Luxury Tuscany
Tours made for you
Start PlanningRich heritage and a richer soul
Few scenes are more evocative of Italy than that of rural Tuscany: undulating hills dotted with stoic stone farm houses, dark green cypress trees and ranked vines, all under a shawl of a dawn’s mist. Embark on a journey that effortlessly blends culture, history and food and wine with a luxury tour of Tuscany designed just for you.
Laying claim to some of Italy’s finest wines, the region’s hills are ripe with tasting opportunities for curious oenophiles. Cycle between the vineyards with your private guide, stopping at a variety of carefully chosen vineyards to learn the secrets of production, and of course, tasting your way through a fruity Chianti or ruby-red Brunello di Montalcino. Find the perfect pairing for the most coveted of Tuscan foods, the truffle. Head out into the woods with an experienced truffle hunter and their highly trained dogs in search of these buried treasures, before preparing a fresh truffle pasta dish with your spoils.
Just as enchanting as its countryside, Tuscany’s cities are each destinations in their own right. The home of the Renaissance, Florence has captivated creative minds across the centuries, and now proudly displays some of the world’s most remarkable works of art. Private guided tours of the Uffizi Gallery and Galleria dell’Accademia will introduce you to the geniuses behind each masterpiece, giving an insight into the lives of Da Vinci, Michelangelo, Galileo and others.
In addition to its eponymous leaning tower, Pisa’s Duomo, Baptistery and Camposanto complete a stunning quartet of medieval triumphs. Siena’s scallop-shaped Piazza del Campo, flanked by soft orange townhouses and Torre del Mangia, is one of Europe’s greatest Medieval town squares. Towns seeming untouched by time, such as Montalcino, Pienza and San Gimignano, sit scattered across the region amidst golden wheat fields, silver olive groves and ancient vineyards, with the charms of each ready to be discovered on personalised excursions.
Get in touch with our Europe team to start planning your luxury Tuscany tour and unlock each marvellous facet of this intoxicating region.
Experiences picked by our destination specialists
A word from one of our experts
With a great balance of both fascinating cities and alluring countryside, Tuscany allows for an in-depth experience of some of the very best that Italy has to offer. Pair some of the world’s most exceptional red wines with hearty Tuscan dinners of ribollita and pappa al pomodoro before exploring the artworks and innovations of the Renaissance.
Travel Designer
Luxury accommodation in Tuscany
There are many incredible places to stay in Tuscany. Here are some of our favourites, handpicked by our travel designers:
Why book with Jacada?
Personalised design
We’ll plan your trip around your specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.
Authentic experiences
Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.
Responsible travel
Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.
Tuscany trip inspiration
Get inspired with our Tuscany example trips and then get in touch to plan your own adventure
21-Day Trip
Grand Tour of Italy
21-Day Trip
Grand Tour of Italy
10-Day Trip
A Foodie Adventure through Tuscany
10-Day Trip
A Foodie Adventure through Tuscany
7-Day Trip
Positive Impact in Italy
7-Day Trip
Positive Impact in Italy
Explore more of Italy
Rome
Rome, Italy’s capital and largest city, needs little introduction. One of the most historied locations in the world, we can help you discover its incredible past with a luxury trip focused around expert guided tours and local insight.
Venice
Sat within a shallow lagoon between the mouths of Po and Piave rivers, Venice is formed of 118 islands formed by some 170 canals connected by over 400 bridges.
Sardinia
Sardinia has its own unique identity, and its inhabitants are fiercely proud of their island which is as intriguing as it is beautiful.
Florence
Surrounded by rolling Tuscan hills, the beautiful city of Florence is one of Europe’s most enchanting and historically influential cities.
The Amalfi Coast
Draped along the cliffs on the southern side of the Sorrento Peninsula, between Salerno and the city of Sorrento, the Amalfi Coast is one of the most dramatic and glamorous spots in Italy.
Lake Como
Lake Como has been a popular retreat since the time of the Roman Empire, and its popularity shows no signs of waning. Everyone from aristocrats to A-listers flock to its shores to enjoy its tranquil waters and beautiful lakeside towns and villas.
Milan
An arbiter of international style, Milan is Italy’s financial and industrial heart, a thoroughly modern European city with a great history not far under the surface.
Portofino and Cinque Terre
The magnificent Italian Riviera has been attracting rich and beautiful since the days of Byron, Shelley and Keats who spent time here swimming, finding inspiration and drinking around what became known as the Golfo dei Poeti.
Verona
A splendid city of art inextricably associated with Shakespeare’s Romeo and Juliet, straddling the winding Adige River where ancient and modern times meet.
Meet your Europe team
When to visit Tuscany
While Tuscany can be a year-round destination, the shoulder seasons of spring (March to May) and autumn (September to November) are great times to visit to avoid the busier summer months and sometimes intense summer heat.
During September and October, the landscapes come alive with the colours of autumn foliage, while temperatures are comfortable for exploring, often hovering around 17°C (63°F). This is also the best time to go if you want to witness the wine harvest in September, or the olive harvest in October. If you want to go truffle hunting, truffle season runs from October to December for the coveted white truffle.
Grape harvest
September–October
Truffle hunting
October–December
Plan your trip to Tuscany
Whatever you want from your adventure in Tuscany, our team of expert travel designers are ready to help.
Don't take our word for it
Your trip, your story
We craft trips deeply personal, delightfully surprising and entirely one of a kind. Every Jacada journey begins in conversation with a travel designer, a specialist in their destination of expertise. Behind each journey is a wealth of insight, gathered over years of on-the-ground exploration.
Once you’re booked, you’ll meet your concierge. Based in the region you’re visiting, they’ll take care of all the details so your mind is at rest. They make the trip truly special – and truly yours.
