Rome
A city built on seven hills that also encloses the world’s smallest sovereign state defines Rome, Italy. It serves as the capital of the Italian Republic and of the Lazio region, lying in the central‑western part of the peninsula along the Tiber Valley. With a municipal population of about 2.7 million, it forms the core of a metropolitan area that exceeds four million residents.
Florence
The silhouette of Brunelleschi’s dome dominates Florence’s skyline, a concrete reminder of the city’s pioneering role in the Renaissance. Florence is a city in the Tuscany region of central Italy, perched on the Arno River, and its historic centre carries UNESCO World Heritage status. With roughly 380,000 residents, the compact urban fabric lets a visitor walk from the Ponte Vecchio to the Medici palaces in minutes.
Matera
Carved into sheer limestone cliffs, the Sassi of Matera descend 380 metres in twelve levels down the Gravina canyon. Matera is the capital of the province of the same name in Basilicata, southern Italy. The site earned UNESCO World Heritage status in December 1993 and served as a European Capital of Culture in 2019.
Positano
The cascade of pastel‑colored houses clinging to sheer limestone cliffs defines Positano, a town on Italy’s Amalfi Coast that drops toward the Tyrrhenian Sea. Built on the slopes of the Lattari Mountains, the settlement presents a “vertical village” of narrow stairways linking terraced homes, olive trees and lemon groves. With 3,678 residents, it has evolved from a Roman‑era fishing hamlet into a worldwide holiday destination.
Milan
Milan’s historic Navigli canals, once the lifelines of trade, still define the city’s central pattern. The city lies in northern Italy’s Lombardy region, serving as the regional capital and the seat of the Metropolitan City of Milan. With more than 1.3 million residents in the city proper and a metropolitan population exceeding 6 million, it drives about one‑fifth of Italy’s gross domestic product.
Taormina
Perched on a cliff above the Ionian Sea, Taormina frames its ancient Greek theatre with sweeping ocean views. The town lies on Sicily’s east coast in the Metropolitan City of Messina, Italy, and has welcomed visitors since the nineteenth century. Its steep hilltop rises about 250 metres above the water, while a rock crowned by a Norman castle tops the ridge another 150 metres higher.
Alberobello
Alberobello is defined by its cluster of cone‑capped stone houses called trulli, which dominate the town’s skyline and give the settlement its unmistakable silhouette. The small town lies in the Metropolitan City of Bari, in the Apulia region of southern Italy, and its 10,237 residents (2022) live among these dry‑stone structures. Recognised as one of I Borghi più belli d’Italia, the place draws visitors who come to walk through a living museum of vernacular architecture.
Browse some of our favorite itineraries
Get excited and browse our selection of our favorite hand made tours including Italy. From romantic honeymoons to family-fun; these are completely flexible and arranged to your needs.
Pizza, Piazzas and Sea Breezes
Embark on a sun‑kissed Italian adventure where ancient piazzas, rolling vineyards, and the sparkling Mediterranean coast weave together a vibrant family getaway. You’ll wander Rome’s ancient forums, sip wine in Monti, cruise the dramatic Amalfi cliffs, and glide through Venice’s quiet lagoons, sampling gelato and market treats. Friendly locals and passionate hosts will share stories, cooking secrets, and hidden alleys, leaving your family with unforgettable memories of Italy’s warmth, flavor, and timeless charm.
Italy
Bella Italia in Spring
Glenn and Joanne explored Italy’s timeless blend of history, cuisine, and scenery on a two‑week adventure. They traveled from Rome’s historic heart to Tuscany’s rolling hills, explored Florence’s Renaissance treasures, drifted through Venice’s canals, and concluded in Milan’s modern design scene. Along the way, friendly locals, knowledgeable guides, and vibrant markets offered authentic flavors and stories, leaving them with a deeper appreciation for Italy’s living heritage.
Italy
Insider-led Italy Design & Concierge
Your insider team designs the trip around what you care about, then supports you in-country with private logistics, vetted partners, and concierge help when plans change.
