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Sicily is a country within a country. The island is both a part of and apart from Italy, with a history and culture of all its own. The cuisine is unique, taking influences from the mainland and from the wider Mediterranean, thanks to ancient ties to north Africa and to France and Spain. And thanks to the rich, volcanic soil left over from Mount Etna’s many eruptions, Sicilian wines are just as distinctive as the dishes they accompany. 

This trip will explore the northeastern part of the island, from Palermo to Catania, where the imposing silhouette of Etna is never out of view and where towns and cities are teeming with art, music and literature, with beautiful Baroque and Rococo architecture to be found at every turn.

The countryside, by contrast, is rugged and untamed, full of winding roads and undulating terrain, Greek temples and ancient Roman ruins, little villages and seemingly endless views. In other words, it’s perfect for bike riding, and we are very excited to share it with you.

Included With Trip:

  • All lodging*
  • All food and beverages**
  • Pinarello Dogma F12 Disk with SRAM RED eTap AXS
  • Daily Bike Wash
  • Custom Castelli × inGamba cycling kit
  • Daily post-ride massage from a professional soigneur
  • Laundry service for cycling clothing

*Pre/post-trip lodging is not included

**Beverages ordered by guests beyond normal amounts and away from group activities will incur additional charges

Trip at a Glance

Start Location:


Finish Location:


Days Riding:


Group Size:

8 – 12

Total Distance:


Total Elevation:


Longest Day:

Day 3. Tindari. 109km

Biggest Climbing Day:

Day 6. Etna. 1,948m


Day by Day Breakdown


Santa Maria

A perfect opening loop to start the week off right, this route begins with a leisurely and lengthy downhill to the coast. From there, we'll skirt the shore for around 5 kilometers before heading inland again and climbing towards the town of Pollina, which is famous for its ancient Teatro Pietra Rosa.

Cefalù – Castelbuono

The real riding begins with a fantastic loop that combines a healthy amount of hills with a good dose of coastline, too. There are small climbs throughout the day, but the main ascent comes around the halfway mark, lasting 15.2km in total and gaining 783 meters at an average grade of 5%. But the reward of a thorough massage and a cocktail will be worth it!


This ride is point-to-point, taking us to our new base in Tindari, straight along the coast the whole way. After a 5km climb near the start it's flat throughout, with plenty of Mediterranean views to enjoy.


Montalbano Elicona

Another day for the climbers, with three ascents of around 5km and one that lasts for just over 16km. The payoff more than makes up for your efforts though, with views of Mount Etna and really quiet country roads to look forward to as you challenge yourself.

Torre di Eolo – Villa Donna Carmela

Another long day in the saddle, with no shortage of climbing as we make our way southeast to our new home at the Villa Donna Carmela. There will be challenging climbs, but also tons of gorgeous views to enjoy, with Mount Etna never far from view.


This is the trip's main event, a chance to conquer a volcano and experience a truly iconic climb, following in the tracks of the professional peloton, which regularly visits Etna during the Giro d'Italia. We'll be tackling the Piano Provenzana side, also known as Etna Nord, which is a stunner. It's long but not overly difficult, 32km in total, with an average gradient of 6% and a total elevation gain of 1,776m. It's worth keeping some energy in the tank though because right after there's a long and technical descent to deal with!


This is our final morning together and after a leisurely breakfast, it will be time to say goodbye, or at least arrivederci, until we meet again. Transfers to the airport will be arranged by our hard-working crew but if you’re planning on staying a few extra days, let us know if we can help with reservations or a few recommendations.

YOUR Guides

Eros Poli

The Champion

The night before Eros Poli took victory atop Mont Ventoux he couldn’t sleep. It was not like he was dreaming of victory or even had the slightest idea the next day's stage would change his life forever. It was just that it was hot. Unbearably, unsleepably hot in his less-than stellar French hotel. His roommate had taken his mattress off the bed and was sleeping on the small balcony outside their room. And the man who would shortly become known as Monsieur Ventoux was watching football, Italy vs. Brazil in the World Cup final, to be exact. Italy lost. The following morning as Eros dragged his weary, tired legs out of bed and down the stairs, as there was no lift, James Brown came into his head. “I feel good, I knew that I would now,” started to repeat over and over in his head. As it would the rest of the day. He felt good and the rest, as they say, is history.

Manuel Cardoso

The Quiet Crusher

Manuel Cardoso is no longer sitting on the front of the pack, pulling everyone along at what some would describe as a “brisk” pace and what others are unable to describe at all, because they're too busy gasping for breath and holding onto the wheel in front of them for dear life. Manuel is now sitting just slightly off the back of the pack. As I look back, I realize he has that look on his face. The look which struck fear in the hearts of the Pro Peleton for many years. The look which is part grin, part mischievous child and all business. He is about to start some shenanigans. Sure enough, just a few kilometers later and Manuel has picked one lucky contestant out of the pack and they are sitting-in, waiting, like predators, for the perfect moment. For Manuel, just like when he raced pro, this is when the road turns slightly up, a spot in the road where it gets tough for everyone. And he accelerates with his breakaway “partner” in tow. It is something to see. He ramps it up to a speed with which no one can latch onto the back and with such precision you have to question whether or not you actually want to try and close the gap he has created. And you can’t see it, but you just know, he is grinning from ear-to-ear.




Pinarello Dogma F12 Disk


ZIPP Service Course SL




Speedplay (or your own)


Selle Italia


Zipp 302 Carbon Clinchers


Vittoria Corsa


Elite Custom Race


Elite Corsa Team


Garmin Edge 1030



Nytro E-Road Bike (available for an additional fee)


Zipp Service Course SL


SRAM Force


Speedplay (or your own)


Selle Italia










Garmin Edge 820