If you are planning a luxury break to Italy in 2019 and want to experience the best of a region the easiest way to do it is by car. To make it an extra special experience there are some exclusive car companies in Italy from which you can rent luxury and vintage cars for a day or more. However, it is important to know where to go to make the most of your time enroute. Envy Italy has a series of recommended journeys to help make the most of your road trip in Italy.

For a full-day tour in the heart of Tuscany, escaping the heat and bustle of the magnificent art-city of Florence, you can head south to the Chianti wine region, weaving your way around the hills of undulating vineyards dotted with private villas, fortified castles and medieval villages.

Take strada regionale SR222, called “Chiantigiana”, which cuts the Chianti hills in two, heading to the castles of Vicchiomaggio and Verrazzano, just before Greve, and then Panzano and Castellina. Continue on SP2 to Radda and Gaiole, stopping in each of these typical villages to enjoy their unique atmospheres and panoramic views, and maybe also the Florentine beef steak of Dario Cecchini in the centre of Panzano.

Don’t miss Castello di Brolio, headquarters of the Ricasoli family, renowned winemakers for centuries. You can also have lunch at the restaurant beside the castle, called “Osteria del Castello di Brolio”, but do book it in advance.

Then, head on to the fortified city of Monteriggioni, avoiding the Firenze–Siena motorway, to visit the small, well-preserved medieval walled hiltop town with another wonderful panorama.

San Gimignano and its towers is a must-see, and a stop at Castello Guicciardini nearby is a recommended experience.

Driving back to Florence, go through Certaldo and Montespertoli, with a quick stop at another castle called “Castello di Gabbiano” near San Casciano for sunset photos with the geometrical vines as your backdrop. It’s then back to Florence for a well-deserved glass of vino under the stars on the rooftop terrace of Antica Torre Tornabuoni, overlooking the Duomo.

Eat: Dario Cecchini, Verrazzano Castle, Osteria del Castello di Brolio or Castello di Gabbiano (dinner)

Stay: Antica Torre Via Tornabuoni 1 (in the heart of Florence)

For a more leisurely pace you can extend the trip to 2–5 days staying at Vicchiomaggio Castle or Gabbiano Castle

Wine tours available at: Vicchiomaggio Castle, Verrazzano Castle, Castello di Brolio, Castello di Poppiano and Guicciardini

Love: Our suggested car is an Alpha Romeo Spider (as pictured from www.classycar.rentals)

Itinerary by: Classy Car Rentals, Pontedera (Pi), Tuscany, Italy www.classycar.rentals