Luxury Tuscan Holiday – An Insider’s Ultimate Guide

Discover the Magic of Tuscany: A Customized Guide to a Picture-Perfect Holiday

Sculptures on Wall of Florence Cathedral

Tuscany, renowned for its charming villages and gorgeous countryside, is a must-visit destination in Italy. Immerse yourself in a world of luxury with exclusive wine tours, Michelin-starred dining, scenic bike paths, and hot air balloon adventures. But don’t worry, we’ve got more in store for you as we guide you through planning your dream Tuscan holiday.

For the ultimate Tuscan experience, visit between April and November, with June or October being our top picks for the perfect getaway. June boasts wildflowers and warm weather, while October is prime time for truffle hunting and breathtaking fall foliage. Join us as we reveal our favorite destinations and handpicked experiences for a truly unforgettable Tuscan holiday.

Experience the Beauty of Florence: A Private Tour of the Renaissance Capital

A luxury hotel near the Arno River

Begin your Tuscan adventure with a guided tour of Florence, the historic capital of the region. With a private guide by your side, delve into the rich history of the birthplace of the Italian Renaissance, dating back to its founding in 59 BC and its evolution over the years. Marvel at the stunning architecture of Brunelleschi’s Cathedral and its famous dome. Savor a delicious meal of charcoal duck breast, salmice lobster, and a glass of Chianti wine at the three Michelin-starred restaurant Enoteca Pinchiorri. Conclude the day with a romantic sunset cruise down the River Arno, witnessing the city come alive as you glide past its picturesque palaces and historic churches.

Where to stay in Florence: Hotel Lungarno offers breathtaking views of the Arno River and is the perfect place to enjoy a margarita from its cocktail bar. Centrally located, this hotel provides easy access to all that Florence has to offer, day and night.

Immerse Yourself in Tuscan Cuisine: A Private Cooking Class in Chianti

A beautiful vineyards in Tuscany during sunset.

Embark on a culinary journey through Tuscany as you drive 45 minutes south from Tuscan villas, olive groves, and vineyards to reach Greve in Chianti. Meet Giulietta, your host and cooking instructor for the day, who will welcome you to her hillside Tuscan villa. Participate in a private cooking class, where you will learn the art of Tuscan cuisine and the secrets of family recipes. Master the technique of making focaccia, perfect risotto con zucca, and delicious lasagne. After showcasing your culinary skills, enjoy the delicious lunch you have prepared, paired with a glass (or three!) of local Chianti Classico Riserva Badia a Passignano wine.

Savor the flavors of Tuscany’s finest wines at The Ricasoli estate, located in the Chianti Classico Area.

A group of people taste the Chianti Classico wine in Ricasoli.

It is renowned for producing some of the finest wines in Italy. Spread across 1,200 hectares of picturesque rolling hills, the property boasts nearly 240 hectares of vineyards and 26 hectares of olive groves, surrounded by lush forests of oak and chestnut trees. As one of the most iconic wine producers in the Chianti Classico area, Ricasoli is a true representation of the Tuscan wine-making tradition.

Enjoy a private tasting tour: the main highlight  will be the wine tasting in the incredible formal dining room that was once the heart of the Ricasoli family for centuries. Here you will have a guided wine tasting by a certified sommelier of the top Ricasoli estate CRU wines. The tour includes the magnificent Italian gardens, the family’s private chapel and the Ricasoli Collection (small museum) located inside the tower of the castle.

Embark on a private tour of the charming medieval town of San Gimignano.

A beautiful landscape in Tuscany during sunset

San Gimignano is located in Tuscany and known for its striking skyline of 13 towers. This 11th-century town was once a hub of activity as it was located along the ancient Via Francigena, a road frequently used by traders and pilgrims traveling to Rome.

San Gimignano’s cultural and natural heritage have been recognized by UNESCO, we’ll take you to its iconic towers as well as the Collegiate Church and its stunning frescoes, the Palazzo del Popolo, and the town hall. 

As we’ll stroll down the main street, we can explore the artisan shops selling beautiful ceramics, leather goods, and linens. Take back home with you the breathtaking views of the surrounding countryside and immerse yourself in the rich history and cultural heritage of this enchanting medieval town.


Discover Hidden Luxuries of Italy

Dive into our curated collection of Italy's most luxurious, hidden treasures. Tailored for discerning tastes, explore what others don't know.

Then be a part of Italy’s most renowned horse race, the Palio di Siena, and experience the thrill of the race from the front row.

Horses and riders, bareback and dressed in the appropriate colors in the Palio di Siena

This historic event, which dates back to 1633, is held twice a year, on July 2nd and August 16th, and brings Siena to life as 10 of its 17 districts compete for the prestigious Drappellone banner. The sound of hooves, the colorful jockeys, and the lively crowd all add to the excitement of this exhilarating event. In the lead-up to race day, the city comes alive with horse and jockey selections, feasts, and lively discussions about the race in the Piazza. Don’t miss the opportunity to be a part of this historic event and witness the spirit of competition and pride come to life.

Your luxury travel designers, Paul and Andrea, will arrange everything and more for you, selecting the best hotels and experiences together for an unforgettable vacation. Summer is approaching and to choose the most exclusive experiences, it is essential to book in advance.