A Foodie Adventure through Tuscany
- Duration
- 10 days
- Price guide
- From $14,823 per person
Trip highlights
- Uncover Florence's Renaissance history
- Get a behind-the-scenes look into making Italian gelato
- Taste traditional dishes paired to excellent wines in Cortona
- Unlock the secrets of Italian cooking with a hands-on class
- Visit the renowned wineries of Chianti
- Go foraging for truffles in the Tuscan Countryside
Our bespoke trips include
We design one-of-a-kind journeys incorporating luxury in all its forms. Our bespoke trips include:
- Luxury accommodation throughout
- Privately guided tours
- Private transfers
- Meticulously selected experiences
- Expertise and support from your Jacada Concierge

Itinerary in detail
Every trip is shaped around you. Below is a sample route to start from; we change any part of it to suit you.
Days 1-4
Fall in love with Florence
Think of Italy, and you think of food. It has long been considered to have some of the best, if not the best, cuisine in the world. From pasta and Parmesan to gelato and tiramisu, Italian food is irresistible. And with every province, town and village boasting distinct regional specialities, a trip to Italy is endlessly fascinating and immensely gratifying.
Surrounded by rolling Tuscan hills, the elegant city of Florence is one of Europe’s most enchanting and historically influential cities. If anywhere in the world can claim to have shaped modern Western consciousness, it is Florence’s grand piazzas and palazzos
At every corner of its historic centre, turn to some of the world’s greatest Renaissance artwork and sculptures. While it is an area traversable on foot in under an hour, it would take you infinitely longer to uncover its secret wonders and little-known sights.

Where you could stay
Days 5-7
Charming Cortona
Cortona is a small town located in the southern Tuscan province of Arezzo. Surrounded by stone walls and perched atop a hill, the town offers sweeping views out over the surrounding valley as far as the waters of Lake Trasimeno.
Wander its cobbled streets, stop at one of its charming cafes for coffee or a glass of wine, or head out to visit the Girifalco Fortress.

Days 8-10
Wind down in the Tuscan Countryside
Rolling hills dotted with rustic farmhouses, Medieval towns, dark green cypress trees and ranked vines, there are few views more quintessentially Italian than that across the Tuscan countryside.
Spend your time here getting acquainted with an enviable culinary tradition, exquisite Chianti wines, beautiful towns and warm locals.

Where you could stay
★★★★★
“Once in a lifetime trip to Italy”
We had a once in a lifetime trip to Italy! Everything was curated and planned perfectly.
Sandra Martinez Christian Arc · Trustpilot
Why book with Jacada
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Personalised design
We’ll plan your trip around your personal interests, tastes and preferences, providing honest advice based on first-hand knowledge.
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Authentic experiences
Our expert guides and brilliant Concierges are hand-picked for their ability to bring your destination to life with care and passion.
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Positive impact
We seek out unforgettable experiences that benefit both local communities and the environment.
Start planning your trip
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