The Best of Sicily Cycling Tour

A land of discovery, adventure and wild beauty

Mountain Illustration displaying a cycling tour difficulty rating of nine out of ten

Overview of Our Best of Sicily Cycling Holidays

Sicily is both a distinct land and culture; a land of wild natural beauty, breathtaking wonders and extraordinary architecture; and a culture shaped by a patchwork of civilisations dating back to the Phoenicians, Greeks and Romans. Steeped in history and tradition, the unique identity of Sicily is at the very heart of our adventure, both on and off the bike.

Ancient cultures have left their mark on the architecture, language and cuisine, however today the Sicilian culture and way of life is very much Italian. It is a culture filled with warmth and passion for all things Sicilian first, and Italian second – and captivates you in so many different ways as you traverse its deep agricultural heart, and take in the scenes around every windswept turn and up every rock-walled climb of what often feels like a forgotten land.

Travelling coast to coast, and from west to east, expect long, warm Spring days on daily rides that take you across the stunning and diverse landscape; from the sea to the mountains, and across the rugged hills, rolling farmlands and wildflower lined backroads in-between.

You’ll ride through countless beautiful villages and towns dotted across the landscape, including the captivating baroque towns of Ragusa, Caltagirone and Palazzolo Acreide; navigate delightful seaside towns from Trapani to Siracusa and San Vito to Avola; and find yourself immersed in the enchanting and timeless piazza’s of Ortigia and Taormina. You’ll spin past olive and pistachio groves, orange orchards and green-hued vineyards, ancient Roman hilltop villages, fields filled with black lava rocks and Greek temples that have been standing for 2500 years. The pinnacle will see you take on the tempestuous peak of Mt Etna and enjoy the 50km descent that follows.

Our Sicily cycling tour is a true adventure; a feast for your senses where every day delivers unexpected vistas, a journey through the distinctive and diverse food and wine cultures of the island, a multitude of unique southern Italian tastes and a level of interaction with the locals that only Sicily’s distinct and warm, open-hearted people offer.

Over 11 days, you’ll experience a taste of the best that Sicily has to offer.

Get ready for the adventure of a lifetime – both on and off the bike.

Sicily Cycling Tour Ride Itinerary

Experience cycling in Sicily, Italy.

Our Our daily rides through Sicily ensure you experience the diverse landscapes it has to offer, from the turquoise seas along coastal roads, through ancient olive groves and citrus orchards, up beautiful climbs to mountains of volcanic rock and to towns with their own mark on history. story through which we pass and stay. You’ll enjoy cycling through Sicily, Italy, with its wild beauty and stunning, rugged landscapes, and finishing each day’s ride with time to relax and enjoy the beautiful places we stay.

An utterly spectacular start with a beautiful climb up to a charming and ancient Roman hilltop village.
This will give you the opportunity to make micro adjustments to your bike set up as you stretch the legs after your travels

Highlight: The vista of the rugged mountain toward San Vito Lo Capo from the hairpin corners.
Elevation: 819m

Rolling out of our seaside village, we hug the coastline before heading into the rock-strewn rugged hills and through quiet villages on our way to one of Sicily’s iconic seaside spots

Highlight: The contrast of the vivid turquoise waters against the rugged backdrop.
Distance: 86.9km
Elevation: 981m

We will start the day with a short transfer in the van to our start location. From there we’ll proceed around the Sicani mountains and beautiful arid country dotted with olive groves as far as the eye can see, before changing tact and heading for the Valley of Temples.

Highlight: Rolling past Greek temples that have been standing for 2500 years.
Distance: 101.9km
Elevation: 1686m

An undulating day through the agricultural heart of Sicily on our way to Caltagirone and then on to our Masseria. We’ll wind our way through a landscape of open golden fields, patches of olive groves, roads lined with spring wildflowers and cacti, and punctuated with small villages and hills.

Highlight: The landscape’s golden vastness and silence.
Distance: 83.1km
Elevation: 1499m

A beautiful undulating loop taking in the surrounding hills and villages, with a mix of open roads and hairpin laden descents, providing a day that is a feast for your senses.

Highlight: The rugged landscape in what feels at times like a forgotten land.
Distance: 95.4km
Elevation: 1546m

A seriously sensational day on the quiet rock-wall lined roads as you traverse through the Iblei mountains and the beautiful baroque towns that sit atop them.

Highlight: The vista of the final km as we roll into our hilltop village for the night.
Distance: 104.1km
Elevation: 1264m

You’ll awaken to the sounds of the sea and after a leisurely breakfast, we’ll start with a flat spin past small beaches, national wildlife reserves, views of Ortigia from the East & West and Greek ruins and all before our mid ride espresso.

Highlight: The continual view of Mt Etna through the changing landscapes.
Distance: 44.4km
Elevation: 338m

A short 75 minute transfer to our start location. From here we’ll ride around Mt Etna, with the gentle giant always visible over our shoulder.
We’ll roll through orange orchards, pistachio groves, the black lunar landscapes from previous lava flows and past ancient hilltop towns, before a final 10km descent into our stunning mountain-side resort

Highlight: The continual view of Mt Etna through the changing landscapes.
Distance: 68.5km
Elevation: 1952m

The pinnacle of the tour where we we’ll tackle the gentle giant Etna.
We’ll ease into the ascent and steadily climb for the first 27km through forests and old lava flows, before reaching the rifugio at the road’s end.
Enjoy the view as we take in some refreshments before we have an utterly amazing descent back to our volcano side hotel

Highlight: A 30+km descent!
Distance: 76.6km
Elevation: 1945m

Sicily Bike Tour Pricing & Dates

per person twin share / Maximum 14 guests

Show Price As


10th to 19th May 2025


Want to enjoy cycling in Sicily, Italy, on your very own tour? Ask us about a privately run tour for your group.

Start Location & Details

City: Palermo, Italy
Pick Up Location: Piazza Verdi
Pick Up Time: 11:00am

Finish Location & Details

City: Catania, Italy
Drop Off Location:
Taormina or Catania-Fontanarossa Airport
Drop Off Time: 11:00am

Sicily Bike Tour Inclusions & Details

Accommodation & Meals

A rider getting their hire bike adjusted on a Italian cycling holiday

Ride Support

Transfers & Activities

Two piece italian made cycling kit

Ride Kit

Not Included

Have More Questions About Our Sicily Cycling Tour?

See our FAQs page for answers to common questions.

Bike Hire & Gear

Carbon Road Bike with Electronic Shifting

You can choose to hire a Wilier Cento 10SL carbon road bike with Sram Rival Etap, a compact crankset, with a 32 rear cassette & disc brakes.

Carbon Road Bike with Mechanical Shifting

You can choose to hire a Bianchi Sprint with mechanical Shimano Ultegra groupset, a compact crankset, with a 32 rear cassette & disc brakes.

Non-Riding Partners

As part of our Sicily cycling holiday, non-riding partners enjoy an active and dedicated travel program, designed to deliver a diverse range of activities and the best experiences Sicily has to offer. Whether it’s beautiful hikes in national parks and on Mt Etna, guided walks of historic towns and their unique architecture including the medieval town of Erice or the maze-like streets and expansive piazza’s of Ortigia, or exploring olive groves and enjoying private olive oil tastings and cooking classes, non-riding partners experience the beauty and uniqueness of each area we visit. With an itinerary curated by Nancy and delivered together with a range of partners and guides whom she personally selects,. It’s sure to be a holiday in Sicily you’ll never forget.

As our non-riding partner program is an active adventure, there is a minimum walking requirement for non-riding guests for each tour. Please enquire when booking.

Sicily Cycling Tour Accommodation

Enjoy our personally selected range of authentic Sicilian accommodation. From staying in architecturally restored masserie with a ‘window’ overlooking ancient sites, beautiful seaside villas with views over turquoise seas, historic locanda’s in the quiet countryside where family run farms are still producing wine and olive oil, this diverse experience brings together the beauty of ancient, historic Sicily with the rustic, modern and sometimes edgy Sicily.

Food & Wine

Cannolo, Caponata, Pistachio Gelato and Pesce Spada; all Sicilian classics and always on the menu. We’ll sample these tastes and a whole lot more as venture further and deeper into the diverse Sicilian cuisine. We’ll delve into the very local specialties and grape varieties of every town in which we stay and dine in a diverse range of settings as we sample a wide range of flavours. Of course, we’ll start with seafood, either “crudo”, cooked on charcoal, or in the sweet and sour “agrodolce” and progress through specialty pastas of each region with a long list of local ingredients that are often only grown in the rich volcanic soils of Sicily, or swim in the warm Tyrrhenian seas surrounding the island or available seasonally – from local sardines and prawns, pistachios and almonds, carciofi, wild fennel, agreti and pomodori daterini, marsala and of course the famous Sicilian citrus; we’ll all in season for our Spring tasting adventure.

You’ll try some wines that you may not have had before… including Etna Bianco, Insolia, Grillo, Catarratto. Frappato, Perricone, and some that you may have, including Nero d’Avola and the sensational Etna Rosso.

Our food and wine experience in Sicily will feel like a tour within the tour.


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