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Two-Week Autumn Cultural and Culinary Tour in Milan, Italy
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Two-Week Autumn Cultural and Culinary Tour in Milan, Italy
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Day 1: Arrival and Introduction
Milan, Italy on October 6, 2025
3:00pm
Hotel Check-in and Rest
Arrive in Milan and check into your centrally located hotel to relax and refresh after your flight.
Variable, 1h30m
5:00pm
Stroll Through Piazza del Duomo
Visit Milan's iconic cathedral square for a first glance at the city's grandeur, and admire the Gothic architecture of the Duomo from outside. It's a beautiful spot to start familiarizing yourself with the city.
EUR0, 1h
7:00pm
Dinner at Luini
Enjoy classic Milanese street food like panzerotti at Luini, open until 10pm, perfect for a casual and authentic meal near the Duomo.
EUR10, 1h
Find Hotels in Milan
Day 2: Historic Milan
Milan, Italy on October 7, 2025
8:00am
Breakfast at Pavé
Start with a delicious breakfast of fresh pastries and excellent coffee at this popular cafe, open from 7:30am.
EUR15, 1h
9:30am
Duomo di Milano and Rooftop Tour
Tour the stunning Gothic cathedral including its rooftop terraces for panoramic city views; open 9am-7pm, last entry 6:10pm.
EUR13, 2h
12:00pm
Lunch at Ristorante Cracco
Dine at this renowned Michelin-starred restaurant offering sophisticated Milanese cuisine in an elegant setting.
EUR60, 1h30m
2:00pm
Visit Galleria Vittorio Emanuele II
Explore this iconic 19th-century shopping arcade with luxury boutiques and historic cafes; open daily with shops generally from 10am to 7pm.
EUR0, 1h
3:30pm
Pinacoteca di Brera
Discover an exceptional art collection of Italian masterpieces housed in a historic palace; open 8:30am-7:15pm, closed Tuesdays.
EUR15, 2h
7:30pm
Dinner at Trattoria Torre di Pisa
Enjoy hearty Tuscan-influenced dishes at this cozy, well-reviewed trattoria open until 11pm.
EUR35, 1h30m
Find Hotels in Milan
Day 3: Art and Parks
Milan, Italy on October 8, 2025
8:00am
Breakfast at Panificio Pattini
Sample traditional Italian breads and sweets at this bakery open from 7am.
EUR10, 1h
9:00am
Visit Santa Maria delle Grazie and The Last Supper
Book ahead to see Leonardo da Vinci's iconic The Last Supper mural; timed tours start early morning. The church is open 9am-12pm, 2:30pm-6:30pm.
EUR20, 1h
11:00am
Sforza Castle exploration
Explore this historic fortress with multiple museums and lovely grounds, open 7am-7:30pm for grounds, museums open 9am-5:30pm.
EUR10, 2h
1:30pm
Lunch at LuBar
Enjoy Mediterranean inspired lunch dishes in a chic cafe inside a renovated historic building near Sforza Castle.
EUR25, 1h
3:00pm
Walk and Relax at Parco Sempione
Enjoy a leisurely stroll or rest in Milan’s largest park, adjacent to Sforza Castle, perfect for a peaceful afternoon.
EUR0, 1h30m
6:00pm
Aperitivo at Nottingham Forest
Experience a famous Milanese aperitivo with innovative cocktails in a trendy bar, open late.
EUR20, 1h
8:00pm
Dinner at Osteria del Binari
Enjoy traditional Milanese cuisine in a charming setting near the Navigli canals; open until 11pm.
EUR40, 1h30m
Find Hotels in Milan
Day 4: Day Trip to Lake Como
Como, Italy on October 9, 2025
7:30am
Breakfast and Early Train to Como
Grab a quick breakfast at your hotel then take the 8am train from Milano Centrale to Como (approx. 1h).
EUR10, 1h30m
9:30am
Como Old Town Walking Tour
Explore the historic center of Como including the Cathedral (Duomo) and charming piazzas; shops and sights open from 10am.
EUR0, 2h
12:00pm
Lunch at Ristorante Sociale
A classic Como eatery serving local specialties, open from noon.
EUR35, 1h
1:30pm
Boat Tour on Lake Como
Take a 1.5-hour boat tour to admire the lake's scenic beauty and picturesque villas; boat tours run until late afternoon.
EUR25, 1h30m
3:30pm
Visit Villa Olmo Gardens
Relax in the beautifully maintained gardens of this historic lakefront villa, open daylight hours.
EUR0, 1h
5:00pm
Return to Milan
Catch the train back to Milan, arriving early evening.
EUR10, 1h
7:00pm
Dinner at Casa Tua Osteria
Savor home-style Italian cooking in a warm, inviting atmosphere near your accommodation.
EUR30, 1h30m
Find Hotels in Como
Day 5: Fashion and Shopping
Milan, Italy on October 10, 2025
8:30am
Breakfast at Marchesi 1824
Enjoy a classy breakfast at one of Milan’s oldest pastry shops in the fashion district; they open at 7:30am.
EUR20, 1h
9:30am
Shopping in Quadrilatero d’Oro
Spend the morning in Milan's luxury fashion district browsing iconic Italian designer stores; shops open 10am-7pm.
Variable, 3h
1:00pm
Lunch at Eataly Smeraldo
Enjoy a diverse selection of gourmet Italian food in the vibrant food market and dining area open all day.
EUR30, 1h
2:30pm
Visit Armani/Silos Museum
Discover a fashion museum dedicated to Giorgio Armani’s career and iconic pieces, open 10am–7pm, closed Mondays.
EUR15, 1h30m
5:00pm
Coffee Break at Starbucks Reserve
Experience a premium coffee experience at Milan’s exclusive Starbucks Reserve Roastery near fashion district.
EUR15, 45m
7:00pm
Dinner at Ristorante da Giacomo
Delight in Milanese and seafood specialties in a classic elegant atmosphere; open until 11pm.
EUR50, 1h30m
Find Hotels in Milan
Day 6: Day Trip to Bergamo
Bergamo, Italy on October 11, 2025
7:30am
Breakfast and Train to Bergamo
Early breakfast at hotel followed by train ride to Bergamo (approx. 1h).
EUR10, 1h30m
9:30am
Città Alta Walking Tour
Explore Bergamo’s picturesque medieval upper city with its Venetian walls, charming streets, and historic sites; open all day.
EUR0, 3h
1:00pm
Lunch at Trattoria Sant’Agata
Enjoy traditional Bergamo dishes in a cozy restaurant open daily from 12pm.
EUR30, 1h
2:30pm
Visit Accademia Carrara
Discover a beautiful art gallery with Renaissance and Baroque artworks; open 9:30am-7:30pm, closed Mondays.
EUR12, 1h30m
4:30pm
Coffee and Pastry at Caffè del Tasso
Relax in this historic cafe at Bergamo’s main square serving excellent coffee and pastries.
EUR10, 45m
6:00pm
Return to Milan
Train back to Milan for an evening arrival.
EUR10, 1h
8:00pm
Dinner at Osteria Brunello
Enjoy a rustic Italian dinner in Milan, specializing in both Milanese and Tuscan cuisine; open until 11pm.
EUR40, 1h30m
Find Hotels in Bergamo
Day 7: Leisure and Navigli
Milan, Italy on October 12, 2025
9:00am
Breakfast at Pavé Bakery
Start the day with artisan coffee and pastries in the Navigli district, open from 7:30am.
EUR15, 1h
10:00am
Navigli Canals Walk
Enjoy a relaxing stroll along the picturesque canals, checking out art galleries and boutiques along the way.
EUR0, 2h
12:30pm
Lunch at Osteria della Conchetta
A beloved local spot serving Milanese classics near the canal; open 12pm-3pm.
EUR30, 1h30m
2:30pm
Visit Fondazione Prada
Explore contemporary art exhibitions at this renowned cultural institution; open 10am-7pm, closed Tuesdays.
EUR15, 2h
6:00pm
Aperitivo and Dinner at Rita & Cocktails
Enjoy a lively aperitivo followed by dinner in a trendy bar along the Navigli canals, open late.
EUR40, 2h
Find Hotels in Milan
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Itinerary created by
Plantrip Team
July 25, 2025
AI-assisted, human-reviewed
Plan Your Milan, arrival on 6th October, 2025 to leave on 19th October,2025 Trip
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