
Railbookers
Sorrento and Sicily
Independent rail trip from Sorrento to Sicily via Naples and Messina
Railbookers · Independent rail vacation
Private-guide rail and jeep tour across Sicily, Catania to Taormina

Railbookers operates this independent, 9-day rail vacation around Sicily, starting and ending near Catania with stops in Palermo and Taormina, plus a day trip to Syracuse. A private guide leads every included excursion, starting with a street food tour of Catania's Pescheria market on day two and a day trip to Syracuse's Archaeological Park Neapolis on day three. Trenitalia carries travelers between Catania, Palermo and Taormina on local, single-class trains, while private car transfers handle the airport and station legs. Palermo's two nights bring a walking tour of its UNESCO-listed historic sites, and Taormina's three nights include a walking tour of the Greek Theatre and a half-day, four-wheel-drive trip up Mount Etna that ends with a hike to the edge of a side crater. With private guiding on every excursion rather than a single tour escort, the trip suits travelers who want expert-led days without joining a larger group.
Welcome to Sicily! On arrival you will be met at the airport and escorted to your hotel for a three-night stay. Take a stroll down the beautiful Piazza del Duomo for dinner.
Enjoy breakfast then make your way to meet your private guide for your included street food tour of the Pescheria food market. Sample street food such as Coppo, Sfincione, local cheese and cured meats, and pastries like Cannoli and Cassatelle. Visit the ancient Roman Rotonda, amphitheatre, or Palazzo Conte Federico.
You will be met at your hotel by your own driver and guide for the 1hr drive south to Syracuse to tour the ancient Greek and Roman ruins. Explore the Archaeological Park Neapolis including the Greek Theatre, Ear of Dionysius, and Latomia del Paradiso, then Ortigia island.
A driver will collect you from your hotel and escort you to the station for the journey to Palermo. All trains in Sicily are local services with one class of travel. On arrival, you will be met and delivered to your hotel for a two-night stay.
This morning make your way to meet your private guide for a relaxed walking tour of Palermo's UNESCO-listed sites, historic churches, squares, and monuments. In the afternoon visit the Royal Palace or Castello dea Zisa.
You will be met at your hotel again this morning and taken to the station for a train journey to Taormina. On arrival in the afternoon, you will be escorted to your hotel for a three-night stay.
Your guide will meet you at your hotel today and take you on a relaxed walking tour covering all the major sites of Taormina, including its famous Greek Theatre. Rest your feet and relax on The Isola Bella beach in the afternoon.
This morning embark on a half day trip as you climb the ancient slopes of Mount Etna on a private four-wheel drive jeep. Stop at a small village to taste local honey and almond cookies, explore a lava cave, and hike to the edge of a side crater.
A driver will collect you from your hotel for the hour's drive to Catania airport, or speak to any of our Rail Experts should you wish to continue your travels elsewhere.