Sicily: Culture & Coastline

Sicily is a treasure trove for outdoor explorers — and its southeast region is a big, precious, shiny diamond. Bursting with historic riches, natural wonders and gastronomic gold (looking at you, cannoli...), we’ll help you unearth its many gems over six incredible days. From tranquil vineyards to majestic mountain cities and staggeringly gorgeous coastlines, join us as we pedal and plunge deeper into its landscapes and local life.

On this multi-active adventure around Sicily’s southeast corner, we’ll pedal the gently rolling hills of the serene countryside — peppered with rustic farms, ancient orchards and lush vineyards. We’ll explore mountain cities that are real-life masterpieces, packed with fabulously theatrical baroque architecture and ancient Greek ruins. And we’ll cycle along its stunner of a coastline, diving into the Ionian Sea to spot its glitzy sea life or bask in the Mediterranean sun.

Adventuring is hungry work, so feasting is necessary. We’ll dine Sicilian style — hearty pasta dishes, fresh seafood, crispy arancini and creamy cannoli are all on the menu — with local snacks along the way to keep our energy levels high. Oh, and don’t forget to practice your wine-tasting face as we’re schooled on the region’s delicious reds and whites.

At the end of the day, there’s always a relaxing spot to lay your head, and often a pool to float in or lounge by. And with our pro Tour Leader by our side, we won’t just be skimming the surface of southeast Sicily: we’ll be cycling, splashing, sipping and snacking our way into the very heart of it. Get in gear... it’s time to go!

Highlights

• Soak up southeast Sicily’s sun-drenched landscapes — from olive groves to mountains and beaches
• Explore the magical hilltop cities of Ragusa and Modica, chock-full of baroque gems
• Swirl and sip on tasty regional wines at a local vineyard
• Ride along Sicily’s dreamy south coast, diving in for a swim or two along the way
• Snorkel in the shimmering Ionian Sea to discover a technicolor watery world

This tour is Riding Level 2, which means you can expect to cycle an average of 40 km (25 mi) per day — and usually no more than around 60 km (37 mi) — with regular snack stops and photo breaks along the way. Roads are mostly flat, with occasional short climbs.
In Sicily, we’re in for a smooth ride as almost all the roads are paved. We’ll mostly cycle along smaller roads and quiet country routes,