Ciao, Roma! Step into the imperial city of emperors, senators, gods, and goddesses as you meet your Travel Director for an enchanting introduction to the Eternal City. Your journey begins with a private after-hours visit to the Basilica Santa Maria in Cosmedin, home to the legendary Mouth of Truth. Explore the church, descend into its crypt, and discover the sacred relics of Saint Valentine, the patron saint of love, as you hear the fascinating stories behind this iconic site. Cap off the evening by enjoying a warm Italian dinner with your fellow travelers your first taste of Rome’s rich culture and cuisine.

Today, the Holy See takes centre stage as you join a Local Specialist for an immersive sightseeing tour through the Vatican Museums. Marvel at Michelangelo’s frescoed masterpiece adorning the Sistine Chapel, then admire the iconic Pietà inside St. Peter’s Basilica. Cross the Tiber into Ancient Rome for a guided visit to the mighty Colosseum, followed by views of the historic Circus Maximus, once the roaring arena of Rome’s legendary chariot races. This afternoon is yours to enjoy at leisure. Sip a classic Italian espresso in Piazza Navona, wander charming cobblestone streets, or climb the iconic Spanish Steps for picture-perfect views of the Eternal City.

Travel south today to the remarkably preserved ruins of Pompeii. With a Local Specialist, uncover the haunting stories of the city buried by the sudden eruption of Mount Vesuvius, as you stroll along its ancient cobbled streets and glimpse daily life frozen in time. Later, continue to the stunning clifftop town of Sorrento, where your hotel awaits. Enjoy a delightful dinner this evening, surrounded by the charm and coastal beauty of southern Italy.

Set sail across the Bay of Naples today on a ferry bound for the glamorous Isle of Capri. With a Local Specialist, explore the island’s iconic sights as you wander past chic boutiques, stylish cafés, and vibrant piazzas in Capri town. Take your time to soak in the island’s effortless sophistication and breathtaking coastal views before returning to the mainland later in the day.

Take in sweeping views of the Bay of Naples and the looming silhouette of Mount Vesuvius as you journey away from the Sorrento coastline. Along the way, catch sight of the historic Benedictine Abbey of Cassino, dramatically perched atop a mountain peak and forever remembered for the Battle of Monte Cassino in 1944. Continue north toward the tranquil slopes of Mount Subasio and arrive in the mystical hilltop town of Assisi, birthplace of St. Francis—the guardian under whom this medieval city is said to rest. Join a Local Specialist for an insightful visit to the Basilica of St. Francis, then enjoy free time to wander Assisi’s winding lanes, artisan shops, and peaceful piazzas at your own pace.

Travel through the picturesque landscapes of Emilia Romagna, a region celebrated for its rich culinary heritage home to tortellini, mortadella, and the world-famous Parmigiano Reggiano. Continue to Verona, the romantic setting of Shakespeare’s star-crossed lovers. Here, admire the impressive Roman Arena and wander through Piazza Brà, alive with history and café culture. Later, arrive in enchanting Venice, the “Queen of the Adriatic,” where you’ll have time to begin soaking in the beauty and magic of this one-of-a-kind floating city.

Glide through the enchanting canals of Venice by private launch, taking in the sights and sounds of what was once one of the world’s most powerful maritime republics. Your journey continues with a meaningful MAKE TRAVEL MATTER® Experience, where you’ll meet Venice’s renowned glassblowing artisans. Watch as they demonstrate centuries-old glassmaking techniques an intricate craft your visit helps support and preserve. You may even find the perfect handcrafted souvenir to bring home. Sail onward past the Bridge of Sighs and the majestic Doge’s Palace before arriving in St. Mark’s Square, where you’ll admire the grandeur of the basilica and the iconic piazza. Later, you might choose to explore the vibrant fishermen’s homes on the island of Burano, or slip into a traditional bacaro to sample Venetian cicchetti. Don’t forget to toast your adventure with a classic Venetian Spritz, the city’s beloved aperitivo.

Travel across the lush plains of Lombardy to reach stylish Milan, Italy’s iconic capital of design and fashion. Here, take in the city’s most celebrated landmarks, including the magnificent Gothic Duomo, the world-renowned La Scala Opera House, and the elegant Galleria Vittorio Emanuele II. Later, continue to the serene Italian Lakes, where the tranquil scenery provides the perfect backdrop for a relaxing evening. Enjoy dinner with your fellow travellers as you settle into this enchanting lakeside region.

Wake to the shimmering blue waters of Lake Como, whose timeless beauty has captivated travelers for centuries. Enjoy free time this morning to embrace the lakeside lifestyle wander through Como’s historic quarter, savor a delicious gelato, or opt for a serene cruise across the lake’s glassy surface. Later, return to your Lake Maggiore resort for leisure, or take an optional excursion to explore the elegant palace and lush gardens of Isola Bella. As evening falls, embark on a private boat to a secluded island for a memorable Be My Guest experience. Connect With Locals over a warm Italian dinner hosted by the Cinque family, who will share the fascinating history of Villa Toscanini. A romantic lakeside retreat once frequented by the legendary conductor Arturo Toscanini, one of the most influential musicians of the 19th century.

Journey across the forested Apennine Mountains into the heart of Tuscany, passing the famed marble quarries of Carrara along the way. Arrive in the iconic city of Pisa, where you’ll visit the Square of Miracles and enjoy the chance to admire its most celebrated landmark the Leaning Tower. Continue onward to Florence, the magnificent “Cradle of the Renaissance,” where timeless art, architecture, and history await.

Immerse yourself in the opulent legacy of the Medici family, whose patronage shaped Florence into a cradle of artistic genius. In the company of a Local Specialist, uncover the stories behind the city’s masterpieces as you explore the historic Piazza della Signoria, adorned with remarkable statues and grand palazzi. Continue to Piazzale Michelangelo for breathtaking panoramic views across Florence’s iconic skyline highlighted by the majestic Duomo and the centuries-old Ponte Vecchio, which has spanned the Arno River for nearly 700 years.

Begin your day with a visit to the solemn and beautifully maintained Florence American Cemetery and Memorial, a place of reflection honoring the fallen of World War II. Continue south to the enchanting hilltop town of San Gimignano, famed for its striking medieval towers and remarkably preserved architecture. Stroll into the heart of the town to view the Piazza del Duomo, framed by 13th-century walls and centuries of history. Return to Rome this evening, where you’ll share a memorable dinner with your Travel Director and newfound friends celebrating the journey you’ve experienced together.

Bid a fond ciao to your newfound friends as your unforgettable journey through the best of Italy comes to an end. Depart with cherished memories, lasting connections, and the promise of future adventures.