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Northern Italy Trip Itinerary: Wine, Lakes & Alps
5 Days
1 Stops
Private transfer
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Trip curated by Roman Karin
ExpertThe Bernina Express is the day I always build this itinerary toward. The UNESCO-listed red train crosses the Brusio spiral viaduct and reaches the Bernina Pass at 2,253 meters before descending to St. Moritz, and no road alternative comes close to replicating that sequence of landscape and engineering. For the Piedmont culinary excursion, a sit-down tasting at a family domaine in Barolo or Barbaresco territory earns more than covering multiple appellations quickly; the wine in its own landscape, with the nebbiolo vines on the hillside outside the window, is the version that stays with you. Lake Como from Varenna by ferry to Bellagio rather than by road from Como means the villa gardens arrive by water approach, and that lakefront composition is the image the excursion has been building toward.
The Bernina Express is the day I always build this itinerary toward. The UNESCO-listed red train crosses the Brusio spiral viaduct and reaches the Bernina Pass at 2,253 meters before descending to St. Moritz, and no road alternative comes close to replicating that sequence of landscape and engineering. For the Piedmont culinary excursion, a sit-down tasting at a family domaine in Barolo or Barbaresco territory earns more than covering multiple appellations quickly; the wine in its own landscape, with the nebbiolo vines on the hillside outside the window, is the version that stays with you. Lake Como from Varenna by ferry to Bellagio rather than by road from Como means the villa gardens arrive by water approach, and that lakefront composition is the image the excursion has been building toward.
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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.
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.
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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
Four nights based in Milan with day trips to Piedmont for wine, Lake Como for the water, and St. Moritz by way of the Bernina Express for the Alps — Northern Italy's most refined pleasures covered from a single base, without repacking once.
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The Bernina Express is the day I always mention first when talking through this itinerary. The line climbs from Tirano near Lake Como into the Swiss Alps, crosses the Landwasser Viaduct, passes the Morteratsch Glacier, and descends to St. Moritz across a landscape that changes character every fifteen minutes. It is one of the few train journeys in Europe where the route itself is unambiguously the experience. Book early — the panorama carriages sell out.
The Piedmont culinary day is the right complement. Barolo and Barbaresco country, a private cellar visit, and the truffles and tajarin of the Langhe hills produce an afternoon that earns a full day. What I always tell people: ask your guide to include a smaller producer alongside any of the well-known estates — the conversation at a family winery is more candid, and the wines are often as good.
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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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