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Luxury Travel • Cultural Experiences • Fine Dining

Italy

A Journey Through Italian Excellence

Your Dream Italian Journey

Embark on a 16-day journey through Italy's most enchanting landscapes, from the fashion-forward streets of Milan to the sun-kissed shores of Puglia. This carefully curated road trip weaves together the finest luxury accommodations, Michelin-starred dining experiences, and cultural treasures, creating an unforgettable tapestry of Italian excellence.

Journey Highlights:

  • Luxury accommodations at Italy's finest hotels
  • Michelin-starred dining experiences
  • Cultural immersion in historic cities
  • Exclusive access to private tours
  • Personalized concierge service
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Cultural Heritage

Historic Treasures

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Fine Dining

Michelin-Starred Cuisine

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Luxury Stays

Premium Accommodations

16-Day Journey

Days 1-2: Milan - The Gateway to Italian Elegance

Begin your journey in Milan, where contemporary luxury meets centuries of artistic heritage. At Portrait Milano, you'll experience the perfect blend of modern sophistication and timeless Italian hospitality. This exclusive boutique hotel, located in the heart of the Quadrilatero della Moda, offers just 73 meticulously designed suites, each featuring custom-made furniture and curated art pieces.

Highlights:
  • Quadrilatero della Moda
  • Duomo di Milano
  • La Scala Opera House
  • Michelin-starred dining
  • Art galleries & museums
  • Luxury shopping
Stay:

Portrait Milano

Days 3-4: Lake Como - A Symphony of Natural Beauty

As you leave Milan's urban sophistication behind, a scenic one-hour drive (50 km) brings you to the timeless elegance of Lake Como. Here, the Grand Hotel Victoria Concept & Spa awaits, offering a perfect blend of Belle Époque charm and modern luxury. This historic property, dating back to 1834, features 84 elegantly appointed rooms and suites, many with private balconies overlooking the lake.

Highlights:
  • Villa Carlotta
  • Bellagio village
  • Lake cruises
  • Mountain hiking
  • Water sports
  • Historic villas
Stay:

Grand Hotel Victoria

Days 5-6: Florence - The Cradle of Renaissance

The journey south to Florence (3.5 hours, 300 km) takes you through the heart of Lombardy and Emilia-Romagna, where the landscape gradually transforms into the rolling hills of Tuscany. Villa Cora, your Florentine sanctuary, stands as a testament to the city's golden age, offering panoramic views of the city that gave birth to the Renaissance.

Highlights:
  • Uffizi Gallery
  • Duomo & Baptistery
  • Ponte Vecchio
  • Boboli Gardens
  • Michelin-starred dining
  • Artisan workshops
Stay:

Villa Cora

Days 7-8: Tuscany - The Soul of Italian Countryside

A short drive through the Tuscan countryside (1 hour, 70 km) brings you to Castelfalfi, where medieval history meets contemporary luxury. This ancient village, transformed into a world-class resort, offers an authentic taste of rural Tuscany. The property features 120 rooms and suites spread across restored medieval buildings, each offering a unique blend of historic charm and modern comfort.

Highlights:
  • Wine tasting
  • Olive oil production
  • Golf course
  • Cooking classes
  • Truffle hunting
  • Village exploration
Stay:

Castelfalfi

Days 9-10: Rome - The Eternal City

As you journey south to Rome (2.5 hours, 250 km), the landscape gradually changes, preparing you for the grandeur of the Eternal City. Hotel Vilòn, nestled in a 16th-century palace, offers an intimate retreat in the heart of Rome's historic center. This boutique property features just 18 exquisitely designed rooms and suites, each showcasing a unique blend of contemporary art and historic architecture.

Highlights:
  • Colosseum & Forum
  • Vatican Museums
  • Trevi Fountain
  • Spanish Steps
  • Michelin-starred dining
  • Historic piazzas
Stay:

Hotel Vilòn

Days 11-12: Amalfi Coast - Mediterranean Paradise

The journey to the Amalfi Coast (3.5 hours, 280 km) takes you through the picturesque landscapes of Campania. Borgo Santandrea and Art Hotel Villa Fiorella offer contrasting yet complementary experiences of coastal luxury. Borgo Santandrea, perched on a cliffside, features 30 rooms and suites, each with a private terrace and sea views.

Highlights:
  • Positano village
  • Ravello gardens
  • Coastal hiking
  • Boat excursions
  • Lemon groves
  • Beach clubs
Stay:

Borgo Santandrea & Art Hotel Villa Fiorella

Days 13-14: Puglia - The Hidden Gem of Southern Italy

Your journey continues to Puglia (4 hours, 350 km), where the authentic soul of southern Italy reveals itself. From the iconic trulli houses of Alberobello to the baroque splendor of Lecce, this region offers a unique blend of architectural wonders and culinary traditions.

Highlights:
  • Alberobello trulli
  • Lecce architecture
  • Olive oil tasting
  • Coastal towns
  • Local cuisine
  • Historic villages
Stay:

Masseria Torre Maizza

Days 15-16: Return Journey - Culinary Capitals

Begin your return journey with stops in Naples and Bologna, two of Italy's culinary capitals. In Naples, stay at the Grand Hotel Vesuvio, enjoying its Michelin-starred restaurant and views of Mount Vesuvius. Then, continue to Bologna, staying at the Grand Hotel Majestic già Baglioni, where you can explore the city's famous food markets and historic center.

Highlights:
  • Pizza making in Naples
  • Bologna food markets
  • Balsamic vinegar tasting
  • Historic city centers
  • Michelin-starred dining
  • Cooking classes
Stays:

Grand Hotel Vesuvio, Grand Hotel Majestic, Casa Maria Luigia

Featured Stays

Discover our curated selection of Italy's most exceptional hotels, each offering unique experiences and world-class hospitality.

Art Hotel Villa Fiorella

Massa Lubrense

A modern boutique hotel in an olive grove overlooking the sea, featuring panoramic views, an infinity pool, and the Terrazza Fiorella restaurant.

Portrait Milano

Milan

A luxury boutique hotel in the heart of Milan's fashion district, offering personalized service and elegant accommodations.

Grand Hotel Victoria

Lake Como

A historic hotel with a modern concept spa, offering stunning views of Lake Como and exceptional dining experiences.

Villa Cora

Florence

A magnificent 19th-century villa with stunning gardens, offering panoramic views of Florence and luxury accommodations.

Castelfalfi

Tuscany

A medieval village transformed into a luxury resort, featuring a golf course, spa, and authentic Tuscan experiences.

Hotel Vilòn

Rome

A boutique hotel in a 16th-century palace, offering an intimate atmosphere and exceptional service in the heart of Rome.

Borgo Santandrea

Amalfi Coast

A luxury cliffside hotel with private beach access, offering stunning views of the Mediterranean and authentic Italian hospitality.

Casa Maria Luigia

Modena

A country house managed by Massimo Bottura, offering a unique culinary experience and luxurious accommodations.

La Minervetta

Sorrento

A contemporary design hotel with stunning views of the Bay of Naples and Mount Vesuvius, offering a unique coastal experience.