Itinerary
- Day 1
Milan
You'll land at Malpensa and head into Milan, one of Europe's most fashionable cities. If you have time before evening, walk through neighborhoods like Brera and check out Porta Nuova to see how the city mixes old palaces with new buildings. Later, join the locals and grab a drink like a Negroni or Prosecco during the aperitivo hour, which is basically Milan's version of happy hour but more social and much more of a tradition.
- Meals
- Breakfast (Hotel buffet breakfast featuring freshly squeezed orange juice from Sicily; gluten-free and kosher options available upon request)
- Accommodation
- Hotel (Hotel Vittoria)
Optional Activities
- Explore Milan's historic Brera district
- Discover Porta Nuova's cutting-edge architecture
- Experience Milan's aperitivo culture with a Negroni or Prosecco at a local bar



- Day 2
Milan
Start at the Duomo di Milano, this massive Gothic cathedral with towering columns and detailed carvings that you can wander through. Head up to the terraces on top for views across the whole city. After that, walk into the Galleria Vittorio Emanuele II where there's a famous glass dome, high-end shops, and you can find that bull mosaic everyone spins on for luck. By evening, find a rooftop bar like Terrazza Aperol and settle in with a drink while the city lights come on.
- Meals
- Breakfast (Hotel buffet breakfast featuring freshly squeezed orange juice from Sicily; gluten-free and kosher options available upon request)
- Accommodation
- Hotel (Hotel Vittoria)
Included Activities
- Visit Duomo di Milano and admire Gothic architecture, intricate sculptures, and stained glass windows
- Ascend to Duomo Terraces for panoramic views of Milan's skyline
- Stroll through Galleria Vittorio Emanuele II and explore boutiques and cafés
- Spin on the famous bull mosaic in Galleria Vittorio Emanuele II for good luck
Optional Activities
- Enjoy an aperitivo at Terrazza Aperol with front-row Duomo views
Landmarks/POIs Duomo di Milano Duomo Terraces Galleria Vittorio Emanuele II Terrazza Aperol 


- Day 3
Milan
Begin in Porta Nuova area looking at modern architecture like the Pirelli Tower and the Bosco Verticale building with plants growing all over it. Stop at Piazza Gae Aulenti to see Italy's tallest building, the Unicredit Tower, then grab coffee. From there, head into the fashion district and walk down Via Montenapoleone where all the luxury brands line the street. Check out Via Sant'Andrea and Via della Spiga too if you want more shopping streets. If you're interested in fashion history, Palazzo Morando has Milan's Fashion Museum inside.
- Meals
- Breakfast (Hotel buffet breakfast featuring freshly squeezed orange juice from Sicily; gluten-free and kosher options available upon request)
- Accommodation
- Hotel (Hotel Vittoria)
Included Activities
- Explore Porta Nuova's modern architectural wonders including Pirelli Tower and Bosco Verticale
- Discover Piazza Gae Aulenti and view the Unicredit Tower
- Immerse yourself in the Quadrilatero della Moda fashion district on Via Montenapoleone
- Explore Via Sant'Andrea and Via della Spiga in the fashion district
- Visit Palazzo Morando, home to Milan's Fashion Museum
Optional Activities
- Browse designer flagship stores (Gucci, Prada, Louis Vuitton) in the Quadrilatero della Moda
- Visit Piazza della Scala and the world-renowned Teatro alla Scala
Landmarks/POIs Porta Nuova Pirelli Tower Palazzo Lombardia Bosco Verticale Piazza Gae Aulenti Unicredit Tower Quadrilatero della Moda Via Montenapoleone Via Sant'Andrea Via della Spiga Palazzo Morando Piazza della Scala Teatro alla Scala 


- Day 4
Milan
Take it slower this morning with espresso at a local café, maybe visit a museum, or just wander a neighborhood that interests you. Fashion lovers should head to Corso Como and definitely check out the 10 Corso Como concept store, which mixes fashion with art and design. Later, walk through Navigli, the canal district that starts at Darsena and follows the Naviglio Grande with cafés and vintage shops along the water. You'll pass the Church of San Cristoforo and some old apartment buildings worth seeing. End at the Armani/Silos museum to see decades of Armani collections, then have drinks by the canals.
- Meals
- Breakfast (Hotel buffet breakfast featuring freshly squeezed orange juice from Sicily; gluten-free and kosher options available upon request)
- Accommodation
- Hotel (Hotel Vittoria)
Included Activities
- Explore Corso Como with its trendy boutiques and concept stores
- Visit 10 Corso Como legendary concept store blending high fashion, art, and culture
- Stroll through Milan's Naviglio Grande canal system
- Visit the Church of San Cristoforo along the canals
- Explore the historic Darsena port area
- Discover Vicolo dei Lavandai, the historic washerwomen's area
- Immerse yourself in the Armani/Silos museum showcasing over 40 years of Giorgio Armani's designs
Optional Activities
- Take a picturesque cruise through Milan's Naviglio Grande
- Browse vintage shops and art galleries in the Navigli district
- Admire the historic Case di Ringhiera architecture
- Enjoy an aperitivo by the water in the Navigli district
Landmarks/POIs Corso Como 10 Corso Como Navigli Naviglio Grande Darsena San Cristoforo Church Case di Ringhiera Vicolo dei Lavandai Armani/Silos 


- Day 5
Milan
Check out of your hotel this morning. If your flight's later, drop your bags at the hotel or at Milano Centrale Station luggage storage and have lunch at one of Milan's nice Italian restaurants. Then head to the airport for your flight home.
- Meals
- Breakfast (Hotel buffet breakfast featuring freshly squeezed orange juice from Sicily; gluten-free and kosher options available upon request)
Optional Activities
- Store luggage at Milano Centrale Station for the day
- Enjoy lunch at one of Milan's luxurious Italian restaurants
Landmarks/POIs Milano Centrale Station 























