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

Railbookers runs this 9-day independent rail vacation from Sorrento to Sicily, opening with three nights in Sorrento that include a boat trip to Capri and the Blue Grotto on day 2 and a private Limoncello demonstration and tasting on day 3. On day 4 a private transfer to Naples leads to a train that crosses the Straits of Messina by boat, arriving in Taormina for two nights, where a street food tasting tour on day 5 samples arancini, cannoli, and Sicilian wine. A short train ride continues to Catania for the final three nights, including a jeep tour up the slopes of Mount Etna on day 8, with helmet-and-torch exploration of a lava cave. Aside from these small-group day tours, the trip is self-guided, staying at the Hilton Sorrento Palace, the Four Seasons-run San Domenico Palace in Taormina, and the Romano Palace in Catania. It suits food-and-wine travelers, first-time rail travelers who want the logistics handled, and luxury-seekers drawn to the Taormina stay.
Welcome to Italy! Upon arrival at Naples airport, meet your private transfer for a scenic drive along the coast, the perfect introduction to your adventure in Southern Italy. Check in to your hotel for a three-night stay and start exploring.
Set sail for Capri, a scenic island off the coast of Naples, known for its stunning beauty, luxurious atmosphere, and impressive cliffs. After exploring the island, experience the Blue Grotto (weather permitting).
Enjoy a full day in the Amalfi Coast, starting with a private limoncello demonstration and tasting. Afterwards, maybe enjoy a refreshing drink on the beachfront, stroll along to the Piazza Tasso for lunch, or visit the Chiesa di San Francesco, a beautiful 14th-century church.
After breakfast this morning your driver will pick you up at your Sorrento hotel, bringing you to Naples Centrale station to catch your train to Sicily. At the Straits of Messina, the train boards a boat to take you from mainland Italy to Sicily. On arrival, check in at your hotel for a two-night stay.
Today, embark on a delectable street food tasting tour, where history, charm, and cuisine come together. Wander the cobblestone streets with your expert guide, sampling Sicilian specialties like arancini and cannoli, sipping Sicilian wine or granita.
Catania is only a short train ride away and upon arrival check in for a two-night stay. Set off to explore the city, and why not visit the ancient Roman Rotonda, the beautiful Palazzo Conte Federico or the busy Pescheria food market?
Today is yours to explore the Sicilian charm of Catania. Full of beautiful monuments and quaint streets, there's no shortage of experiences to discover.
This morning, embark on a half-day trip to remember, as you climb the ancient slopes of Mount Etna on a private four-wheel drive jeep. Stop at a small village to taste some local honey and almond cookies, then don a helmet and torch as you explore a cave dug by the flowing lava.
A driver will collect you from your hotel for the short drive to Catania airport or do speak to any of our Rail Experts should you wish to continue your travels elsewhere.