Explore Milan, Lake Como & Florence

From Milan’s fashion-forward streets to Lake Como’s tranquil shores and Florence’s Renaissance heart, Italy unfolds in effortless style. Indulge in boutique hotels, private guides, and exquisite cuisine. This is Italy reimagined—sophisticated, scenic, and unforgettable.

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$9,170

Starting Price

10

Nights

hand-crafted itinerary

5-Star Hotels

Captivating Experiences

Culinary Delights

10 Days in Italy

  • Day 1 - Welcome to Milan!

    Welcome to Milan! Your private driver will greet you in the arrivals area and escort you to your luxurious hotel in the heart of Milan. Here, you’ll find yourself surrounded by Italy’s powerhouse of style, innovation, and heritage - a city that seamlessly blends the grandeur of old Europe with the energy of a modern metropolis. Once you’ve settled in, enjoy a private walking tour to stretch your legs after your flight. Your guide will lead you through Milan’s most iconic landmarks, including Leonardo da Vinci’s legendary masterpiece The Last Supper and the breathtaking Duomo, a pinnacle of Italian Gothic architecture. Ride the elevator to the rooftop terraces for a stunning 360° view of the city skyline before returning to your hotel for dinner and a well-deserved night’s rest.

     


  • Day 2 - Art & Fashion in Milan

    Wake up and enjoy a leisurely breakfast - a daily indulgence throughout your journey. Today is yours to explore more of Milan and discover its distinct neighborhoods. Stroll through the stunning Galleria Vittorio Emanuele II, Italy’s oldest and most elegant shopping arcade, or wander the Quadrilatero d’Oro, Milan’s famed “Golden Rectangle,” where luxury boutiques showcase the best of Italian design. Savor local cuisine over an early dinner and take in the city’s vibrant energy as day turns to evening. Rest up tonight - tomorrow, you’ll journey to the timeless beauty of Lake Como.


  • Day 3 - Lake Como

    After breakfast, your private driver will meet you at your hotel for your transfer to the breathtaking Lake Como - a destination celebrated for its dramatic alpine scenery, elegant villas, romantic lakeside towns, and tranquil ambiance. As the mountains plunge into the deep blue waters, the landscape unfolds like a masterpiece. The drive from Milan takes about an hour, so sit back, relax, and enjoy the views along the way. You’ll arrive in the central region of the lake, near the enchanting town of Bellagio, surrounded by the equally picturesque villages of Varenna and Menaggio. Upon arrival, settle into your beautiful hotel and unwind - perhaps with a moment on the terrace overlooking the water. Later, enjoy a leisurely stroll along the lakeside promenade and dine at a waterside restaurant. This is Italian dolce far niente - the art of savoring life slowly - at its very best.

     

     


  • Day 4 - Boat Day on Lake Como

    After breakfast, embark on a private three-hour boat tour of the lake - one of the most unforgettable ways to experience Como’s beauty. Cruise past charming villages, grand villas, and hidden coves, stopping at a picturesque town or historic villa of your choice for a refreshing swim in the clear alpine waters. Your English-speaking captain will share stories and insights about the lake’s history and landmarks as you sip a chilled glass of Prosecco and take in the scenery. Conclude your day with a leisurely walk or another dip in the water before settling in for dinner, as the sun sets and the lake shimmers in the evening light.

     


  • Day 5 - Bellagio and Villa Melzi

    Today is your final day in Bellagio, and by now you’ve discovered why it’s considered one of Italy’s most beautiful and romantic destinations. Begin with a stroll through the Old Town, where steep, cobbled stairways are lined with boutiques selling silk scarves, hand-painted ceramics, and olive wood crafts. Don’t miss Salita Serbelloni, the town’s most picturesque street, filled with charming cafés and artisan shops. Just a short lakeside walk from the center brings you to Villa Melzi, an elegant 19th-century villa surrounded by exquisite botanical gardens. Wander shaded pathways lined with azaleas, rhododendrons, and graceful sculptures, all set against breathtaking lake views. (While the villa itself is private, the gardens offer a peaceful and enchanting retreat.) If time allows, take a ferry to a nearby lakeside town for one last exploration. Tonight, enjoy a memorable farewell dinner by the water - tomorrow, your journey continues south to Tuscany and the magnificent city of Florence


  • Day 6 - Bologna & Florence

    Today you’ll travel to Florence, the cradle of the Renaissance-a city where art, architecture, and history blend seamlessly into everyday life.


    En route, stop in Bologna for a delightful wine tasting with gourmet food pairings. Often considered one of Italy’s most underrated gems, Bologna offers an authentic Italian experience-rich in history, art, and culinary tradition, yet refreshingly free of crowds. At a local vineyard, savor regional wines complemented by delicious local bites to tide you over until dinner in Florence.

    Continue your journey to Florence, where you’ll check into a luxurious hotel in the heart of the city for a four-night stay. This evening, unwind and indulge in classic Tuscan cuisine, the perfect welcome to your time in Florence.


  • Day 7 - Renaissance Art and History

    Begin your day with a three-hour private walking tour of Florence. Your expert guide, a specialist in Renaissance art and history, will reveal how one powerful family-the Medicis-shaped the city’s destiny and influenced the course of Western culture. As you stroll through Florence’s storied streets, you’ll uncover the layers of history, art, and ambition that made this city the cradle of the Renaissance.

    Next, visit the Galleria dell’Accademia to see Michelangelo’s David, one of the most iconic and awe-inspiring sculptures ever created. Your timed entry ensures a seamless experience as you admire this masterpiece of human expression and genius.

    Conclude your day at the Medici Chapels, among Florence’s most moving and artistic landmarks. Both a royal mausoleum and a Michelangelo masterpiece, the chapels embody the grandeur and spirit of the Renaissance. Step inside the New Sacristy, designed and sculpted by Michelangelo himself, where architecture, sculpture, and philosophy merge in perfect harmony.


  • Day 8 - Tuscany to Chianti Region

    This morning, journey beyond Florence into the heart of Tuscany - the Chianti region - for one of Italy’s most classic and romantic experiences: a day of wine tasting amid rolling hills and timeless scenery. Nestled between Florence and Siena, Chianti is the soul of Tuscan wine country, celebrated for its cypress-lined roads, medieval villages, and the world-renowned Chianti Classico wines. Visit one of the region’s historic estates, where you’ll tour the vineyards, cellars, and aging rooms before enjoying a guided wine tasting and a delicious lunch pairing. Soak in the warm hospitality and the rich storytelling that make Tuscan wine culture so unforgettable. Later, return to Florence and cap off your evening with dinner and cocktails at one of the city’s elegant rooftop bars overlooking the Arno River and the glowing skyline.


  • Day 9 - Day out in Florence

    Begin your day with a visit to the famous Duomo of Florence - officially the Cathedral of Santa Maria del Fiore - the crown jewel of the city and one of the most extraordinary architectural achievements of all time. Enjoy a private one-hour guided tour of this magnificent church, followed by the option to climb to the top of the Dome for breathtaking views over Florence.

    Afterward, take time to wander through the city’s charming streets. Stroll across the Ponte Vecchio, or “Old Bridge,” into the Oltrarno neighborhood, known for its authentic atmosphere and artisan workshops. Visit Santa Croce, the iconic church that houses the tombs of Michelangelo, Galileo, and Machiavelli. Then make your way to Palazzo Vecchio, the historic town hall located in Piazza della Signoria, a grand fortress-palace brimming with art and history.


  • Day 10 - Farewell to Italy

    Today, your driver will meet you at your hotel and transfer you to Florence Airport for your flight home - your heart and camera full of memories from this unforgettable Italian adventure, sure to last a lifetime.


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