Italy Grand Journey
Rome → Florence → Venice → Milan
The classic Italian route with iconic cities, timeless art, memorable food and high-speed rail connections that make a four-city vacation feel easy.
What’s included
- Flights
- Rail
- Hotels
- Breakfast
- Experiences
- Excursion Tickets
- Support
Why this trip works
Italy's headline cities
Each city adds a different story, style and flavor.
High-speed rail ease
Fast city-center connections reduce transfer hassle.
Designed around you
Adjust pace, hotels and experiences—from art to food and shopping.
Trip at a glance
- STARTING FROM
- $2,795 pp
- LENGTH
- 10 nights
- ROUTE
- 4 cities
- BEST TIME
- Apr–Jun & Sep–Oct
- STYLE
- Culture, rail & food
Your journey
Rome 3 nights
Ancient history, piazzas and famous cuisine.
- Colosseum
- Vatican City
- Italian cuisine
Florence 2 nights
Renaissance art, elegant streets and Tuscan flavors.
- Uffizi
- Duomo
- Ponte Vecchio
Venice 2 nights
Canals, palaces and unmistakable atmosphere.
- St Mark's
- Gondola
- Murano
Milan 3 nights
Fashion, design and landmark architecture.
- Duomo
- Last Supper
- Shopping
Day by day
See the full 11-day itinerary
USA (JFK) → Rome (FCO)
Transatlantic flight; FCO arrival, Leonardo Express / shared transfer to Termini/Monti hotel; hotel check-in; evening walking orientation (Trevi Fountain & Spanish Steps).
Rome Historic Core
Included 24h Public Transit Pass; Colosseum & Roman Forum exterior walking circuit; Piazza Venezia; Pantheon exterior & Piazza Navona; gelato tasting orientation.
Vatican City & Trastevere
St. Peter's Square & Basilica exterior/entry orientation; Castel Sant'Angelo; afternoon crossing to bohemian Trastevere district; leisure evening for local dining.
Rome → Florence (Train)
Morning Frecciarossa / Italo high-speed train (1h 36m); check-in near SMN / Historic Center; Duomo exterior (Santa Maria del Fiore), Piazza della Signoria, Ponte Vecchio.
Florence Renaissance
Included Timed-Entry Ticket to Accademia Gallery (Michelangelo's David); walking tour of Santa Croce & San Lorenzo leather market; afternoon Tuscan culinary leisure.
Florence → Venice (Train)
Morning high-speed train to Venezia Santa Lucia / Mestre (2h 15m); check-in; 24h ACTV Vaporetto pass activated; Grand Canal Line 1 cruise to St. Mark's Square; Rialto Bridge.
Venice Lagoon & Heritage
St. Mark's Basilica & Campanile exterior walking circuit; Doge's Palace exterior; self-guided exploration of Cannaregio & Dorsoduro; afternoon lagoon island excursion or optional gondola.
Venice → Milan (Train)
Frecciarossa train to Milano Centrale (2h 27m); check-in; Galleria Vittorio Emanuele II & Piazza del Duomo orientation; evening stroll in fashionable Brera design district.
Milan Culture & Landmarks
Duomo di Milano cathedral floor entrance included; Sforza Castle courtyards; Parco Sempione; afternoon shopping on Corso Vittorio Emanuele; Navigli canal aperitivo district.
Milan (Optional Lake Como)
Full day at leisure in Milan for high-fashion quadrilatero shopping & museums, OR full-day Lake Como rail & ferry excursion (optional upgrade); farewell Italian dinner.
Milan (MXP) → USA (JFK)
Breakfast; Malpensa Express train / airport transfer to Milan Malpensa (MXP); return transatlantic flight to JFK.
Hotels are selected 3-star or equivalent, subject to seasonal availability. Every day here can be lengthened, shortened or swapped — this is a starting point.