Please reserve a flight that has an arrival in Milan, Italy on Thursday, June 10, 2027, returning from Rome, Italy on Saturday, June 19, 2027. Our group itinerary begins on Thursday, June 10, 2027.

Flights are not included. However, you can add them on at checkout for an additional fee.

Say bye, bye to the USA as for 9 days, you'll be on the Land of La Dolce Vita. Be sure to prep - you have a very long overnight flight ahead. 

Because of the time zone difference, depending on where you are departing from - You may need to depart on Tuesday, June 8, 2027 OR Wednesday, June 9, 2027 in order to arrive in Milan by Thursday, June 10, 2027.

After clearing customs and immigration, you’ll be greeted by your private transfer and escorted to our host hotel, the elegant 4-star Duo Milan Porta Nuova, where you’ll enjoy a three-night stay with daily buffet breakfast included. Take time to settle in and refresh after your journey. In the evening, we’ll officially begin our Italian escape with a special welcome dinner at a hand-selected restaurant — the perfect introduction to Milan’s culinary and cultural elegance.

After your buffet breakfast, we will meet up as a group to embark on our half day tour of Milan. Discover the elegance of Italy’s fashion capital in just a few hours. This guided tour takes you through Milan’s most iconic landmarks, from the magnificent Gothic spires of the Duomo to the world-renowned La Scala Opera House. Stroll through the Galleria Vittorio Emanuele II, one of the oldest and most glamorous shopping arcades in the world, and experience the city’s unique blend of history, style, and modern sophistication.

The rest of the day is yours to explore or relax on your own.

After you've had your buffet breakfast, meet us down in the lobby to aboard our private motorcoach for our full day Lake Como Tour.

Our escape to the serenity of Lake Como, one of Italy’s most glamorous and picturesque destinations. Begin your journey with a scenic drive from Milan to the sparkling shores of Como, where charming streets and elegant piazzas set the stage for the day. From there, enjoy a leisurely boat tour across the lake, gliding past lush villas, colorful villages, and breathtaking mountain views.

During the tour, you’ll have free time to savor lunch on your own at one of the lakeside cafés or trattorias, followed by time to explore boutiques and shops filled with Italian craftsmanship. This full-day experience perfectly blends relaxation, exploration, and the timeless beauty of Lake Como.

Today we make our way to enchanting Venice, where timeless beauty meets old-world charm. Your home for the next two nights is the historic 5-star Hilton Molino Stucky Venice, an architectural landmark overlooking the lagoon, with daily breakfast included. Upon arrival, enjoy the remainder of the day at leisure — relax at the hotel or begin your own exploration of this magical city of canals.

The morning is yours to indulge as you wish — whether it’s shopping for Italian fashion, lingering at a café, or simply taking in the beauty of your surroundings.

In the evening, we’ll reunite for an exclusive culinary experience. Guided by a master chef, you’ll craft delicate handmade pasta and prepare an elegant tiramisu, enjoying the art of Italian cuisine in a refined, intimate setting. A true taste of la dolce vita.

After a sumptuous breakfast, meet in the lobby for your private transfer to the airport, where we’ll board our flight to the Eternal City of Rome. Upon arrival, settle into the 5-star art’otel Rome Piazza Sallustio, perfectly located in the heart of the city and including daily breakfast. Take some time to unwind and refresh before the evening’s experience.

As the sun sets, we’ll come together for an indulgent guided food tour, winding through Rome’s charming streets and savoring authentic Italian specialties paired with rich local flavors. It’s a refined introduction to the city’s extraordinary culinary heritage.

After your buffet breakfast, meet the group in the lobby as we will depart on for full day tour of Rome including visiting the Vatican!

Our private tour offers Immerse yourself in the grandeur of the Eternal City on this full-day guided tour. Begin with the awe-inspiring treasures of Vatican City — home to St. Peter’s Basilica, the Sistine Chapel, and masterpieces that define the Renaissance. Continue through Rome’s legendary landmarks, from the Colosseum to the Roman Forum and the elegant piazzas that capture the city’s timeless charm.

Midday, you’ll have time to enjoy lunch on your own at one of Rome’s many refined cafés or trattorias before resuming the journey. This immersive experience offers the perfect balance of history, culture, and elegance in Italy’s capital.

After your buffet breakfast, meet the group in the lobby as we will depart for our full day tour of Pisa and Florence.

Step into the heart of Tuscany on a full-day exploration of Florence and Pisa. In Florence, marvel at Renaissance masterpieces and architectural icons such as the Duomo and Ponte Vecchio, while strolling through charming piazzas and elegant streets. Continue to Pisa to admire the world-famous Leaning Tower, along with the magnificent cathedral and baptistery in the Piazza dei Miracoli. Midday, we'll have a Tuscan lunch, pairing regional flavors with the beauty of your surroundings. A day rich in art, history, and culinary indulgence. We will return to Rome later in the evening.

The majority of today is yours. Soak in the last day of that Italian sun! 

Later in the evening, we'll all meet back up with as a group for one last gathering- our farewell dinner. 

We will have giveaways there as well!!!

Today, we bid farewell to beautiful Italy as we journey back home. We hope this experience — from the elegance of Milan and Lake Como to the history of Rome, Florence, Pisa, and the romance of Venice — has left you with unforgettable memories. Use any free time this morning to relax before your flight, reflecting on the flavors, sights, and moments that made this trip so special.

We are grateful to have shared this journey with you, and we look forward to welcoming you on another iTravel2Getaway escape soon!

Package Inclusions

• 4 Days / 3 Nights at the elegant 4-star Duo Milan Porta Nuova

• 3 Days / 2 Nights at the 5-star historic Hilton Molino Stucky Venice, overlooking the Venetian lagoon

• 5 Days / 4 Nights at the 5-star art’otel Rome Piazza Sallustio, located in the heart of the Eternal City

• Daily Buffet Breakfast

• Select additional meals (see sample itinerary for details)

• Private Roundtrip Airport Transfers in Italy

• All Private Tour Transportation throughout the trip

• Welcome Dinner to kick off our journey together

• Exclusive Welcome Gift upon hotel check-in

Curated Tours & Experiences

• Half-Day Milan City Tour – including the Duomo, La Scala, and Galleria Vittorio Emanuele II

• Full-Day Lake Como Tour – with scenic boat ride

• Full-Day Florence & Pisa Tour – including Tuscan lunch, the Duomo, Ponte Vecchio, and the Leaning Tower

• Journey to Venice – explore the city of canals with two nights in a 5-star historic landmark hotel

• Full-Day Rome Tour – including Vatican City, St. Peter’s Basilica, Sistine Chapel, the Colosseum, and Roman Forum

• Authentic Italian Cooking Class – hands-on experience making pasta & tiramisu

• Evening Guided Food Tour in Rome – savoring authentic Roman flavors and culinary traditions

Special Touches

• English-Speaking Local Guides – hand-selected and iTravel2Getaway approved

• On-Site iTravel2Getaway Staff – for seamless assistance throughout your journey

• On-Site Photographer/Videographer – vacation photos delivered within 30 days of return

• Exclusive iTravel2Getaway Italy Travel Kit – including a group-branded t-shirt, shipped directly to you before departure

• All Taxes & Fees included with the above services