Excellent
Northern Italy Trip Itinerary: Wine, Lakes & Alps
5 Days
1 Stops
Private transfer
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Your tailor-made itinerary – No cost, no commitment
Excellent
From$1,350
per personAccommodations
Transportation
24/7 support
Activities
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Travel plan
Flights
Trip curated by Roman Karin
ExpertMy team and I crafted this trip! Want to make it even more your style? Let’s chat — you can book a free planning call with me.
My team and I crafted this trip! Want to make it even more your style? Let’s chat — you can book a free planning call with me.
Recommended route
Customize at any time with an expert
Milan
Day 1 - 5
The vibrant metropolis of Milan is the capital of Italy’s Lombardy region in northern Italy. Always at the forefront of international fashion, Milan’s sleek, glamorous facade has earned it a reputation for superficiality and excessive consumerism. However, beneath the surface lies a treasure trove of historical and architectural wonders—from its magnificent Gothic churches, Baroque mansions, and Art Nouveau palazzos to the striking modern skyscrapers of the Porta Nuova financial district. Must-see landmarks include the spectacular Milan Cathedral (Duomo), the glass-vaulted Galleria Vittorio Emanuele II, and of course, La Scala—one of the world’s most renowned opera houses. Milan offers something for everyone: those in search of high-end designer shopping will be more than satisfied, as will visitors interested in fascinating historical sites and extraordinary architectural achievements.
Hotel nhow Milano
Hotel nhow Milano is located right in the heart of Milan’s fashionable Via Tortona, with easy access to the Navigli, with its lively bars and restaurants, the MUDEC museum, and the Armani Silos. Accommodation consists of guest rooms and suites, each equipped with air conditioning, an en-suite bathroom, a minibar, a coffee machine, a digital safe, and a flat-screen TV with cable channels. A delicious breakfast is served daily for your enjoyment. Other amenities offered are internet access, a fitness centre, an on-site restaurant, a bar, and a terrace.
Your activity
Guided Walking Tour in Milan
Enjoy a private guided tour of Milan, led by your expert guide, and explore the city’s most iconic landmarks. Your experience begins with hotel pickup if your accommodation is located in the central area; otherwise, a convenient meeting point will be communicated. Start your adventure with a visit to the magnificent Duomo di Milano, where you will not only admire the stunning interior of this Gothic masterpiece but also have the chance to ascend to the terraces. With a ride in the elevator, you will reach the top for panoramic views of Milan, offering an unforgettable perspective of the city and the cathedral itself. The tour continues with external visits to the Sforza Castle, Colonne di San Lorenzo, and the famous Scala Opera House, among other important landmarks. Explore Milan’s rich history and culture as your guide shares fascinating insights along the way.
Starting time: 9:30 am approx.
From$1,350
per personAccommodations
Transportation
24/7 support
Activities
Tourlane App
Travel plan
Flights
Why plan with an expert?
200+
Plan with professionals who are explorers themselves.
17+ hours of time saved
Our experts plan and book for you.
8+ Bookings managed
Everything is bundled in one place and perfectly planned.
4+ Transfers coordinated
For optimal transport and comfort.
Excellent
Why plan with an expert?
200+
Plan with professionals who are explorers themselves.
17+ hours of time saved
Our experts plan and book for you.
8+ Bookings managed
Everything is bundled in one place and perfectly planned.
4+ Transfers coordinated
For optimal transport and comfort.
Excellent
Itinerary inspiration
This curated 5-day Northern Italy itinerary blends elegance, natural beauty, and world-class indulgence into one unforgettable journey. Begin in Milan, where a private guide introduces you to the city’s iconic landmarks, from the Duomo’s Gothic spires to the high-fashion district of Via Montenapoleone. From there, escape to the vineyard-cloaked hills of Piedmont for a full-day culinary experience. Enjoy exclusive tastings at local wineries and savor regional specialties while learning about Italian winemaking traditions, all led by a private guide.
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Next, immerse yourself in the charm of Lake Como. Cruise its glistening waters, admire villas nestled among forested hillsides, and relax in lakeside towns where time seems to slow down. Your adventure culminates with a ride on the legendary Bernina Express, one of Europe’s most scenic railways. Journey from the Italian lakes into the Swiss Alps, crossing dramatic viaducts and passing snow-capped peaks and glacier-fed lakes. This 5-day Northern Italy trip is ideal for travelers seeking a refined yet adventurous getaway. Whether you're passionate about food and wine, inspired by alpine views, or captivated by Italian style, this experience delivers comfort, culture, and curated discovery at every turn.
Day 1–5: Milan (4 Nights)
Settle into Milan as your base while exploring Northern Italy’s highlights, from cultural landmarks to alpine landscapes.
Your Accommodation
Hotel nhow Milano
Highlights & Activities
Private airport transfer upon arrival
Guided walking tour of Milan, including the Duomo and historic center
Explore Milan’s fashion district and elegant neighborhoods
Full-day culinary excursion to Piedmont with wine tastings and regional specialties
Full-day trip to Lake Como, including a scenic boat cruise and lakeside exploration
Ride the Bernina panoramic train to St. Moritz, crossing the Alps with breathtaking views
Leisure time to enjoy Milan’s restaurants, cafés, and cultural scene
This itinerary combines Northern Italy’s most refined experiences with spectacular natural scenery, offering a seamless balance of culture, cuisine, and alpine adventure.
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Custom Italy trips
Tips for your Northern Italy travel itinerary
What is the best time to travel to Northern Italy for wine, lakes, and the Alps? Spring (April–June) and fall (September–October) are ideal for combining Milan’s city sights, Piedmont’s vineyards, and Lake Como’s scenery. These months also bring clear views for the Bernina Express ride into the Swiss Alps.
Hotels in Milan and the lakes range from $55–$90 per night for budget stays, $90–$180 for mid-range, and $180–$270+ for boutique or luxury. Meals average $15–$30 in trattorias and $50–$100 for fine dining. Activities such as vineyard tastings in Piedmont start around $50, while a Bernina Express ticket costs about $70–$100.
Milan’s Duomo and La Scala, wine experiences in Piedmont, and lakeside villas around Como are unforgettable stops. The Bernina Express through the Alps adds a scenic train journey with sweeping mountain views. Private walking tours, vineyard visits, and lake cruises make the trip even richer.
➔ Things to see Italy | Things to see Lake Como | Activities Italy
Book early for Milan’s Last Supper and Bernina Express tickets. Stay in central Milan for quick access to museums and shopping, and choose lakeside towns like Bellagio or Varenna for easy ferry connections. In Piedmont, plan tastings with a driver or guided tour.
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2
Customize it
In a one-on-one consultation, we pair you with an English-speaking, native-European travel expert to customize your trip even more, making it unique to you and providing in-depth knowledge on every destination.
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