A historic statue of a Roman figure in a scenic Roman square, showcasing ancient architecture.

A 10-Day Italian Luxury Itinerary: From Rome to Milan

Italy is the epitome of luxury travel, combining history, art, exquisite cuisine, and breathtaking landscapes. This exclusive 10-day itinerary takes you from the eternal city of Rome to the fashion capital of Milan, with stops in Florence, Venice, and more. Expect world-class accommodations, private tours, and unforgettable experiences designed for discerning travelers.

Day 1: Arrival in Rome

Charming Bellagio waterfront with historic buildings on Lake Como under a vibrant blue sky.
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Accommodation: Hotel Eden, Rome (The Leading Hotels of the World).
Program:

  • Private airport transfer with meet-and-greet service upon arrival.
  • Check in at the luxurious Hotel Eden and unwind.
  • Evening walking tour of Piazza Navona, Pantheon, and Campo de’ Fiori.
  • Welcome dinner at La Pergola, Rome’s only three-Michelin-starred restaurant.

Insider Tip: Request a table with a view at La Pergola to enjoy panoramic vistas of the Eternal City.

 

Day 2: Exploring Ancient Rome

Stunning mansion in Bellagio, Italy with lake and mountain views.
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Program:

  • Begin the day with a private guided tour of the Colosseum and Roman Forum.
  • Lunch at Roscioli, famous for its gourmet Roman cuisine.
  • Afternoon visit to the Vatican Museums and Sistine Chapel, including exclusive access to areas closed to the public.
  • Relax in the evening at your hotel’s spa.

Highlight: Experience the Sistine Chapel without the crowds, thanks to a private after-hours tour.

Day 3: From Rome to Florence

A stunning aerial view of Portofino harbor, showcasing yachts and colorful buildings in sunny Italy.
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Accommodation: Villa Cora, Florence (The Leading Hotels of the World).
Program:

  • Luxury train transfer to Florence on the Italo high-speed service.
  • Check-in at Villa Cora, a 19th-century mansion with lavish interiors.
  • Afternoon tour of Florence’s highlights: the Uffizi Gallery, Ponte Vecchio, and Florence Cathedral.
  • Dinner at Enoteca Pinchiorri, a Michelin-starred gem.

Insider Tip: Arrange for a private shopping tour at Via de’ Tornabuoni, Florence’s high-fashion district.

Day 4: Tuscan Countryside and Wine Tasting

A group enjoying a scenic boat ride on a luxury water taxi in Venice, Italy's famous canals.
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Program:

  • Full-day private excursion to the Chianti region.
  • Exclusive wine tastings at Castello di Brolio and Antinori nel Chianti Classico.
  • Lunch at a vineyard, paired with local wines.
  • Return to Florence for a relaxed evening.

Highlight: Enjoy a private helicopter ride over Tuscany for breathtaking views of the vineyards.

Day 5: From Florence to Venice

Colorful motorboats navigate a bustling Venetian canal lined with vibrant historic buildings and lush greenery.
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Accommodation: Aman Venice, Venice (The Leading Hotels of the World).
Program:

  • Private transfer to Venice via high-speed train.
  • Arrival by water taxi directly to the Aman Venice, located on the Grand Canal.
  • Afternoon gondola ride with a personal guide, followed by a visit to St. Mark’s Basilica.
  • Dinner at Quadri, overlooking Piazza San Marco.

Insider Tip: Request a private tour of the Murano glass factories to see master craftsmen at work.

Day 6: Discovering Venice’s Hidden Gems

View of the Vittoriano Monument in Rome, Italy, showcasing its neoclassical architecture and iconic statues.
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Program:

  • Morning visit to the Peggy Guggenheim Collection, a must-see for art enthusiasts.
  • Lunch at Osteria Alle Testiere, known for its seafood.
  • Explore the hidden canals of Venice and lesser-known areas like Cannaregio.
  • Private after-hours access to Doge’s Palace.

Highlight: Experience Venice’s quieter side with a twilight walk along its serene waterways.

Day 7: From Venice to Milan via Verona

Historic steamboat cruising on Lake Garda with mountains in the background.
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of Verona city with ponte pietra bridge and Duomo from Castel San Pietro

Accommodation: Hotel Principe di Savoia, Milan (The Leading Hotels of the World).
Program:

  • Morning transfer to Verona for a private tour of Juliet’s Balcony and the Roman Arena.
  • Lunch at a boutique winery in Valpolicella, known for its Amarone wines.
  • Continue to Milan and check into Hotel Principe di Savoia.
  • Evening free to relax or explore Milan’s vibrant nightlife.

Insider Tip: Enjoy a glass of Amarone wine during sunset at the winery.

Day 8: Milan’s Fashion and Design Scene

Breathtaking view of Amalfi's coastal town and marina under a clear summer sky in Italy.
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Program:

  • Start the day with a private fashion tour, including flagship stores and ateliers.
  • Visit the Fondazione Prada for contemporary art and culture.
  • Lunch at Il Salumaio di Montenapoleone, a favorite among the elite.
  • Afternoon private guided tour of Milan Cathedral and The Last Supper by Leonardo da Vinci.
  • Dinner at Cracco, one of Milan’s top Michelin-starred restaurants.

Highlight: Book a personal shopping assistant for exclusive access to Milan’s fashion houses.

Day 9: Lake Como Day Trip

Beautiful aerial view of the Amalfi Coast with Mediterranean architecture and seaside charm.
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Program:

  • Private transfer to Lake Como for a full-day excursion.
  • Explore Bellagio, known as the “Pearl of the Lake.”
  • Enjoy a private boat tour, including a visit to Villa del Balbianello.
  • Lunch at a lakeside restaurant.
  • Return to Milan for a farewell dinner.

Highlight: Upgrade your day trip with a seaplane ride over Lake Como.

Day 10: Departure from Milan

Experience the charm of Bellagio, Italy with a boat ride on Lake Como.
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Program:

  • Private airport transfer to Milan Malpensa or Linate.
  • Optional: Morning stroll through the Brera district for last-minute shopping or coffee.
  • Bid farewell to Italy with memories of a luxurious journey.

Insider Tip: Arrange VIP lounge access at the airport for a smooth and relaxing departure.

This 10-day luxury itinerary combines Italy’s iconic cities, cultural landmarks, and unforgettable experiences, ensuring a trip of a lifetime. For personalized travel plans tailored to your preferences, feel free to contact us.

Cover photo by Marian Florinel Condruz via Pexels