Embark on an unforgettable 14-day cultural journey through Italy’s most iconic destinations. From Milan’s stylish streets to Venice’s canals, Florence’s Renaissance wonders, Rome’s ancient heart, and Naples’ coastal soul—this curated trip blends private guided tours, intercity trains, historic sites, and authentic Italian experiences.
Itinerary
Private transfer from Milan Linate Airport
Best of Milan private walking tour: Cathedral, Old Town & hidden gems
Full-day self-guided or optional guided excursion to Lake Como
Train to Venice (2.5 hrs)
Grand Canal scenic arrival, walk to Rialto & San Polo
Dinner in Zattere or Dorsoduro
Private 'First Walk' guided tour
Visit St. Mark’s Square, churches & canals
Optional: Attend an evening concert or cultural event
Water taxi to station, train to Florence (2.5 hrs)
Visit Piazza della Signoria, Santa Croce & dine nearby
Best of Florence half-day tour: Duomo, Ponte Vecchio, Medici Trail
Explore the Oltrarno district & Piazzale Michelangelo view
Train to Rome (2 hrs), transfer to hotel
Self-guided visit: Spanish Steps, Trevi Fountain, Piazza del Popolo
Enjoy an Italian evening at Piazza Navona
Guided tour of Vatican Museums, Sistine Chapel & Basilica
Explore Castel Sant’Angelo and dine in Trastevere
Private Colosseum & Roman Forum tour
Visit Trajan’s Market, Victor Emmanuel Monument
Discover Southern Rome's hidden neighborhoods
Train to Naples (1.5 hrs), hotel check-in
Guided walking tour of Naples’ historic center
Day trip to ancient Herculaneum ruins and hike up Vesuvius
Explore freely or add Pompeii, Capri, or a cooking class
Ride the funicular to Vomero district
Visit coastal fortresses and Spanish Quarter
Private transfer to Naples Capodichino Airport
