A Culinary Journey Through Incredible Italy
- Duration
- 14 days
- Price guide
- From $26,393 per person
- Ideal time to visit
- Apr – Oct
Trip highlights
- Enjoy a private truffle hunt in Piedmont
- Recreate regional specialties in Bologna
- Cycle through the Chianti countryside for a scenic experience
- Explore the history and architecture of Florence and Rome
- Visit a pasta factory on the Amalfi Coast
- Go on a mozzarella and limoncello tasting session
Bespoke trips with Jacada
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 1-2
An introduction to Milan
Your luxury trip starts with one night in Milan, the vibrant heart of northern Italy. Renowned as a global capital of design and style, Milan boasts iconic landmarks such as the majestic Gothic cathedral, Duomo di Milano and the elegant Galleria Vittorio Emanuele II, a historic shopping arcade. The city pulses with life along its bustling streets lined with chic boutiques, trendy cafes, and world-class restaurants. You’ll have our recommendations for sightseeing and restaurant recommendations and we’ll arrange specialist private excursions.

A private guided tour of Milan with The Last Supper

Set off on an exclusive journey through Milan’s highlights. Marvel at the majestic Gothic cathedral, explore the iconic Galleria Vittorio Emanuele and indulge in luxury shopping along Via Montenapoleone and Via della Spiga. Visit La Scala Theatre and Castello Sforzesco before admiring Leonardo da Vinci’s masterpiece, the Last Supper, in an intimate setting.
Days 3-4
Two nights in Piedmont
Renowned worldwide for its prestigious wines, including Barolo and Barbaresco, this region is a haven for wine enthusiasts and connoisseurs alike. The rolling hills of Langhe and Roero, dotted with picturesque vineyards and medieval villages, offer a captivating backdrop for leisurely strolls and wine tastings. Piedmont‘s culinary tradition is equally impressive, with mouthwatering dishes such as agnolotti, bagna cauda, and the iconic truffle delicacies showcasing the region’s gastronomic prowess. Beyond its culinary delights, Piedmont boasts a wealth of historical and architectural treasures, from the royal residences of Turin, the regional capital, to the stunning Sacri Monti pilgrimage sites nestled amidst the tranquil Alpine foothills.

Where you could stay
Days 5-6
Two nights in Bologna
Bologna, the esteemed capital of Emilia-Romagna, boasts the distinction of hosting the world’s oldest university and showcases breathtaking medieval architecture alongside delectable cuisine. Renowned for its vibrant culture and liberal atmosphere, this city stands as a formidable contender in Italy. Its strategic position makes it an ideal starting point for delving into the culinary delights of the surrounding region. Immerse yourself in medieval markets and architecture, ascend the iconic towers, indulge in savory hams, cheeses and classic Bolognese dishes, stroll beneath the city’s myriad porticoes and explore captivating museums.

Where you could stay
A visit to the Ferrari Museo Maranello

Departing from the historic streets of Bologna, you’ll traverse the scenic countryside of Emilia-Romagna, en route to the birthplace of one of the world’s most revered automotive brands.
Upon arrival at the Ferrari Museo Maranello, immerse yourself in the prestigious legacy of Ferrari as you explore a captivating collection of iconic cars, innovative exhibits, and interactive displays.
Get up close to legendary models, marvel at the engineering mastery behind each vehicle, and uncover the rich history of Ferrari’s unparalleled success in motorsport and beyond.
Days 7-9
Three nights in Florence
Nestled amidst the picturesque Tuscan landscape, Florence stands as a captivating hub of history and charm in Europe. Its grand piazzas and palazzos have played a pivotal role in shaping modern Western consciousness. Within the historical centre, a treasure trove of the world’s finest Renaissance artworks and sculptures awaits, inviting exploration on foot. While this area can be traversed in under an hour, immersing oneself in its richness would undoubtedly require much more time.

Where you could stay
Gelato tasting

Led by knowledgeable guides, this tour offers a delectable exploration of one of Florence’s finest gelaterias, where each scoop tells a story of tradition, innovation, and unparalleled flavor. You’ll learn about the meticulous process of crafting gelato from fresh, high-quality ingredients and discover the secrets behind achieving the perfect texture and flavor balance. Sample a variety of classic and inventive flavours, from creamy pistachio to tangy lemon sorbet, as you savour each spoonful with delight.
Days 10-11
Two nights in Rome
Rome, the capital and largest city of Italy, requires no introduction. It stands as one of the most historically significant places globally, showcasing glorious reminders of its illustrious past, spanning from ancient Roman marvels to Renaissance masterpieces. However, Rome’s cosmopolitan streets also embrace the present moment, pulsating with excitement and forward-thinking energy as ever

Where you could stay
A pause in Pompeii

A trip to Pompeii offers a remarkable glimpse into ancient Rome, akin to traveling back in time. In 79 AD, the eruption of Mount Vesuvius froze the city in time, with plaster casts of preserved bodies serving as poignant reminders of its tragic fate. Excavations, ongoing since the 18th century, continue to unveil the city’s secrets.
Walking through Pompeii’s Forum, you’ll be struck by the grandeur of Roman architecture, which dwarfs later historical sites. Explore Roman streets, taverns, and opulent villas adorned with frescoes and mosaics, including a mosaic doormat with a warning about the resident dog. Even political graffiti adorns some walls, offering insight into ancient life. The baths, central heating systems, and tranquil courtyard fountains evoke a sense of comfort and luxury, making it easy to imagine life in Pompeii.
Days 12-14
Three nights on 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. Between the two, Positano, Amalfi and Ravello’s candy coloured buildings spill their way down into blue bays.
The peninsular combines affluent sophistication with a honest simplicity, where super yachts and gurgling Italian sports cars next sit amidst an unchanging rural way of life. The food gloriously reflects this and some of Europe’s finest restaurants can be found here, thriving on fresh local produce, whilst the rustic Neapolitan food found everywhere here to many epitomizes Italian cuisine. The views and food are perhaps the main draw here, but there is a rich history to explore too, hidden beaches to discover and pristine trails in the Lattari Mountains to climb.

Where you could stay
★★★★★
“Jacada Travel created us an amazing…”
Jacada Travel created us an amazing trip to Italy for my wife and I. All i can say is "WOW" all the private tours and tour guides, the hotels and restaurant choices all exceeded our expectations by far. This was our first time using Jacada Travel and i can tell you we will absolutely be using them on our next…
Timothy · 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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