Railbookers
Iconic Italy
15-day independent rail trip through Italy from Milan to Rome
Railbookers · Independent rail vacation
15-day independent rail trip: Venice, Rome, Amalfi Coast, Sicily

Railbookers operates this 15-day, 14-night independent rail vacation through Italy, starting in Venice and traveling by Trenitalia to Florence, Rome, Sorrento, Taormina, and Catania. After two nights each in Venice, Florence, and Rome, including a gondola ride, a Tuscany wine-tasting day trip, and a guided tour of the Colosseum and Roman Forum, the trip moves south to Sorrento for three nights, with a private driver stop at Pompeii, a sail to Capri for the Blue Grotto, and a day exploring the Amalfi Coast. From Naples, the train to Sicily boards a boat to cross the Straits of Messina before reaching Taormina, where a Sicilian cooking class and a tour of the Greek Theatre fill three nights. The trip ends in Catania with a half-day jeep trip up the slopes of Mount Etna. Because it is mostly self-guided, with select guided tours built in, travelers set their own pace between the pre-booked trains, hotels, and excursions across this long, varied route.
Private transfer from Venice airport to your hotel for a two-night stay.
Gondola ride through the historic canals, Doge's Palace, and St. Mark's Basilica.
Train to Florence for a two-night stay, strolling piazzas and crossing the Ponte Vecchio.
Full-day excursion to Pisa, a Chianti winery for lunch and wine tasting, San Gimignano, and Siena.
Train to Rome for a two-night stay, exploring Europe's largest open-air museum.
Guided tour of the Colosseum and Roman Forum, with free time near the Trevi Fountain.
Train from Rome to Naples, then a private driver along the coastal drive to Sorrento, stopping at Pompeii.
Sail to Capri and experience the Blue Grotto (weather permitting).
Full day in the Amalfi Coast; stroll to Piazza Tasso and visit the Chiesa di San Francesco.
Driver to Naples Centrale station for a train to Sicily; the train boards a boat across the Straits of Messina then continues to Taormina for a three-night stay.
Meet a regional expert chef, visit a local market, and take a Sicilian cooking class with wine tasting.
Full day exploring Taormina, including the Greek Theatre, the 13th-century Cathedral of Saint Nicola, and the Palace of the Dukes of San Stefano.
Short train to Catania for a two-night stay; explore the ancient Roman Rotonda, Palazzo Conte Federico, and the Pescheria food market.
Half-day 4x4 jeep trip up the slopes of Mount Etna, exploring a lava cave and hiking to the edge of a side crater.
Driver transfer to Catania airport.
Railbookers
15-day independent rail trip through Italy from Milan to Rome

Railbookers
13-day independent rail trip: Venice, Florence, Cinque Terre, Rome, Sorrento

Marvellous Escapes
15-day rail journey from Venice to Rome through Italy's cities and coast

Marvellous Escapes
13-day Italian rail tour from Rome to Milan with cooking classes and food tours