Cycling in Sicily region of Italy

Sicily's coastline is one the Mediterranean's best for cycling

The largest island in the Mediterranean, Sicily is located less than two miles from the mainland of Italy and while as much a part of Italy as any other region where ExperiencePlus! offers bicycle tours, Sicily conjures an air of mystique. Across the millennia, Phoenicians, Greeks, Romans, Arabs, Normans, and many more have left their imprint on the island, forming a cultural amalgamation that is evident in its art, architecture, cuisine, and traditions.

Historically, Sicily’s strategic location made it a coveted prize for empires seeking control of maritime routes. This struggle is etched into its landscape, with ancient ruins like the Valley of the Temples in Agrigento and the Roman mosaics of Villa Romana del Casale showcasing its storied past. The Arab-Norman architecture of Palermo and Monreale, designated UNESCO World Heritage Sites, reflects a harmonious fusion of cultures, seen in intricate mosaics and domes.

The island’s rich heritage is celebrated through ancient temples, medieval castles, and ornate cathedrals, embodying the essence of each era. Its unique dialect, vibrant festivals, and culinary treasures like arancini and cannoli add layers to its cultural fabric. All of this is on display on a bicycle tour in Sicily.

Yet, perhaps Sicily’s greatest significance lies in its resilience. Despite centuries of conquests and challenges–and being home to active Mt. Etna–Sicilians have preserved their unique identity and traditions, which you can best explore on a bicycle tour from the island’s east to the west side.

Browse Sicily tours

Friends cycling in Sicily on a guided bike tour.

Bicycle the Baroque Towns of Southeastern Sicily

3,000 years of history, UNESCO sites, and amazing landscapes.
8 days
From USD$4495
Classic Level 3.0
  • Sep 14, 2024 – Sep 21, 2024

  • Sep 28, 2024 – Oct 05, 2024
     Departure confirmed to go! Filling fast!

Pedaling along the coast of Sicily on a guided bike tour.

Cycling Southwestern Sicily’s Ancient Mediterranean Cities

Discover the classical Greek heritage of Sicily, from ancient temples to traditional foods.
7 days
From USD$4150
Classic Level 3.5
  • Sep 21, 2024 – Sep 27, 2024

  • Oct 05, 2024 – Oct 11, 2024
    2 Spaces Remaining!

Explore both coasts of Sicily on our guided bike tour in Sicily

Grand Cycling Tour of Sicily

Discover the classical Greek heritage of Sicily and it’s astonishing landscapes with 3,000 years of history, UNESCO sites, and traditional foods.
14 days
From USD$6495
Classic Level 3.5
  • Sep 14, 2024 – Sep 27, 2024

  • Sep 28, 2024 – Oct 11, 2024
    2 Spaces Remaining!