Summary
Embark on a captivating journey through Italy’s most iconic cities — from the cosmopolitan energy of Milan to the romantic canals of Venice, the artistic treasures of Florence, and the timeless grandeur of Rome. This unforgettable vacation captures the essence of Italian culture, history, and beauty, with scenic rail journeys connecting each destination.
Begin your Italian adventure in Milan, the world’s fashion and design capital. Stroll through the elegant Galleria Vittorio Emanuele II, marvel at the magnificent Duomo di Milano, and admire Leonardo da Vinci’s The Last Supper (optional visit). Enjoy a taste of local life in Milan’s trendy cafés and stylish neighborhoods before continuing your journey.
Next, travel to the enchanting city of Venice, where romance and history float along its winding canals. Visit St. Mark’s Square, St. Mark’s Basilica, and the Doge’s Palace, and take a gondola ride through the serene waterways. Explore the Rialto Bridge and discover artisan shops offering Murano glass and Venetian masks. As the sun sets, savor a candlelit dinner by the Grand Canal for a truly magical experience.
Continue by train to Florence, the birthplace of the Renaissance. Wander through the Piazza del Duomo to see Brunelleschi’s Dome, visit the Uffizi Gallery, and stand before Michelangelo’s David at the Accademia Gallery. Stroll across the Ponte Vecchio, explore charming markets, and indulge in authentic Tuscan cuisine paired with fine Chianti wine.
Your journey concludes in Rome, Italy’s eternal capital — a living museum of ancient history and vibrant modern life. Visit legendary landmarks including the Colosseum, Roman Forum, Pantheon, and Trevi Fountain. Explore the Vatican City, home to St. Peter’s Basilica and the breathtaking Sistine Chapel. In the evening, enjoy the lively atmosphere of Piazza Navona and Trastevere, where Italian life unfolds amid music, food, and laughter.
With rail transportation included between Milan, Venice, Florence, and Rome, this vacation offers a comfortable and scenic way to experience Italy’s most beloved cities.
From Milan’s modern glamour to Rome’s timeless wonders — experience the very best of Italy on one unforgettable journey.
Dates and Prices
11st - 31th January 2026
From $849
1st - 10th February 2026
From $1,099
20st - 28th February 2026
From $999
1st - 24th March 2026
From $949
20st - 30th April 2026
From $1,049
1st - 20th May 2026
From $1,199
1st - 30th June 2026
From $1,399
1st - 20th July 2026
From $1,299
11st - 31th August 2026
From $1,049
10st - 30th September 2026
From $1,299
11st - 31th January 2026
From $949
1st - 10th February 2026
From $1,149
20st - 28th February 2026
From $1,049
1st - 24th March 2026
From $1,049
20st - 30th April 2026
From $1,249
1st - 20th May 2026
From $1,349
1st - 30th June 2026
From $1,649
1st - 20th July 2026
From $1,549
11st - 31th August 2026
From $1,149
10st - 30th September 2026
From $1,449
11st - 31th January 2026
From $1,099
1st - 10th February 2026
From $1,349
20st - 28th February 2026
From $1,399
1st - 24th March 2026
From $1,299
20st - 30th April 2026
From $1,449
1st - 20th May 2026
From $1,649
1st - 30th June 2026
From $1,849
1st - 20th July 2026
From $1,599
11st - 31th August 2026
From $1,499
10st - 30th September 2026
From $1,549
11st - 31th January 2026
From $949
1st - 10th February 2026
From $1,149
20st - 28th February 2026
From $1,149
1st - 24th March 2026
From $1,049
20st - 30th April 2026
From $1,249
1st - 20th May 2026
From $1,299
1st - 30th June 2026
From $1,449
1st - 20th July 2026
From $1,299
11st - 31th August 2026
From $1,149
10st - 30th September 2026
From $1,399
11st - 31th January 2026
From $1,449
1st - 10th February 2026
From $1,599
20st - 28th February 2026
From $1,549
1st - 24th March 2026
From $1,449
20st - 30th April 2026
From $1,699
1st - 20th May 2026
From $1,699
1st - 30th June 2026
From $1,399
11st - 31th January 2026
From $899
1st - 10th February 2026
From $1,149
20st - 28th February 2026
From $1,299
1st - 24th March 2026
From $1,049
20st - 30th April 2026
From $1,249
1st - 20th May 2026
From $1,399
1st - 30th June 2026
From $1,549
1st - 20th July 2026
From $1,399
11st - 31th August 2026
From $1,249
10st - 30th September 2026
From $1,449
Please select number of passengers
Price per person
$458
Total Price
$7,458
Plan Your Dream Trip
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Itinerary
Day 1
Fly overnight from the U.S. to Milan
- Depart from your chosen US airport on an overnight transatlantic flight to Milan, the fashion and design capital of Italy. Relax onboard and prepare to immerse yourself in the art, culture, and cuisine of Italy.
Day 2
Arrive in Milan – Transfer to Hotel
- Arrive in Milan and transfer to your hotel. Take some time to settle in and refresh after your journey. In the afternoon, enjoy a leisurely stroll through the elegant city center — see the stunning Duomo di Milano, the Galleria Vittorio Emanuele II, and the famous La Scala Opera House. Optional: visit Sforza Castle or enjoy an Italian aperitivo in the lively Navigli district.
Day 3
Explore Milan – Art & Fashion
- After breakfast, spend the day exploring Milan’s cultural treasures. Visit Santa Maria delle Grazie to see Leonardo da Vinci’s masterpiece The Last Supper (advance booking recommended). Enjoy shopping along Via Montenapoleone or Corso Vittorio Emanuele II, home to world-class designer boutiques. Evening at leisure — try authentic risotto alla Milanese or pizza at a local trattoria.
Day 4
Milan – Venice (Rail Transfer)
- After breakfast, board a comfortable train to Venice, the magical city of canals (approx. 2.5 hours). Upon arrival, transfer to your hotel by Vaporetto (water bus) or private water taxi. Spend the afternoon exploring St. Mark’s Square, St. Mark’s Basilica, and the Doge’s Palace. Enjoy an evening gondola ride or dinner along the Grand Canal.
Day 5
Discover Venice – Islands & Hidden Alleys
- After breakfast, explore the enchanting side of Venice. Take an optional half-day excursion to the colorful islands of Murano (famous for glassmaking) and Burano (known for lace and pastel houses). Return to central Venice to wander its charming bridges and narrow streets. In the evening, enjoy seafood pasta or cicchetti (Venetian tapas) at a local osteria.
Day 6
Venice – Florence (Rail Transfer)
- After breakfast, travel by train to Florence, the cradle of the Renaissance (approx. 2 hours). Arrive and check in to your hotel, then begin exploring this artistic gem. Walk across the Ponte Vecchio, see the Piazza della Signoria, and marvel at Florence Cathedral (Duomo). Dinner at leisure in one of the city’s cozy trattorias.
Day 7
Explore Florence – Art, History & Tuscany
- After breakfast, visit the world-renowned Uffizi Gallery, home to masterpieces by Botticelli, Michelangelo, and Da Vinci. Continue to the Accademia Gallery to admire Michelangelo’s David. In the afternoon, enjoy some free time to shop for Italian leather goods or take an optional excursion to the Tuscan countryside or Pisa.
Day 8
Florence – Rome (Rail Transfer)
- After breakfast, take the high-speed train to Rome, the Eternal City (approx. 1.5 hours). Upon arrival, transfer to your hotel and begin exploring iconic landmarks such as the Trevi Fountain, Spanish Steps, and Piazza Navona. In the evening, enjoy authentic Roman cuisine — try pasta carbonara or cacio e pepe.
Day 9
Explore Rome – Ancient Wonders & Vatican
- After breakfast, spend the day exploring Rome’s most famous sites. Visit the Colosseum, Roman Forum, and Palatine Hill to trace the history of the Roman Empire. In the afternoon, explore Vatican City — home to St. Peter’s Basilica and the Sistine Chapel, featuring Michelangelo’s magnificent ceiling frescoes. Evening at leisure to enjoy a final Italian dinner under the stars.
Day 10
Fly Back to the US
- After breakfast, transfer to Rome’s Fiumicino Airport for your return flight to the US. Take home unforgettable memories of Milan’s elegance, Venice’s romance, Florence’s art, and Rome’s timeless charm.
At a Glance
- Your Holiday at a Glance
- Round-trip airfare from US
- 1 Overnight flight
- 2 nights stay in Milan
- 2 nights stay in Venice
- 2 nights stay in Florence
- 2 nights stay in Rome
- Rail transportation included between the cities
- Prices are based on two adults sharing
- City Tax not included: payable directly on site
- Offer Subject to Prime Holidays Terms & Conditions
Check out the hotel
B&B Hotel Milano Ornato
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Hotel Garibaldi
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Hotel Palazzo Vecchio
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MF Hotel Rome
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