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.
Across 4 checks, this price has risen US$120 since 4 Jul, to US$3,469.
Each point is a day we checked this operator's own page, not a weekly average, and the line holds flat between checks rather than guessing at movement we did not see. 3 of 4 points are a live read of the operator's page. Hollow points are values shown when the trip was first listed here and never confirmed with the operator.
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