Lombardy
haute couture and altitude
Untracked Luxury
9 DAYS / 8 NIGHTS
A journey through Lombardy’s lakes, Alpine charm, sparkling wines and a touch of Switzerland
Tailored elegance, alpine silence and peak experiences
Ideal for: Fashion lovers | Alpine dreamers | Wellness seekers | Art & design enthusiasts
Overview
A refined journey between the elegance of Milan and the silence of the high mountains.
From exclusive ateliers and historic tailors to design chalets and alpine rituals, this 9-day itinerary leads you through secret galleries, snowy forests and stylish sanctuaries in both Lombardy and the Engadin.
Haute couture meets high altitude in a sensory experience where fashion, nature and luxury converge.
Why travellers love this trip?
- Style, culture and design in Italy’s fashion capital
- Hidden villas, silk ateliers and lakeside elegance
- Private boat tours and gourmet lakeside picnics
- Cross-border luxury: from Como to the Swiss Alps
- Alpine wellness, scenic trains and mountain dining
- A refined blend of urban flair and natural beauty
Day by Day Itinerary
DAY 1 – ARRIVAL IN MILAN
Welcome to Italy!
Upon arrival, take some time to settle in and let yourself be embraced by the atmosphere of a land rich in culture, beauty and authenticity.
Your journey begins here—among timeless inspirations and unforgettable sensations.
The fashion capital, where every corner tells a story of style and creativity.
Settle into a charming boutique hotel in the heart of the famous Fashion District, surrounded by elegant storefronts, historic ateliers, and iconic architecture.
In this city that celebrates elegance and innovation, prepare to enjoy an unforgettable dinner.
Savor iconic Milanese dishes such as risotto alla milanese, ossobuco, cotoletta alla milanese and a delicate panettone reinterpretation: a tribute to tradition with a modern twist.
Be inspired by the flavors and unique atmosphere of Milan, home to great designers and global fashion icons.
Overnight in Milan
DAY 2 – MILAN BY STYLE
A curated day in the heart of Milanese fashion, guided by your personal stylist.
Enjoy private visits to iconic ateliers such as Armani Privé, Atelier Balestra and Gatti Milano (renowned for hand-painted silk foulards), as well as Tirinanzi, master shoemakers since 1910.
Savor a refined lunch on a private terrace overlooking the Duomo.
Get ready for an exclusive experience with a private visit to a Milanese artisan workshop, where excellence meets tradition.
Discover rare fabrics, bespoke tailoring and the art of artisan perfumery, immersed in an atmosphere that celebrates fashion heritage.
End the day with a classic Campari aperitivo at Camparino in the Galleria Vittorio Emanuele II.
Return for the night to your elegant boutique hotel in Milan, nestled in the heart of the Fashion District.
Overnight in Milan
DAY 3 – WALKING THROUGH ART&HISTORY
Enjoy a full day dedicated to exploring the cultural and artistic treasures of Milan, accompanied by a knowledgeable local guide.
Choose between two iconic experiences: a guided visit to the magnificent Duomo Cathedral, including rooftop access for breathtaking views of the city or a viewing of Leonardo da Vinci’s Last Supper, one of the most celebrated masterpieces of the Renaissance (tickets included).
The tour continues through the city’s historic center, unveiling hidden courtyards, elegant piazzas and stories that bring Milan’s heritage to life.
A lunch in a charming local restaurant is included, offering a taste of authentic Milanese cuisine and the opportunity to relax and engage with your guide.
At the end of the day, return to your boutique hotel in Milan for a restful evening in the city’s refined atmosphere.
Overnight in Milan
DAY 4 – LAKESIDE ELEGANCE – WELCOME TO COMO
Private transfer from Milan to Lake Como.
Upon arrival, settle into an elegant historic villa directly on the lake, featuring a private dock, refined interiors and panoramic water views.
In the afternoon, embark on a private boat tour to discover the lake’s most iconic sites: enchanting villas, lush gardens and the timeless charm of lakeside villages such as Bellagio and Varenna.
A lakeside aperitif adds a refined touch to the experience.
In the evening, savor a private gourmet dinner either at your villa, prepared by a personal chef, or at a renowned lakeside restaurant offering refined local cuisine and breathtaking sunset views over the water.
Enjoy a relaxed evening and overnight stay in your luxurious lake-view accommodation in Como.
Overnight in Como
DAY 5 – THE HIDDEN SOUL OF LAKE COMO
Begin with exclusive early access to Villa Carlotta, discovering its masterpieces and gardens in quiet intimacy alongside a private art historian.
Then cruise by private boat to Villa del Balbianello for a secluded visit to its panoramic park, usually closed to early guests.
Savor a gourmet white-glove picnic on a lakeside location, accompanied by vintage wines and live music.
A moment of pure elegance immersed in nature.
At sunset, embark on a luxury cruise aboard a vintage wooden boat, leading to a chef’s table dinner in an exclusive villa.
Return for the night to your elegant lakeside villa on Lake Como, where the calm of the water and the magic of the day carry into a restful sleep.
Overnight in Como
DAY 6 – ACROSS THE ALPS: FROM MILAN TO ST. MORITZ IN STYLE
Depart from Como for an unforgettable scenic journey aboard the Bernina Express, a world-renowned Swiss train featuring first-class panoramic carriages.
As you cross into Switzerland, you’ll be treated to breathtaking views of glaciers, alpine lakes and dramatic mountain peaks.
Your destination is St. Moritz, an elegant alpine town known for its unspoiled nature, luxurious charm and refined atmosphere.
Upon arrival, spend a relaxing afternoon exploring the town or unwinding in your carefully chosen hotel or chalet in the Engadin valley.
In the evening, enjoy a cozy dinner in a traditional alpine restaurant, where you can savor local specialties such as Pizzoccheri valtellinesi (buckwheat pasta with cheese, potatoes, and cabbage) and Capuns (Swiss chard rolls filled with meat and herbs).
Overnight in St. Moritz
DAY 7 – ALPINE WELLNESS
Enjoy a unique experience during a day dedicated to wellness, starting with a relaxing session in the panoramic sauna and snow therapy surrounded by the tranquility of the mountains.
In the afternoon a vertical wine tasting of fine Valtellina wines in a cellar carved into the rock.
Discover the unique characteristics of Chiavennasca (Nebbiolo) and other local grape varieties, the expression of a centuries-old winemaking tradition.
Each sip tells a story of passion and dedication, making this moment unforgettable.
Overnight in St. Moritz
DAY 8 – MOUNTAIN IMMERSION
Spend a day immersed in the alpine beauty of St. Moritz.
In the morning, take the cable car up to Diavolezza to admire the stunning views of the Bernina Range and Morteratsch Glacier and enjoy a traditional lunch at Berghaus Diavolezza.
In the afternoon, return to the valley and visit the Segantini Museum to explore the works of the symbolist painter deeply connected to the Alps.
End the day with a relaxing walk around St. Moritz and a traditional Engadin dinner at a cozy local restaurant.
Overnight in St. Moritz
DAY 9 – DEPARTURE
It’s the final day of our journey through Italy; a land rich in culture, beauty, and charm.
A timeless place.
A personalized gift will accompany your farewell; a precious keepsake from a unique and authentic experience lived with Untracked Agency.
What is included
- 3 nights in a boutique hotel in Milan’s Fashion District
- 2 nights in a historic villa with lake view on Lake Como
- 3 nights in a luxury hotel or chalet in St. Moritz
- Airport transfer (arrival & departure if applicable)
- All intercity and in-destination private ground transfers
- Transfer from Milan to Lake Como
- Transfer to/from Bernina Express stations
- Panoramic tickets on the Bernina Express (Como to St. Moritz via Tirano)
- Private boat tours on Lake Como (including vintage wooden boat cruise)
- Cable car ride to Diavolezza in St. Moritz
- Daily breakfasts
- 5 lunches
- 5 dinners
- Art & culture tour in Milan with licensed guide
- Access to Villa Carlotta with art historian
- Access to Villa del Balbianello
- Wellness day with panoramic sauna & snow therapy in the Alps
- Vertical wine tasting in a cellar carved into the rock (Valtellina)
- Tickets to Segantini Museum in St. Moritz and private guided tour
- Wine tasting with sommelier in St. Moritz
- Aperitivo in Milan
- Personalized gift at the end of the journey
- Tailor-made itinerary, designed according to the client’s preferences
- 24/7 assistance, via phone and WhatsApp throughout the entire trip
- Civil Liability Insurance (RC) included
- Travel Guarantee Fund insurance, for full traveler protection
- Online travel program, accessible by smartphone, with full details, contacts and real-time updates
- Digital travel documents and vouchers, neatly organized and accessible
- Pre-departure video call briefing, to clarify every detail before the trip
- Guaranteed bookings for accommodations, activities, transfers and visits
- Certified and carefully selected suppliers, including local guides, drivers and trusted partners
- Curated recommendations for authentic restaurants, local events and off-the-beaten-path locations
- Consulting and planning fee included in the package
Optional add-ons
- Personal Shopper & Style Concierge in the Fashion District: private guided fashion tour in Milan with personal stylist
- Tailoring Experience: made-to-measure session
- Private professional photographer or renowned fashion & lifestyle photographer for editorial-style travel shoots
- Wine, olive oil, or truffle experiences with local producers
- Wellness add-ons: spa treatments or massages, private yoga
- Reservations at Michelin-starred restaurants or exclusive private villas for dining
What is not included
- City tax (to be paid directly on site, where applicable)
- International travel to/from Italy (flights or other transportation)
- Extras during meals (beverages, à la carte choices, etc.)
- Personal expenses (shopping, tips, minibar, etc.)
- Medical and luggage insurance
- Trip cancellation insurance
- Anything not expressly mentioned under “What is included”