Exploring Tuscany is nothing short of a sensory joyride. From the incredible cuisine — rich olive oil, delicious wines, perfect cheeses, salty prosciutto, and fragrant truffles — to the region’s medieval architecture, rustic farmland, and Renaissance artworks, Tuscany is perfect for exploring with camera in hand. Read on for our local photographers’ favourite places to capture the beauty of Tuscany.

Flytographer Emma


This picture-perfect Renaissance city was declared a UNESCO World Heritage Site, and for good reason. Time seems to stand still in this tiny town, characterized by its namesake cathedral, churches, and palaces overlooking cobbled streets and charming alleyways. Thanks to its strategic position atop a hill, Pienza dominates the rolling hills of the Orcia Valley with extraordinary views. Flytographer Emma loves shooting in Pienza early in the morning, when the streets are still empty and the sun is rising over the valley.


Montepulciano is famous for its “vino nobile,” a red wine produced in the region, and as a result, is heavily devoted to the good stuff — you can find a cantina or wine bar on every corner. Don’t miss Montepulciano’s gorgeous palace and picturesque corners and alleyways boasting beautiful views of the valley. Flytographer Emma loves Montepulciano for photographs that showcase the fun of an Italian holiday, with a beautiful backdrop and a glass of wine in your hand!


Situated between Florence and Siena, Monteriggioni is a Medieval walled village comprised of two cobbled streets and a main square with all the important features of a quintessential Italian town: a small church, al fresco dining, and a gelato parlour, natch. Picturesque olive groves and vineyards surround Monteriggioni for the full Tuscan experience. Flytographer Emma recommends Monteriggioni for everyone, but finds it to be an especially great spot for large families and groups of friends.

Flytographer Alberto

Val d’Orcia

Whether you wander around the Tuscan countryside or enjoy a quick bite in the tiny villages of Pienza or Montalcino, the Orcia Valley offers breathtaking views of gently rolling hills covered with fields of red poppies. Flytographer Alberto’s favourite time to shoot in the Orcia Valley is May, when nature is in bloom and vivid green bursts to life all around. He also loves the autumn colours when the leaves turn to yellow and red.

When I visit Val d’Orcia, I say to myself that heaven is definitely a place on earth!

Flytographer Alberto


This rural area in central-southern Tuscany where the hills meet the sea — think cypress-lined country roads — offers an amazing mix of landscapes and inspiration for great photography. The old borough of Bolgheri still retains the charm of the past. To make your time here even more special, Flytographer Alberto suggests enjoying a glass of local wine, some of which are renowned worldwide for their exceptional taste!

Elba Island, Castiglione della Pescaia, and Monte Argentario

If you dream of crystal blue seas and sandy beaches, Elba Island, Castiglione della Pescaia, and Monte Argentario are the places to be in summer. Ideal for vacation photography at both dawn and sunset, this is where Flytographer Alberto goes when he needs a break from the city. These gorgeous beach destinations prove that there’s more to Tuscany than Florence, Siena, and the countryside (not that we’d be complaining otherwise)!