Cycling in Sicily region of Italy
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
Bicycle the Baroque Towns of Southeastern Sicily
3,000 years of history, UNESCO sites, and amazing landscapes.
8 days
From USD$4650
Classic
Level 3.0
May 03, 2025 – May 10, 2025
Book by November 1st and save $200 per person.Sep 11, 2025 – Sep 18, 2025
Book by November 1st and save $200 per person.Sep 27, 2025 – Oct 04, 2025
Book by November 1st and save $200 per person.
Cycling Southwestern Sicily’s Ancient Mediterranean Cities
Discover the classical Greek heritage of Sicily, from ancient temples to traditional foods.
7 days
From USD$4295
Classic
Level 3.5
May 10, 2025 – May 16, 2025
Book by November 1st and save $200 per person.Sep 18, 2025 – Sep 24, 2025
Book by November 1st and save $200 per person.Oct 04, 2025 – Oct 10, 2025
Book by November 1st and save $200 per person.
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$6850
Classic
Level 3.5
May 03, 2025 – May 16, 2025
Book by November 1st and save $200 per person.Sep 11, 2025 – Sep 24, 2025
Book by November 1st and save $200 per person.Sep 27, 2025 – Oct 10, 2025
Book by November 1st and save $200 per person.