10-night road trip around Tuscany, visiting Florence, Siena and Viareggio.

Discover a hidden side of Florence on an evening walking tour as you stroll through the charming streets of the city centre and away from the tourist crowds. At the Loggia del Porcellino, rub the nose of the famous bronze boar for good luck before discovering the curious legend behind it. Continue through Via delle Terme and Piazza del Limbo, one of the oldest squares in Florence. Follow the path of the Vasari Corridor where your guide will reveal tales of Medici power.

Cross the elegant Ponte Vecchio, once home to butchers, now a world of goldsmiths. Step into the Oltrarno district, where local life still thrives among artisan workshops and traditional eateries. Along the way, discover Florence’s unique Buchette del Vino, the historic wine windows once used to serve wine directly to passersby. At two of these beautifully restored locations, you can sip Tuscan wine in the same way Florentines did hundreds of years ago.

• Daily departures
• Group experience

Good to know
Each walk is unique. This tour may not be fully suitable for guests with mobility or accessibility needs (including wheelchair users), due to the route and group logistics. Please note you will not visit the inside of monuments and museums. Italian drinking age is 18, therefore no wine will be served to guests under this age. Please bring ID for age verification.

Back to itinerary

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.

• This experience is only bookable for gusts staying at Castel Moastero
• Start time to be confirmed upon booking, available in the morning and afternoon
• Duration: approx. 1 hour

Good to Know
We recommend wearing comfortable shoes.

​

Back to itinerary