Explore Pienza and the Val d'Orcia

Embark on the Ultimate French & Italian Riviera Road Trip, a bespoke self-drive itinerary that takes you on a journey through the most glamorous destinations of the Riviera. Over the course of 12 nights, you'll experience the iconic charm of Cannes, the elegance of Monaco, the beauty of Portofino, and the serenity of Lake Como.

Rosewood Castiglion del Bosco in Tuscany is an exclusive country estate offering luxurious suites and villas with private heated pools, exceptional cuisine and great outdoor activities, set against the magnificent backdrop of the Val d'Orcia.

Set in the heart of Florence, Hotel Brunelleschi is located just moments from the famous Cathedral, or Duomo. Many of the luxurious suites on the upper floor offer fantastic views of the city, and the major sights and shopping streets are just steps away.

Villa Cora offers a haven amidst Florence's undulating hills while being close enough to access the hubbub of the city on foot. A restored Florentine palace with exquisite historical salons & what is claimed to be Florence’s finest ballroom.

Escape to Pienza, an idyllic medieval city that is small in size but grand in character. Tucked away amongst its golden-stoned buildings, La Bandita Townhouse is a hip oasis of modern design with exceptional cuisine and a laid back vibe.

Cocooned in 750 acres of organic farmlands, landscaped gardens and rolling Tuscan countryside, Borgo Pignano is housed in an 18th century villa, cottages and farmhouses with exceptional views and one of the most picturesque pools imaginable.

Set in the heart of Siena in a 16th-century palazzo, Grand Hotel Continental Siena offers a luxurious base from which to explore this historical city and the rolling hills of the Tuscan countryside beyond.

An exclusive boutique retreat in a restored medieval village above the Val d’Orcia. Monteverdi blends 31 bespoke rooms, three private villas, a world-class spa, fine-dining, culinary academy, art, music and immersive Tuscan experiences.

A design-forward boutique hotel perched above Porto Ercole, La Roqqa offers intimate luxury, sustainable ethos, rooftop dining, and exclusive access to a beach club — all framed by Tuscan coastline serenity.

Il Pellicano offers timeless Italian elegance on the Argentario coast with stunning sea views, Michelin-star dining, a private beach, wellness spa, and individually styled rooms and suites for a serene luxury escape.

Enjoy a wine tasting session in Borgo Pignano's medieval wine cellar, where you'll have the opportunity to taste a selection of local organic wines, as well as those produced on the estate.

Learn how to make some of Tuscany's classic dishes at La Canonica cooking school at Castiglion del Bosco, alongside expert chefs who will guide you in the art of creating authentic Tuscan cuisine.

Journey through Chianti’s rolling hills to two renowned wineries. Enjoy guided tastings, a private cellar visit, and a relaxed wine-paired lunch—all set against the breathtaking backdrop of Tuscany’s vineyards and olive groves.

Discover first hand the reason Italian wines have become some of the most well known and best loved wines in the world.

Soak up the wonderful atmosphere of daily family life on a this wonderful cheese farm, meet the animals, observe the production and taste a gourmet display of local cheeses.

Visit the charming town of Pienza and explore its picturesque streets before cycling through the spectacular Val d'Orcia on an e-bike with your private guide.

Discover the art of Tuscan cuisine with a private cooking class at a local farm. Under the guidance of a local cook, you'll learn how to prepare traditional recipes and then enjoy your dishes for lunch.

Spend a day discovering the delights of Tuscan wine as you explore the charming towns of Montalcino and Montepulciano, both renowned worldwide for their wine production.

Explore the forests of Borgo Pignano's estate with your experienced truffle hunter and their dog, searching for renowned Tuscan truffles, and discover the unique skills required to find these famous treasures.