Milan isn’t just Italy’s fashion capital: it’s a city where historic landmarks, world-class art, and modern design all meet. Whether it’s your first visit or a return trip, this customizable 3–5 day Milan itinerary is designed to help you see the city’s highlights, uncover hidden gems, and enjoy the best hotels, dining, and experiences. If you only have 3 days, you can choose your 3 favorites or combine a couple of the days for a more “express” tour. Book through Styled Getaways to unlock perks like room upgrades, exclusive tours, and curated itineraries.
Where to Stay in Milan
Duomo / Centro Storico: Park Hyatt Milan
Stay steps from the iconic Duomo. Elegant rooms, Michelin-star dining, and concierge-curated experiences make this ideal for first-time visitors.
Budget Option: Room Mate Giulia: Modern, friendly boutique hotel just minutes from Piazza del Duomo.
Brera: Casa Brera, a Luxury Collection Hotel, Milan
Tucked in the heart of Milan’s artistic Brera district, Casa Brera blends mid-century architecture with bold, modern design. Just steps from Teatro alla Scala and Milan’s best galleries and boutiques, it’s the perfect stay for travelers who want culture, design, and luxury in one.
Navigli: Magna Pars Suites
Sleek canal-side suites with kitchenettes and spa access, perfect for evening aperitivo and strolling along the canals.
Day 1: Arrival & Duomo Exploration
- Check into your hotel and unwind after your journey.
- Explore Piazza del Duomo, the Galleria Vittorio Emanuele II, and soak in the city’s energy.
- Optional: Guided rooftop tour of the Duomo for panoramic views.
- Dinner recommendation: Ristorante Savini, historic dining in the Galleria.
Styled Getaways Tip: Book a skip-the-line Duomo rooftop tour for the best experience.
Day 2: Art & Culture in Brera
- Morning: Visit Pinacoteca di Brera, one of Italy’s top art galleries.
- Stroll through cobblestone streets, boutique shops, and hidden cafés.
- Afternoon: Explore Sforza Castle and its museums.
- Dinner: Enjoy an aperitivo along Via Brera or at your hotel terrace.
Insider tip: Book tickets to Pinacoteca di Brera in advance for guaranteed entry.
Day 3: Navigli & Design District
- Morning: Take a canal-side walk in Navigli, stopping at artisan shops.
- Afternoon: Discover Milan’s Design District and modern architecture.
- Optional Excursion: Milan Fashion Tour with a private stylist guide.
- Dinner: Canal-side dining and aperitivo at Mag Cafe.
Styled Getaways Tip: Arrange a private fashion tour or local guide for insider shopping.
Day 4: Leonardo da Vinci & Hidden Gems
- Book your The Last Supper tickets early to see Leonardo da Vinci’s masterpiece.
- Explore hidden gems like San Maurizio al Monastero Maggiore (known as the “Sistine Chapel of Milan”).
- Evening: Walk through Porta Nuova, enjoy rooftop drinks, or sunset at Excelsior Hotel Gallia rooftop bar.
Day 5: Optional Day Trips
- Lake Como: 1-hour train ride from Milan; explore the lakeside towns of Bellagio and Varenna.
- Bergamo: Historic upper city with panoramic views and charming streets.
- Return to Milan for last-minute shopping or a farewell dinner.
Insider Tip: Book Lake Como private tours or day trips in advance for the best experience.
Travel Tips for Milan
- Transportation: Milan has a convenient metro and tram system; taxis and rideshares are easy to use. I mostly use the tram, metro, and Uber.
- Timing: Shoulder seasons (April–June & September–October) offer pleasant weather and smaller crowds. My last visit was in November, which was also really pleasant weather-wise, except a bit rainy on a couple days and chilly at night.
- Packing: Comfortable shoes for walking and stylish outfits for evenings.
Want help building a custom vacation?
Booking through Styled Getaways provides:
- Personalized itinerary planning tailored to your interests
- Exclusive access to hotels, tours, and local guides
- Room upgrades, resort credits, and insider experiences whenever available
- Recommendations for hidden gems and local dining
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Affiliate & Booking Disclaimer
This post contains affiliate links. If you book hotels, tours, or experiences through these links, I may earn a small commission at no extra cost to you. All recommendations are based on personal experience and research. Unless booking through Styled Getaways™, please verify details directly with providers.
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