Explore Pienza and the Val d'Orcia

Embark on the Ultimate French & Italian Riviera Road Trip, a personalized 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.

The beautifully converted 12th century COMO Castello del Nero is nestled in the undulating hills of the Chianti region of Tuscany. Siena, Florence and Pisa are just a stone's throw away and you can take your pick from superb local Chianti wineries.

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.

Set high on the hills of Fiesole in a converted 15th century villa with breathtaking views across Florence, Il Salviatino is the perfect place to escape the city bustle while still being close enough to dip into Florence's many diversions when you wish.

Castel Monastero is a beautiful and unique hotel housed entirely in a perfectly restored medieval hilltop village. With a fantastic spa and stunning menus overseen by Gordon Ramsay, Castel Monastero is a must for any Tuscan adventure.

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.

Belmond Castello di Casole commands a prominent hilltop position, offering magical views of the Tuscan countryside, combining Old World Tuscan charm with modern boutique luxury, elegance and sophistication.

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 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.

Stylish and utterly charming with iconic views onto the Arno and Ponte Vecchio, Hotel Lungarno features Florence’s finest contemporary art collection with over 400 works of art including Cocteau and Picasso.

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.

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

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.

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.

Spend a fun and informative day learning about the regional specialities of Tuscany. Test your cooking skills and choose from a variety of classic Italian dishes to attempt for yourself under the tutelage of a skilful chef.

Learn the art of Tuscan cooking with a class at Borgo Pignano, where ingredients from the farm and vegetable garden are used to create the freshest dishes with a real farm-to-table ethos.

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.

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.