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Truffles, Trails and Renaissance Tales
A journey through central Italy
This is Italy at its most irresistible. Wander hilltop towns, trek through rolling countryside, savour Tuscan truffles and lose yourself among Florence’s Renaissance masterpieces. Linking the Gothic elegance of Perugia, the rural calm of the Tuscan countryside and the cultural fireworks of Florence, this journey is all about contrast, flavour and taking the time to enjoy the best of central Italy.
This can be a self-drive itinerary or we can organise private transfers between the different areas for you.
Itinerary overview
Arrive at Perugia airport and begin your Italian adventure with a short drive into the heart of U...
Today is all about enjoying Perugia at your own pace. The city is compact, characterful and made ...
This morning, leave Perugia behind and head into the rolling heart of Tuscany, where the landscap...
Today, head into Siena, one of Italy’s most captivating medieval cities. Enclosed within ancient ...
A true highlight awaits today with your included Tuscan truffle experience. Accompanied by expert...
Travel onward to Florence, the birthplace of the Renaissance. As you approach the city, Tuscany’s...
Today is your chance to truly step inside Florence, with a walking tour that brings the city’s ex...
After breakfast, make your way to Pisa Airport for your return journey home. Leave Italy with las...
Highlights of trip
Discover one of Tuscany’s most treasured gastronomic traditions with a guided truffle hunt in the woods surrounding Castel Monastero. Accompanied by an expert tartufaio and specially trained dogs, you’ll learn to recognise the signs of this rare delicacy while enjoying the peaceful beauty of the Chianti countryside. The experience concludes with a tasting or lunch inspired by freshly unearthed truffles, celebrating authentic flavours and local savoir‑faire.
Jump to itinerary
Perugia
Arrive at Perugia airport and begin your Italian adventure with a short drive into the heart of Umbria. Perched high above the valley, Perugia is an elegant, lived-in medieval city with a proud Etruscan heritage. Check in to your hotel and enjoy time at leisure. Take a gentle wander through the historic centre, taking in grand piazzas, Gothic palazzi and sweeping views across the Umbrian countryside before settling into your first Italian evening.
A grand, central Perugia address on Piazza Italia with big Umbrian valley views, a classic old-world feel, and a heated indoor pool with a transparent floor revealing ancie...
Perugia
Today is all about enjoying Perugia at your own pace. The city is compact, characterful and made for ambling.Sweet‑toothed travellers can opt for a visit to the famous Perugina Chocolate Museum, while food lovers may prefer an optional truffle‑hunting experience near Norcia, heading about an hour into the countryside with expert guides in search of one of Italy’s most prized delicacies. Prefer to keep things simple? Grab an espresso, people‑watch from a sunny square and get lost in the city’s pretty backstreets.
A grand, central Perugia address on Piazza Italia with big Umbrian valley views, a classic old-world feel, and a heated indoor pool with a transparent floor revealing ancie...
Tuscan Countryside
This morning, leave Perugia behind and head into the rolling heart of Tuscany, where the landscapes become increasingly cinematic — think cypress‑lined roads and vineyards spilling over gentle hills.Arrive at your countryside retreat near Siena and slow the pace right down. This area is perfect for easy countryside trekking, with trails weaving through vineyards, olive groves and forested hills. Step straight out from the hotel for a relaxed walk, breathing in the fresh country air and enjoying uninterrupted views across the Tuscan landscape. After your walk, reward yourself with a dip in the pool or a visit to the spa. As evening approaches, the hills glow golden and silence settles in; It's the perfect setting for a memorable Tuscan dinner and a peaceful night in the countryside.
Set in a restored medieval monastery deep in the Tuscan hills, Castel Monastero feels more like a tiny stone village than a conventional hotel.
Tuscan Countryside - Siena
Today, head into Siena, one of Italy’s most captivating medieval cities. Enclosed within ancient walls, Siena feels theatrical and intensely atmospheric. Wander through narrow streets that open out onto the shell‑shaped Piazza del Campo, admire the marble‑striped Duomo and pause often for coffee, gelato or photos. You can explore independently or arrange a guided tour for deeper insight into Siena’s fascinating history. Later, retreat back to the Tuscan countryside, where peaceful surroundings and gentle evening rhythms invite you to slow down completely.
Set in a restored medieval monastery deep in the Tuscan hills, Castel Monastero feels more like a tiny stone village than a conventional hotel.
Tuscan Countryside
A true highlight awaits today with your included Tuscan truffle experience. Accompanied by experts venture into the forested grounds in the woodlands surrounding the hotel to learn about local truffle traditions and search for this prized delicacy just steps from your countryside base. The rest of the day is yours to unwind. If travelling in season, nearby villages may host local festivals or cultural events, adding a splash of authentic Italian life.
Set in a restored medieval monastery deep in the Tuscan hills, Castel Monastero feels more like a tiny stone village than a conventional hotel.
Florence
Travel onward to Florence, the birthplace of the Renaissance. As you approach the city, Tuscany’s rural calm gives way to domes, bell towers and historic riverbanks. Check into your centrally located hotel and step straight into Florence’s splendid streets. Enjoy your first evening strolling past designer boutiques, historic cafés and landmark sights illuminated after dark – an unforgettable introduction to Florence.
Set on the vibrant shopping street of Via dei Calzaiuoli, this stylish 4-star hotel offers a complimentary Tuscan breakfast and rooms-with-a-view.
Florence
Today is your chance to truly step inside Florence, with a walking tour that brings the city’s extraordinary history to life. Explore the heart of the Renaissance as you weave through elegant streets and iconic squares, discovering how art, power and creativity shaped this remarkable city. For a memorable finale, make your way up to Piazzale Michelangelo, where sweeping views across Florence’s domes, rooftops and the River Arno provide a postcard‑perfect farewell to the city.
Set on the vibrant shopping street of Via dei Calzaiuoli, this stylish 4-star hotel offers a complimentary Tuscan breakfast and rooms-with-a-view.
Departure
After breakfast, make your way to Pisa Airport for your return journey home. Leave Italy with lasting memories of hilltop towns, Tuscan flavours and Renaissance beauty.
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