Italy has a way of planting itself in your imagination — a mosaic of cobbled squares, vineyard-lined hills, and small towns where life feels deliciously unhurried. On this Italy Town & Country journey, you’ll experience two sides of that story: the art-soaked elegance of Florence paired with the dreamy, rolling countryside of Tuscany’s heart.

Start in Florence, where the Renaissance feels alive under every loggia and piazza. Marvel at masterworks in the Uffizi, wander across the Ponte Vecchio at sunset, and sip a perfect espresso in an atmospheric café. In this compact city, every street invites you to slow down and see something remarkable — from architectural details to hidden trattorie serving lunchtime classics.

But Italy isn’t only about great cities. You’ll soon drift out of the buzz and into the gentle rhythm of rural Tuscany. Just a short drive later, you arrive at Castello di Casole, a beautifully preserved 10th-century estate surrounded by vineyards, olive groves and quintessential rolling hillsides.

You’ll unwind among olive groves and vineyards

Here, the pace slows and the countryside unfolds around you like a living painting. Days can be anything you choose: explore sleepy hamlets, wander through vineyards, browse weekly markets, or simply sit with a glass of Brunello overlooking rows of grapevines kissed by golden light. Tuscany’s rural charm isn’t forced — it’s the feeling of being deeply present, with nothing demanding your attention but the views and the flavours.

Between Florence and Tuscany, you’ll pass through the delightful Etruscan hamlets and wineries of Chianti. A stop at Castello di Ama, a renowned winery known for both its wine and contemporary art collection, offers the perfect mid-point — glass in hand, savour a curated tasting, meet local vintners, and discover vineyards whose roots go back centuries.

You’ll experience Italian culture beyond the city

What makes this journey special is the balance between Italy’s celebrated heritage and its quieter charms. In small towns and countryside lanes, you’ll feel the pulse of authentic Italian life: slow lunches under pergolas, pastry-filled mornings in village cafés, local artisans at work in hidden studios, and evenings spent strolling through lantern-lit piazzas with a gelato in hand.

Because Italy’s beauty isn’t confined to big names like Rome, Venice and Milan. Some of the most memorable moments come from hillside towns, lakeside hamlets and pastoral valleys — places where local life and tradition shape your experience rather than guidebooks.

A journey designed for you

This Italy Town & Country experience is flexible — you choose how many nights you spend in each location, and we tailor the details to your tastes. Whether it’s food-centric discoveries, slow countryside walks, winery visits, or bespoke art and architecture tours, we’ll shape it so every day feels rich and rewarding.

Contact our knowledgeable team to start planning your next Italian escape.