Small group Sicily tours led by guides who call the island home
Esplora Travel has been running small group Sicily tours since 2010, and in that time the island has never once become routine to us. Our guides live in Sicily. They were born within sight of Etna, they know which back street in Ragusa Ibla has the best granita, and they can tell you the difference between a Norman cloister and an Arab-Norman one without pausing for breath. Damian, Esplora Travel’s founder, is a licensed Sicilian tour guide in his own right, and his Italian is good enough that Italian officials have occasionally mistaken him for one of their own. That kind of familiarity changes what a tour can be. Instead of a coach park and a laminated map, you get a small group of no more than twelve people, a guide who is genuinely curious about the place, and the sort of unhurried pace that lets Sicily’s layered history, Greek, Roman, Arab, Norman and Baroque, actually sink in. If a destination does not give us a real sense of wonder, we leave it off the itinerary, however photogenic it might be.
Treasures of Sicily : our flagship Sicily tour
For those who have never been to Sicily and would like an overall view of the main hightlights, our Treasures of Sicily tour has been designed just for you. In 12 days it will take you all round the island: from Siracusa to Taormina, taking in Agrigento’s Greek temples, Palermo’s markets and Cefalù’s evocative old town, with local guides who live on the island throughout, and it’s the tour our guests rate most highly: 100% five-star reviews in 2026. See the full itinerary for our flagship small group tour of Sicily.
From baroque towns to active volcanoes: our small sroup Sicily tours
Treasures of Sicily is our flagship small group Sicily tour, a 12-day journey through Siracusa, Agrigento, Palermo, Cefalu and Taormina that earned a run of five-star reviews in 2026 and remains the tour most guests ask about first. For something wilder, the Aeolian Islands Odyssey spends ten days visiting all seven Aeolian islands, from Stromboli’s nightly fireworks to the sulphur vents of Vulcano. Sicilian Vineyards, Wine and Food is built for guests who would rather taste their way through the island: Etna reds, Nero d’Avola and Cerasuolo di Vittoria, alongside the farms and cellars that make them. Montalbano’s Sicily follows Inspector Montalbano’s fictional beat through Noto, Ragusa Ibla, Modica and Scicli, baroque towns that television made famous but earned that fame honestly. Hidden Sicily heads the other way entirely, into Gangi, Sperlinga, Corleone and the Zingaro Nature Reserve, corners of the island that most tours never reach. And Easter in Sicily times a small group around Trapani and Piana degli Albanesi’s Holy Week processions, one of the most striking traditions anywhere in the Mediterranean.
Tailor your own small group Sicily tour
If none of our scheduled small group Sicily tours quite fits your dates, get in touch. We can often add an extra departure to the programme, and for a group of friends, a family reunion or old travelling companions, we can build an escorted tour of Sicily around exactly what you want to see, at a pace that suits you. Every guide who leads an Esplora Sicily tour lives on the island, so the itinerary is built from real knowledge rather than a guidebook, and capped at twelve guests so it stays personal rather than becoming a procession. Whether you are drawn to Sicily’s Greek temples, its Baroque churches, its wine or the still-active slopes of Etna, there is a small group Sicily tour, existing or bespoke, that will get you properly under the island’s skin.
