don Giovanni Hotel
Surrounded by olive groves and vineyards, the Don Giovanni Hotel offers an outdoor pool with a hydromassage area, and air-conditioned rooms with Sicilian countryside views. Offering free WiFi, the rooms are housed in a traditional stone farm building, and are decorated in a country style with tiled floors.
Alia
Meals Provided
Breakfast, DinnerAverage Mileage
59 milesElevation Gain
5600 ftMeals Provided
Breakfast, DinnerAccommodations
Dara Guccione
A farmhouse in one of the most fascinating and unspoiled areas of Sicily. Stay in comfortable and welcoming independent houses, furnished with all comforts. A swimming pool, sauna, and massage room are also available.
Cefalù
Meals Provided
BreakfastAverage Mileage
67 milesElevation Gain
4,100 ftMeals Provided
BreakfastAccommodations
Riva del Sole
Within walking distance from the historic center, Hotel Riva del Sole fascinates tourists coming from all over the world, bewitched by the crystal clear sea on which the structure overlooks and satisfied by the first-class services that the staff is always ready to offer.
Cefalu REST DAY
Meals Provided
Breakfast, DinnerMeals Provided
Breakfast, DinnerAccommodations
Riva del Sole
Within walking distance from the historic center, Hotel Riva del Sole fascinates tourists coming from all over the world, bewitched by the crystal clear sea on which the structure overlooks and satisfied by the first-class services that the staff is always ready to offer.
Petralia Soprana
Meals Provided
BreakfastAverage Mileage
37 milesElevation Gain
4862 ftMeals Provided
BreakfastAccommodations
Hotel Residenza Petra
Set 3,764 feet above sea level in the medieval town of Petralia Soprana, Hotel Residenza Petra is a renovated baronial building that preserved some parts of the original architecture and the “arte povera” period style. It offers classic-style rooms featuring original stone walls and rustic furniture.
Piazza Armerina
Meals Provided
Breakfast, DinnerAverage Mileage
50 milesElevation Gain
4403 ftMeals Provided
Breakfast, DinnerAccommodations
Villa Trigona
The 4-star Villa Trigona is an 18th-century building in beautiful countryside less than 0.6 mi from Piazza Armerina. Once home to Sicilian nobles, Villa Trigona’s elegant rooms and lounges still contain antiques and have lovely countryside views. On-site, you can find a lounge with an old fireplace, a small library, and a TV room. Stroll through the Villa’s idyllic gardens, pinewoods, and olive groves, or play bowls, table tennis, or board games. An outdoor pool with hydromassage is available.
Ragusa
Meals Provided
Breakfast, DinnerAverage Mileage
63 milesElevation Gain
4200 ftMeals Provided
Breakfast, DinnerAccommodations
A.D. 1768 Boutique Hotel
Located at the heart of Ragusa Ibla, the 4-star A.D. 1768 Boutique Hotel, offers a historic yet contemporary stay inside the 18th-century Baroque Partition house. The hotel stands out with a privileged position alongside the cathedral and the Piazza Duomo.
Ragusa REST DAY (optional ride)
Meals Provided
BreakfastAverage Mileage
42 miles (Optional Ride)Elevation Gain
3600 ftMeals Provided
BreakfastAccommodations
A.D. 1768 Boutique Hotel
Located at the heart of Ragusa Ibla, the 4-star A.D. 1768 Boutique Hotel, offers a historic yet contemporary stay inside the 18th-century Baroque Partition house. The hotel stands out with a privileged position alongside the cathedral and the Piazza Duomo.
Siracusa Ortigia
Meals Provided
Breakfast, DinnerAverage Mileage
51 milesElevation Gain
3020 ftMeals Provided
Breakfast, DinnerAccommodations
Grand Hotel Ortigia
Located in an ideal position to immerse yourself in the magical atmosphere of the natural Island of Ortigia, the 5-star Grand Hotel Ortigia was built in the late nineteenth century and has kept its original charm, architectural lines, and attractive Liberty style. Enjoy the rooftop terrace with panoramic views of the sea and the elegant and spacious rooms, or relax in the beautiful spa.