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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Sicily has been a millennia-old crossroads, the cradle of Western culture, and a land celebrated by poets, painters, and filmmakers. On this exclusive Ciclismo Classico bicycle tour, we invite our guests to experience an even more intimate vision of this miracle of nature and human history—by bike. Spanning the entire island from west to north and south to east, Bike Across Sicily connects iconic towns like Trapani, Cefalù, Ragusa, and Siracusa through an incredible network of scenic secondary roads. Each day brings a new landscape—deserted valleys, lush forests, rocky peaks, sandy beaches, and ancient villages so timeless that the line between man-made structures and natural stone seems to disappear. Along the way, you’ll be welcomed by warm-hearted Sicilian hosts, whose vibrant traditions vibrant, world-class cuisine, and rich culture 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 Sicily’s most ancient villages, said to be founded by Trojan refugees, and enjoy the view over most of Western Sicily
- Experience two UNESCO “intangible cultural heritage” traditions: the Mediterranean diet and dry stone walls
- Ride along remote roads with almost no traffic through three regional parks
- Explore Cefalù, a UNESCO heritage site, and visit its magnificent Norman Duomo
- Swim in the crystal-clear waters of the Mediterranean
- Stay in a historic tonnara, a centuries-old tuna fishing hub, and discover a thousand-year-old fishing tradition.
- Savor Sicilian “fish couscous,” a dish introduced by nobles in the 1700s from North Africa
- Stay in Ragusa, the Capital of Baroque Architecture and a famous film and TV location
- Learn about the traditional “Modica” chocolate, an original recipe from the Aztecs
- Arrive in Siracusa, where Greek, Roman, Byzantine, Jewish, Arab, and Norman history converges in its streets and monuments
- Discover Sicily’s hidden gems: Belice Valley, reshaped by a devastating earthquake; the timeless Madonie Mountains, where many live to 100; and Enna, the island’s geographical heart and Italy’s historic granary.
- Savor authentic Sicilian cuisine and local wines
What to Expect
Terrain
HillyStart Location
TrapaniEnd Location
Siracusa OrtigiaMileage
Average Daily: 45 miles Total: 425 milesElevation
Average Daily: 4,000 ft Total: 35,500 ft


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
- 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 Sicily’s most ancient villages, said to be founded by Trojan refugees, and enjoy the view over most of Western Sicily
- Experience two UNESCO “intangible cultural heritage” traditions: the Mediterranean diet and dry stone walls
- Ride along remote roads with almost no traffic through three regional parks
- Explore Cefalù, a UNESCO heritage site, and visit its magnificent Norman Duomo
- Swim in the crystal-clear waters of the Mediterranean
- Stay in a historic tonnara, a centuries-old tuna fishing hub, and discover a thousand-year-old fishing tradition.
- Savor Sicilian “fish couscous,” a dish introduced by nobles in the 1700s from North Africa
- Stay in Ragusa, the Capital of Baroque Architecture and a famous film and TV location
- Learn about the traditional “Modica” chocolate, an original recipe from the Aztecs
- Arrive in Siracusa, where Greek, Roman, Byzantine, Jewish, Arab, and Norman history converges in its streets and monuments
- Discover Sicily’s hidden gems: Belice Valley, reshaped by a devastating earthquake; the timeless Madonie Mountains, where many live to 100; and Enna, the island’s geographical heart and Italy’s historic granary.
- Savor authentic Sicilian cuisine and local wines
2025
Start Location
TrapaniFly Into
Palermo - Falcone Borsellino Airport (PMO)End Location
Siracusa OrtigiaFly Out Of
Catania-Fontanarossa Airport (CTA)Trapani
Meals Provided
Lunch, DinnerAverage Mileage
10 / 15 milesElevation Gain
900 / 2,300 ftRiding Terrain
Hilly with one long climb on the extra-loopMeals Provided
Lunch, DinnerAccommodations
La Tonnara di Bonagia Resort
Perched in paradise, 4-star La Tonnara di Bonagia Resort overlooks Monte Cofano, standing where tonnarotti once brought in fresh tuna after long days at sea. Inspired by this heritage, its decor blends marine elements, Majolica tiles, and hand-painted Sicilian ceramics. The resort offers a pool with stunning coastal views, a private beach, the Maritime Activities Museum, tennis courts, football pitches, a lounge bar, and water activities—ensuring a truly immersive Sicilian experience.
Sambuca Di Sicilia
Meals Provided
Breakfast, DinnerAverage Mileage
50 / 70 milesElevation Gain
4,900 / 6,300 ftRiding Terrain
Hilly with several climbsMeals Provided
Breakfast, DinnerAccommodations
Don Giovanni Hotel
Surrounded by olive groves and vineyards, the 4-star Don Giovanni Hotel is a serene retreat in a beautifully restored traditional stone farmhouse. Guests can unwind in the outdoor pool with a hydromassage area while enjoying breathtaking views of the Sicilian countryside. The air-conditioned rooms, designed in an elegant country style with tiled floors, blend rustic charm with modern comfort for a truly authentic stay.
Alia
Meals Provided
Breakfast, DinnerAverage Mileage
60 milesElevation Gain
5,600 ftRiding Terrain
Rolling HillsMeals Provided
Breakfast, DinnerAccommodations
Dara Guccione
Dara Guccione is a charming farmstead in one of Sicily’s most unspoiled and captivating regions, where comfort meets tradition for a truly relaxing retreat. Guests will unwind in cozy, well-appointed independent houses designed for ultimate comfort. The property also features a swimming pool, sauna, and massage room.
Cefalù
Meals Provided
BreakfastAverage Mileage
65 milesElevation Gain
4,100 ftRiding Terrain
Rolling HillsMeals Provided
BreakfastAccommodations
Riva del Sole
Just a short walk from Cefalù’s historic center, the 4-star Hotel Riva del Sole captivates visitors with its breathtaking seaside views and exceptional hospitality. Overlooking the crystal-clear waters of the Mediterranean, this charming retreat offers first-class services and warm, attentive staff, ensuring an unforgettable stay.
Cefalù REST DAY
Meals Provided
Breakfast, DinnerMeals Provided
Breakfast, DinnerAccommodations
Riva del Sole
Just a short walk from Cefalù’s historic center, the 4-star Hotel Riva del Sole captivates visitors with its breathtaking seaside views and exceptional hospitality. Overlooking the crystal-clear waters of the Mediterranean, this charming retreat offers first-class services and warm, attentive staff, ensuring an unforgettable stay.
Petralia Soprana
Meals Provided
BreakfastAverage Mileage
35 milesElevation Gain
4,900 ftRiding Terrain
Hilly with sustained climbsMeals Provided
BreakfastAccommodations
Hotel Residenza Petra
Set at 3,764 feet above sea level in the medieval town of Petralia Soprana, Hotel Residenza Petra is a charming 3-star retreat housed in a renovated baronial building. Thoughtfully restored, it retains elements of its original architecture and the “arte povera” period style, blending historic character with modern comfort. Guests can unwind in classic-style rooms adorned with original stone walls and rustic furnishings.
Piazza Armerina
Meals Provided
Breakfast, DinnerAverage Mileage
50 milesElevation Gain
4,400 ftRiding Terrain
Rolling hillsMeals Provided
Breakfast, DinnerAccommodations
Villa Trigona
The 4-star Villa Trigona is an 18th-century estate in the scenic countryside, just under a mile from Piazza Armerina. Once the residence of Sicilian nobility, the villa retains its elegant charm, with antique furnishings, refined lounges, and picturesque countryside views. On-site, guests 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
65 milesElevation Gain
4,200 ftRiding Terrain
Rolling hillsMeals Provided
Breakfast, DinnerAccommodations
A.D. 1768 Boutique Hotel
Located in the heart of Ragusa Ibla, the 4-star A.D. 1768 Boutique Hotel blends historic charm with contemporary elegance inside an 18th-century Baroque palazzo. With a privileged location next to the Cathedral and Piazza Duomo, this refined retreat offers guests an immersive stay in one of Sicily’s most picturesque settings.
Ragusa REST DAY (optional ride)
Meals Provided
BreakfastAverage Mileage
40 miles (Optional Ride)Elevation Gain
3,600 ftRiding Terrain
Rolling hillsMeals Provided
BreakfastAccommodations
A.D. 1768 Boutique Hotel
Located in the heart of Ragusa Ibla, the 4-star A.D. 1768 Boutique Hotel blends historic charm with contemporary elegance inside an 18th-century Baroque palazzo. With a privileged location next to the Cathedral and Piazza Duomo, this refined retreat offers guests an immersive stay in one of Sicily’s most picturesque settings.
Ragusa to Siracusa Ortigia
Meals Provided
Breakfast, DinnerAverage Mileage
50 milesElevation Gain
2,900 ftRiding Terrain
Rolling hillsMeals Provided
Breakfast, DinnerAccommodations
Grand Hotel Ortigia
Ideally situated to immerse yourself in the enchanting atmosphere of Ortigia Island, the 5-star Grand Hotel Ortigia blends historic elegance with modern luxury. Built in the late 19th century, the hotel has preserved its original charm, architectural lines, and refined Liberty style. Enjoy the rooftop terrace with panoramic views of the sea and the elegant and spacious rooms, or relax in the beautiful spa.