Sicily Bespoke

Bespoke travel lets you take our inspirational cues and craft them into your personalized, private adventure. Collaborate one-on-one with an Experience Designer to put together your tailor-made trip.


"Travelling throughout Sicily is like going on an around-the-world adventure. It’s a big island with lots of diverse regions to explore. I'm here to help you make the most of your time and figure out which is the best itinerary for you, depending on your tastes."

—Dana Quinn, Experience Designer

Everything that makes Italy loveable is magnified in Sicily


There are its many dialects, the dozens of pasta shapes and scenery that span from dry-stone fields of twist-trunked carob trees to sparkling salt pans and blue lagoons. It has more standing Greek temples than Greece and Arab quarters that feel closer to Tunis than to Rome. More than all these riches, what makes Sicily unforgettable is the warmth of the welcome. Perhaps because they have had millennia of practice. Discover Sicily on a private, bespoke trip—tailored-made your way.

Discover the possibilities:


Sicily by bike

Pedal past shiny black volcanic beds laced with vibrant green vineyards and bursting with the local grapes along the foothills of Mount Etna. Ride through the Plemmirio nature reserve, then enjoy the afternoon snorkelling and swimming among the panoramic views of Siracusa Bay. Bike the beautiful countryside to Palazzolo Acreide, a fantastic UNESCO World Heritage Site, and the next day, spin downhill through the breathtaking Monti Iblei Valley to the late-Baroque town of Scicli.


Walking in Sicily

Visit lively Baroque towns, walk seaside trails and finish high in the Mediterranean sky on the upper slopes of Mount Etna to join a volcanic expert for a ramble along the black lava rocks and lunar landscape. In the UNESCO World Heritage Site of the Necropolis of Pantalica, hike rocky trails back into ancient history in search of Necropolis tombs, cave dwellings and a former Byzantine village.


Sicily Culinary & Culture

Join our friend Concetto in his almond orchard, go digging for truffles with our local expert and visit regional producers to learn about internationally sought-after Sicilian ingredients like aromatic herbs, almonds, creamy ricotta and Modica chocolate. Savour plates of seafood, pasta, caponata and glasses of bold Sicilian wines, and learn the secrets of Sicilian cuisine yourself during a cooking lesson in a private home. 


Sicilian Grand Tour: Art, history & culture

Gain deeper insights into Sicily's history, art and culture on personalized tours and visits. The Val di Noto is home to eight UNESCO World Heritage Sites. Our knowledgable guides take you through some of our favourites—like Ragusa, Modica, Noto and Siracusa—to marvel at Baroque-style architecture, charming squares and mesmerizing cathedrals. 

Start the planning process

These highlights are just a sample of what you can do and discover in Sicily. Mix and match a little bit of everything, perhaps even add on a few nights in Rome or pair it with another Italian region like the Amalfi Coast or Puglia. Connect with your Experience Designer for Sicily to start piecing together your perfect trip.

Notes From Your Designer:

Ideal trip length: 5 - 8 DAYS

Activity Level: 3

Starting Price: US $1,500 Per Person/Day

Want a set itinerary instead? Explore our scheduled trips

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