A Grand Tour of Italy and the Balkans
- Duration
- 18 days
- Price guide
- From $30,312 per person
Trip highlights
- Learn family recipes from a Florentine mama
- Glide through Venice’s canals on a private gondola
- Sail Lake Bled in a traditional wooden pletna boat
- Follow the Reka River deep into Slovenia’s Škocjan Caves
- Hunt for truffles in Croatia, ending with a rustic feast
- Taste organic produce with a family on the Luštica Peninsula
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 1-3
Welcome to Rome
Italy‘s capital, Rome, is full of surprises, where history emerges in the midst of daily life. You might glimpse the Colosseum from surrounding streets, step into the Pantheon or wander among the ruins of the Forum. The history is visible everywhere with medieval walls, Renaissance façades and Baroque balconies often sharing the same block. Across the river, the Vatican rises above the city with the Sistine Chapel painted by Michelangelo and the dome of St Peter’s Basilica.
There’s always something happening in Rome, and food is woven into it all. Join a cooking class with local chefs or simply catch the smell of coffee drifting from corner bars, where locals pause for an espresso at any time of day.

Where you could stay
Days 4-5
Two days in Florence
Travel from Rome to Florence, once the centre of commerce and art under the Medici. At its heart is a Renaissance core recognised by UNESCO, where masterpieces stand in every direction. You’ll see Brunelleschi’s dome and Giotto’s bell tower above the Piazza del Duomo, pass Ghiberti’s bronze Gates of Paradise on the Baptistry and cross the Ponte Vecchio, still lined with jewellers as in medieval times.
In the Piazza della Signoria, sculptures beneath the Palazzo Vecchio recall the city’s long history of politics and power. Every street speaks of bankers and patrons, poets and painters – ambition etched into stone.

Where you could stay
Days 6-7
Spend two nights in Venice
Venice lies in a shallow lagoon of the Adriatic Sea, where more than a hundred islands are linked by canals and bridges. Once a wealthy maritime republic, its legacy endures in Gothic palaces built by merchant families, Renaissance churches filled with masterpieces and the influence of figures such as Titian, Bellini, Canaletto, Palladio, Marco Polo and Vivaldi.
As you walk through the city, you’ll cross the Rialto Bridge, stand in Piazza San Marco beneath the domes of Saint Mark’s Basilica and see the Doge’s Palace rising over the Grand Canal. Beyond these landmarks, Venice is just as memorable in its details – cicchetti served in small bàcari bars, the colours of Burano’s houses, Murano’s glass workshops and quiet waterways that open into neighbourhoods where daily life continues.

Where you could stay
Day 8
A brief stay in Lakes Bled and Bohinj
Lake Bled is one of Slovenia’s most recognisable landmarks, with emerald waters, a Baroque church on a small island and a medieval castle perched on the cliffs above. Just beyond the lake are Vintgar Gorge and Triglav National Park, where you can hike alpine trails, raft the Soča River and take in views of Mount Triglav, Slovenia’s highest peak with its distinctive triple summit.
In a single day you can also reach nearby Lake Bohinj, the country’s largest, where a boat ride across the water and a cable car ascent open sweeping views of the Julian Alps and the valleys below.

Where you could stay
Days 9-10
Explore two days in Ljubljana
Around an hour from Lakes Bled and Bohinj, Ljubljana is Slovenia’s capital and largest city, situated in the heart of Central Europe. The Ljubljanica River winds through the middle with banks lined with cafés and crossed by elegant bridges such as the triple-arched Tromostovje.
Above the old town, Ljubljana Castle looks out over Baroque façades, museums and the green expanse of Tivoli Park. The city can be explored on foot, whether browsing local markets, stepping into galleries or enjoying a glass of wine by the river. Beyond the main squares, Metelkova City – a converted barracks – has become a centre for contemporary art and counterculture.

Where you could stay
Day 11
One night in Zadar
Zadar sits on a small peninsula on Croatia’s northern Adriatic coast. Once a Roman settlement and later a Venetian stronghold, the city shows its layered past in its architecture, squares and walls. You’ll also come across inventive public art, including the Sea Organ and the Sun Salutation.
Beyond the centre, you can walk pine-fringed beaches to the north or follow rugged trails into the Velebit mountains. Zadar makes an ideal base for exploring Croatia’s national parks, from the emerald cascades of Krka and the lakes of Plitvice to the island landscapes of Kornati, Pag and Dugi Otok.

Where you could stay
Days 12-13
Enjoy the next two nights in Split
On Croatia’s Dalmatian coast, Split rises from a peninsula facing the Adriatic Sea. Diocletian’s Palace, built in the early 4th century as the Roman emperor’s retirement home, forms the historic heart of the city. Within the palace walls you’ll find courtyards, Roman relics and the Cathedral of Saint Domnius, one of the oldest in Europe.
Cobbled lanes lead into a city of ancient churches, galleries and museums shaped by Greek, Venetian and Habsburg influence. On the seafront, you can stroll the palm-lined Riva promenade, where cafés look across the water towards the islands of Hvar, Brač and Vis.

Where you could stay
Days 14-15
Explore two days in Dubrovnik
On the same Dalmatian coast as Split, Dubrovnik lies farther south, about three hours by car or just under an hour by plane. Encircled by nearly two kilometres of medieval ramparts, the UNESCO-listed Old Town greets you with limestone streets, Renaissance palaces and Baroque churches such as St Blaise. Game of Thrones has several filming locations here that you might recognise and Dubrovnik’s food scene is just as remarkable, with meals often shared in conversation with local hosts.
From the harbour, boats set out for the Elaphiti Islands, where you can swim, snorkel or relax by rocky coves and sandy beaches. With a private captain, the day unfolds between quiet bays, coastal villages and family-run taverns.

Where you could stay
Days 16-18
Beautiful Boka Bay
Spend the last three days of your trip in Boka Bay, Montenegro, a UNESCO-protected landscape where mountains and sea create one of the Adriatic’s most dramatic natural harbours. Often likened to a fjord, this winding bay stretches inland for nearly 30 kilometres with stone villages, monasteries and fortifications scattered along its shores. In Perast, elegant Baroque façades look out across the water and within Kotor’s medieval walls, narrow streets and lively squares still carry the rhythms of daily life.
Here you can experience Montenegro’s heritage in diverse ways – from centuries-old monasteries and olive groves to island churches and fortified towns – all set against the backdrop of the bay’s striking natural scenery.

Where you could stay
★★★★★
“Cultural journey through Istanbul, Slovenia, Croatia, Montenegro.”
Kate and Symmone exceeded all expectations by crafting for us a personalized 4 country, 29 day cultural journey focused on different cultures, local people, local food, "off the path" excursions, history, scenery, stories, smiles, and laughter. They did a great job understanding how we like to travel, our expectations, and goals. Every detail of this adventure was taken care of…
Charles & Linda · 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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