Authentic Southern Italian life

Sicilia Tour

13-23 October 2026 ( SOLD OUT)

The Mediteranean’s largest island, Sicily is vast with so much to discover that a curated itinerary is a must. This hand-picked selection of sites, tastes and experiences will ensure that your stay on this incredible island is phenomenal.

From breathtaking views, incredible food, complex and varied history, Sicily boasts some of Italy’s very best architecture, many UNESCO sites, ancient ruins, and sumptuous restaurants…and we’re going to take the best of them in!

Here are some highlights of the trip:

The dynamic city of Palermo and its famous street food

Explore the charming seaside town of Cefalù, where Cinema Paradiso was filmed

Walk in awe and go back in time amidst the Valley of the Temples

Wander the Medieval village of Erice that is suspended in time

Spend time in the town of Caccamo and enjoy making homemade local sausage

Wander the dreamy white marbled city of Ortigia and Syracusa

Take in the splendour of Sicily’s pride, Cattedrale of Monreale

Take in the stunning beauty of Taormina and Isola Bella

Explore the most active European volcano Mt. Etna

For Massimo, Sicily is a country of its own. He loves the diversity this island offers. From the beautiful baroque to the life on the street of Palermo and some of the most beautiful vistas in all of Italy, he never tires to visit this place. Let him take you on this trip of a lifetime.

MASSIMO BRUNO

You’re not coming on this trip as a tourist – you’re coming as family!

Why choose Massimo…

Massimo Bruno knows what authentic southern Italian life is…he lived it. That’s how he grew up. Now, let him teach you how to live, eat and travel like an authentic southern Italian as he guides you to the heart of Southern Italy to his homeland of Puglia that lives deep within his heart and soon will be in yours.

You’re not coming on this trip as a tourist – you’re coming as family.

Please note, Massimo’s trips are active and involve lots of walking, steps, and stairs.