Sundar Rajan

Along a beautifully isolated six-mile stretch of the northern Italian coast lie the five dramatically perched villages of the Cinque Terre. Each town is a variation on a timeless theme: a pastel-hued jumble of homes—some clinging precariously to steep hillsides, others tucked into narrow ravines—all seemingly fused to the cliffs like crusty sea creatures in a tide pool. Designated a UNESCO World Heritage Site for its cultural and environmental significance, Cinque Terre is not just preserved—it’s protected. Cars are banned within the villages, keeping the rhythm slow and the air refreshingly salt-sweet. The only way in is the right way: on foot, by train, or by boat.

Tuscany is more than just a destination—it’s a living canvas where history, art, and nature blend seamlessly. From the golden hills of Val d’Orcia to medieval hilltop towns like Montepulciano and San Gimignano, every view looks like a painting and every street echoes with centuries. I explored this region both by bike and car—pedaling through vineyards, tasting olive oil under terracotta roofs, and watching sunsets fall over cypress-lined roads. This guide is based on that journey: a mix of scenic drives, cultural gems, and sensory experiences I hope will help you craft your own Tuscan story.

Florence isn’t just a city—it’s where the modern world began. As the birthplace of the Renaissance, it gave rise to the genius of Michelangelo, Leonardo da Vinci, Botticelli, and Dante. The city feels like a vast museum under open sky, where every piazza and palazzo whispers stories of ambition, art, and revolution. From the intricate marble of the Duomo to the golden glow of the Arno at sunset, Florence is a place to wander, wonder, and feel yourself part of something eternal. I created this guide based on my own journey—one where I walked with no agenda, lingered over espresso in quiet squares, and found beauty in both the masterpieces and the moments between them. Planning a longer trip? This guide focuses on Florence, but it pairs beautifully with my companion guide to the Tuscan countryside. Whether you start in the city and wander into the hills—or begin among vineyards and end with Renaissance masterpieces—both journeys are designed to flow together seamlessly. Be sure to check out the other for a complete Tuscan experience.

Rome is not a city you rush through—t’s a city you walk, feel, and absorb. This 3-day itinerary is based on my own recent journey through the Eternal City, blending iconic must-sees with quieter moments and local charm. Use it as a template to shape your own Roman holiday—relax the pace, savor the meals, and leave space for serendipity. Before my trip to Rome, I read Angels & Demons by Dan Brown—a fast-paced thriller that unfolds across the city’s most iconic landmarks. While the story is fictional, the book is packed with real historical references to places like Piazza Navona, St. Peter’s Basilica, Castel Sant’Angelo, and the Pantheon, along with vivid portrayals of artists like Bernini and Michelangelo. Reading it gave me a deeper appreciation for the symbolism, the history, and the layered beauty of Rome. As I walked through the very places mentioned in the book, I found myself seeing them through a different lens—noticing the shadows, the sculptures, the architecture in ways I might have otherwise overlooked. If you enjoy a good mystery with an artistic and historical twist, I highly recommend picking up Angels & Demons before your trip. It’s not just entertaining—it adds depth and dimension to what you’ll see in person.

Portugal is a hidden gem—welcoming, soulful, and refreshingly affordable. The people are warm and English-friendly, making it easy to feel at home. You’ll sense a quiet nostalgia for its golden age of exploration, especially in the mournful strains of fado music. I spent a month exploring Lisbon, Porto, and Lagos—wandering mosaic streets, sipping port, and soaking in the culture. I hope this guide helps you experience Portugal as deeply and joyfully as I did.