Day 1 - Arrival in the Capital of Style

Welcome to Lombardy. Upon arrival in Milan, your private driver escorts you to an oasis of classic elegance and haute couture. Tucked away in the prestigious Brera district, your residence for the next few nights seamlessly blends 19th-century Milanese grandeur with French sophistication, featuring a serene private garden, marble-clad suites, and a world-class subterranean spa. Spend your evening unwinding in this luxurious sanctuary, taking in the refined atmosphere before your journey truly begins.

Day 2 - The Spirit & Style of Milan

Your morning begins in the hotel lobby, where you meet your expert guide for an exclusive walking tour unveiling the core of Milan. Marvel at the intricate Gothic spires of the Duomo, stroll beneath the soaring glass domes of Galleria Vittorio Emanuele II, and feel centuries of rich history resonating through Piazza della Scala and the historic Piazza Mercanti.

As the sun climbs, immerse yourself in Italy’s beating heart of fashion. A leisurely afternoon invites you to wander the famed Quadrilatero della Moda, taking in the grand architectural facades and world-renowned design houses that make this city an international icon.

When twilight falls, begin your evening with a crisp glass of Campari to toast to a beautiful day. Afterward, step into a hand-selected, authentic trattoria where a reserved table awaits you for a classic, velvet-rich Risotto alla Milanese.

Day 3 - Masterpieces & Skyline Views

Unveil the historical art of Milan with priority, skip-the-line access to its most prized treasures. You will stand in quiet awe before Leonardo da Vinci’s iconic masterpiece, The Last Supper (Cenacolo), inside the refectory of Santa Maria delle Grazie, before continuing on to explore the formidable ramparts and art-filled courtyards of Castello Sforzesco.

Later in the afternoon, elevate your perspective of the city with an exclusive aperitivo experience on a private rooftop terrace. Hovering above the vibrant streets, sip a chilled cocktail as you take in sweeping, up-close views of the Duomo’s breathtaking marble spires catching the late afternoon light.

Your evening remains open for you to dine at your leisure from our curated selections, whether you crave a Michelin-starred culinary journey or an intimate, hidden Milanese gem.

Day 4 - From Fashion Capital to Lakeside Majesty

Your private chauffeur meets you after breakfast to transport you out of the city and toward the shimmering shores of Lake Como. Arrive at your exceptional lakeside retreat, a legendary 16th-century princely residence set within 25 acres of lush Renaissance parkland, famed for its iconic floating pool and timeless aristocratic elegance.

Settle down on the sunlit terrace with a refreshing Aperol Spritz, taking in your first breathtaking views across the water before setting off with your local guide to discover the rich heritage of Como.

Your stroll leads you to the Gothic-Renaissance masterpiece of the Duomo di Como, through the medieval atmosphere of Piazza San Fedele and its Romanesque basilica, and past the ancient stone ramparts of Porta Torre. Conclude along the tranquil waterfront promenade, framed by lush rising hills and the historic monument to Alessandro Volta.

As the golden hour approaches, step aboard a stylish private boat for an unforgettable sunset cruise. With a flute of Prosecco in hand, relax as your captain glides past grand villas while the sun dips below the mountains. Your voyage concludes at a charming lakeside restaurant where a gourmet dinner of seasonal delicacies and fine wines awaits at your reserved table. Afterward, glide back across the calm, star-lit waters as the lights of coastal villages twinkle in the distance.

Day 5- The Grand Lake Como Private Cruise

Step straight from your hotel’s private jetty aboard a sleek wooden boat for a full day of private cruising, immersing yourself entirely in the timeless splendor of Lake Como.

Your captain sets a leisurely course past the lake’s most iconic estates. Glide along the shores to admire the historic facade of Villa Erba, once the home of legendary film director Luchino Visconti, alongside the glittering lakeside perches of Villa Fontanelle, formerly owned by Gianni Versace, and George Clooney’s famous Villa Oleandra. As you trace the coastline, pass the dramatic cliffs of Villa Pliniana and the pristine, secluded grounds of Villa La Cassinella.

Your boat brings you ashore for pre-arranged access to two of the lake's most breathtaking estates. Wander through the lush botanical gardens of Villa Carlotta, where sweet-scented floral terraces slope down to meet the water. Then, step ashore at the romantic peninsula of Villa del Balbianello to marvel at its iconic terraced gardens, sculpted holm oaks, and famous panoramic loggia overlooking the lake.

By midday, dock at the legendary village of Bellagio. Known as the Pearl of the Lake, its charming stairways, bougainvillea-lined alleys, and elegant artisan boutiques offer an enchanting setting to explore on foot. Conclude your voyage at a handpicked, water’s-edge table where an exceptional lunch celebrates the subtle, delicate flavors of local lake cuisine, framed by sweeping panoramic views of the alpine backdrop.

Day 6 - Alpine Terroir & Terraced Vineyards

Leaving the shores of Lake Como after breakfast, your private chauffeur takes you on a scenic drive over the mountains into Switzerland and toward St. Moritz, the world-renowned alpine resort. Here, you board the famous Bernina Express for one of the most magnificent railway journeys in Europe, descending from the crisp air of the high Alps down into northern Italy.

Your train glides past the frozen heights of the Bernina Pass, standing at over 2,250 meters above sea level, offering sweeping views of the Piz Palü and its dramatic glaciers. The route winds down through the sun-drenched green hills of Valposchiavo before arriving in Tirano, a UNESCO World Heritage site tucked away in the Valtellina valley. Check into your boutique accommodations and enjoy a peaceful evening at leisure, soaking in the quiet charm of this alpine crossroads

Day 8 - Farewell to Lombardy

After a relaxed breakfast, your private chauffeur meets you for the smooth drive back to Milan. Reflect on an extraordinary journey spanning the high-fashion streets of Milan, the serene waters of Lake Como, and the majestic peaks and vineyards of the Alps as you arrive at the airport for your return flight home.

Day 7 - Alpine Terroir & Terraced Vineyards

Wake up surrounded by the soaring peaks of Valtellina, a region renowned for producing exceptional mountain Nebbiolo. Today is dedicated to discovering its unique viticulture, where vines cling to centuries-old stone terraces carved directly into the steep mountainsides.

Your private guide leads you on an exclusive visit to two top local wineries. Walk through the scenic vineyards, explore the historic aging cellars, and learn the art of alpine winemaking from the producers themselves. Your tastings are paired with regional specialties, including cured bresaola, sharp local cheeses, and freshly hand-rolled Pizzoccheri.

Conclude your tasting journey with a gourmet lunch hosted at a picturesque wine estate, surrounded by lush grapevines framing the alpine backdrop.