5-Day Milan & Surroundings Itinerary: Culture, Cuisine, and Exploration

Day 1: Arrival and Relax

Milan, Italy on May 1, 2025

9:00am

Arrival at Milan Malpensa Airport

Land at Milan's main international airport and transfer to your accommodation in the city center.
EUR0, 1h0m

11:00am

Check-in and Relax

Settle in at your hotel and take some time to unwind after your flight.
Depends on hotel, 2h0m

1:00pm

Lunch at Luini Panzerotti

Enjoy authentic Milanese panzerotti—delicious fried or baked stuffed pastries—perfect for a light and traditional lunch near the Duomo.
EUR8, 1h0m

2:30pm

Visit Milan Cathedral (Duomo di Milano)

Explore this iconic Gothic cathedral featuring stunning architecture and a rooftop terrace with panoramic views. Open from 9am to 7pm daily.
EUR15, 1h30m

4:30pm

Stroll Galleria Vittorio Emanuele II

Visit this historic 19th-century shopping arcade next to the Duomo, ideal for window shopping and experiencing Milanese elegance.
Free, 1h0m

6:30pm

Dinner at Ristorante Nabucco in Brera

Dine at this cozy spot in the Brera district offering classic Milanese dishes such as risotto alla Milanese. Open 7pm to 11pm.
EUR40, 1h30m

Day 2: Milan Art & History

Milan, Italy on May 2, 2025

8:00am

Breakfast at Pavé

Start your day at Pavé, a popular bakery famous for its excellent pastries and Italian coffee.
EUR10, 1h0m

9:30am

Visit Santa Maria delle Grazie and The Last Supper

See Leonardo da Vinci’s iconic fresco, The Last Supper, located inside the convent of Santa Maria delle Grazie. Booking in advance is essential. Open 8:15am–7pm, closed Mondays.
EUR15, 1h30m

11:30am

Walk to Sforza Castle (Castello Sforzesco)

Explore this historic fortress housing multiple museums and art collections. Open 7am to 7:30pm.
EUR10, 2h0m

1:30pm

Lunch at Trattoria Torre di Pisa

Enjoy Tuscan and Milanese specialties in a charming trattoria near the castle. Open from 12pm to 3pm.
EUR25, 1h0m

3:00pm

Visit Pinacoteca di Brera

Spend the afternoon in Milan’s premier art gallery housing masterpieces by Caravaggio and Raphael. Open 8:30am–7:15pm, closed Mondays.
EUR12, 2h0m

6:00pm

Dinner at Eataly Smeraldo

A vibrant market and restaurant serving high quality Italian food and wine. Try their pasta selections for a true taste of Italy. Open until 10pm.
EUR35, 1h30m

Day 3: Day Trip to Lake Como

Lake Como, Italy on May 3, 2025

7:30am

Breakfast at hotel

Early light breakfast before heading out to Lake Como.
Included, 0h30m

8:00am

Train to Lake Como (Como San Giovanni Station)

Catch a direct train from Milan Centrale to Como San Giovanni, journey around 40 minutes.
EUR10, 0h40m

9:00am

Explore Como town

Walk along the lakefront, visit the Como Cathedral, and enjoy the charming old town atmosphere. Shops and cafes open by 9am.
Free, 2h0m

11:00am

Funicular ride to Brunate

Take the funicular from Como town up to Brunate for breathtaking views of the lake and Alps. Open from 7am to midnight.
EUR5, 1h0m

12:30pm

Lunch at Ristorante La Colombetta

Enjoy local lake fish dishes with a view in Como’s old town. Open 12pm to 3pm.
EUR30, 1h30m

2:00pm

Boat tour on Lake Como

Take a scenic boat ride visiting picturesque villages like Bellagio and Varenna. Services operate from 9am to 6pm.
EUR20, 3h0m

5:30pm

Return train to Milan

Train back to Milan Centrale.
EUR10, 0h40m

7:00pm

Dinner at Ratanà

A contemporary Milanese restaurant featuring seasonal dishes in a stylish setting near Isola district. Open until 11pm.
EUR45, 1h30m

Day 4: Shopping & Modern Milan

Milan, Italy on May 4, 2025

8:00am

Breakfast at Marchesi 1824

Taste artisanal pastries and coffee at this historic Milanese café located on Via Santa Maria alla Porta.
EUR12, 1h0m

9:30am

Shopping in Quadrilatero della Moda

Explore Milan’s high-end fashion district with flagship stores of Gucci, Prada, and Versace. Shops usually open by 10am.
Free, 3h0m

12:30pm

Lunch at Paper Moon Giardino

Elegant restaurant offering classic dishes and a garden ambiance, located near Via Montenapoleone.
EUR40, 1h30m

2:00pm

Visit Contemporary Art at Fondazione Prada

A must-see modern art complex featuring exhibitions and innovative architecture. Open Tuesday to Sunday 11am-7pm, closed Mondays.
EUR15, 2h30m

5:00pm

Aperitivo in Navigli district

Enjoy the Milanese tradition of aperitivo—drinks and small bites—along the picturesque canals.
EUR15, 1h30m

7:00pm

Dinner at Osteria del Binari

Traditional Lombardy cuisine in a charming old-style setting near Navigli, known for its ossobuco and risotto. Open until 11pm.
EUR35, 1h30m

Day 5: Departure Day

Milan, Italy on May 5, 2025

8:00am

Breakfast at hotel

Enjoy a leisurely breakfast at your hotel before preparing for your departure.
Included, 1h0m

9:30am

Final stroll around Piazza del Duomo

Take a last walk around Milan’s iconic square to soak up the atmosphere and maybe pick up souvenirs.
Free, 1h0m

11:00am

Transfer to Milan Malpensa Airport

Head to the airport for your departure flight back to Jeddah or onward destination.
EUR15 taxi or shuttle, 1h0m