
Caesar to Capri: Italy's Eternal Essence
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Experience la dolce vita on our 13-day Italian extravaganza! From Rome's eternal charm to Venice's floating wonder, we've curated the very best of Italy for you. Discover hidden gems in Trastevere, marvel at Renaissance masterpieces in Florence, and soak in the Italian Lake District's serenity. With stops in Siena, Assisi, Sorrento, and Capri, this journey is a feast for all senses. Wrap it up with Pompeii's mysteries and Rome's grand finale. Italy isn't just a destination—it's a lifelong love affair!
Itinerary
Caesar to Capri: Italy's Eternal Essence
- Day 1: Trastevere, Rome's Bohemian Gem
Immerse yourself in the vibrant heart of Rome's bohemian neighborhood, Trastevere, where cobblestone streets beckon you to explore. Discover the hidden gem of Farmacia di Santa Maria della Scala, Europe's oldest pharmacy, and gain historic insights from a Carmelite friar during an exclusive visit to this 16th-century marvel.
- Day 2: Unveiling the Grandeur of Vatican City
Embark on a journey through the Vatican Museums, an unparalleled treasure trove of art and history. Marvel at Michelangelo's iconic frescoes adorning the Sistine Chapel's ceiling, a masterpiece that has captivated audiences for centuries. Then, stand in awe before the grandeur of St. Peter's Basilica, a testament to the ingenuity of Renaissance architecture.
- Day 3: Siena's Medieval Charm and Florence's Renaissance Splendor
Topic: Step back in time as you stroll through the winding cobblestone streets of Siena, a UNESCO World Heritage Site. Lose yourself in the grandeur of the Piazza del Campo, where the world-famous Palio horse race takes place. Afterward, immerse yourself in the cradle of the Renaissance, Florence, and savor a traditional Bistecca alla Fiorentina steak dinner paired with delicious local wine.
- Day 4: Exploring Florence's Renaissance Marvels
Delve into the heart of Florence's artistic genius with a choice between two immersive experiences. Marvel at Michelangelo's incomparable David at the Accademia Museum, or indulge in the true essence of la dolce vita with a stroll through Piazza Santa Croce, savoring a typical Italian treat at a local café.
- Day 5: Pisa's Leaning Tower and the Italian Lakes
Witness the iconic Leaning Tower of Pisa, a marvel of engineering and architectural prowess. Explore the splendid cathedral and baptistery, adorned with intricate mosaics and marble designs. Then, journey through the dramatic Apennine Mountains to the fertile valley of the River Po, where the Italian Lake District awaits with its breathtaking landscapes and charming evening passeggiata tradition.
- Day 6: Relaxation in the Italian Lake District
Embrace the tranquility of the Italian Lake District as you indulge in a day of leisure. Explore the picturesque lakeside towns, soak up the stunning vistas, or simply bask in the region's natural beauty. In the evening, savor the local flavors with a Dine-Around experience, choosing from a selection of hand-picked restaurants.
- Day 7: Franciacorta Wine Tasting and Venetian Splendor
Journey through the vineyards of the Franciacorta wine region, where winemaking traditions run deep. Taste the delicious vintages produced by a master vintner at a family-owned estate, and immerse yourself in the art of Italian winemaking. Afterward, continue to the enchanting city of Venice, a true gem of architectural and cultural wonders.
- Day 8: The Magic of La Serenissima
Embark on a private boat ride to St. Mark's Square, the heart of Venice, and witness the iconic Doge's Palace, Bridge of Sighs, and St. Mark's Basilica. Experience the visit a traditional arts center and witness the ancient art of glassblowing by expert artisans. Top off the day with a romantic gondola ride, gliding through the atmospheric canals while being serenaded by traditional songs.
- Day 9: Hilltop Assisi and St. Francis' Basilica
Venture to the hilltop town of Assisi, a UNESCO World Heritage Site and the birthplace of St. Francis. Explore the Church of St. Mary of the Angels before ascending Mount Subasio to marvel at the stunning Basilica of St. Francis, a crowning achievement of European architecture and art.
- Day 10: Sorrento, Perched on the Cliffs of the Bay of Naples
Journey along the breathtaking clifftop road to the picturesque resort town of Sorrento, perched on the southern cliffs of the Bay of Naples. Gaze upon the majestic Mount Vesuvius across the bay and immerse yourself in the quintessential Italian lifestyle, savoring the local specialties during a regional dining experience.
- Day 11: Capri, the Isle of Dreams
Cruise to the enchanting Isle of Capri, known as the "Isle of Dreams." Explore the narrow alleyways of Capri town with a Local Expert, browse in exclusive boutiques, and marvel at the views over the Tyrrhenian Sea. Descend to the port by funicular railway and savor the beauty of this Mediterranean gem.
- Day 12: Pompeii's Frozen in Time and Rome's Operatic Farewell
Uncover the haunting beauty of the ancient Roman city of Pompeii, eerily preserved by the eruptions of Mount Vesuvius in A.D. 79. Walk through the cobbled streets with a Local Expert, witnessing the colorful frescoes and glimpsing into the lives of those who once lived there. End your journey in Rome with a quintessential Italian experience – a Celebration Dinner featuring fine food, wine, and a private operetta performance, a fitting farewell to the eternal city.
- Day 13: Arrivederci Roma
Bid farewell to the eternal splendor of Italy, carrying with you memories that will last a lifetime.
Duration

Best Travel Season