Most Romantic Towns in Tuscany

By 6 Febbraio 2014 Aprile 6th, 2021 Traveling in Tuscany

When it comes to romantic destinations, no question that Tuscany is the right place for an unforgettable getaway! It’s really one of the most romantic regions of Italy, with plenty of emotional places! The perfect setting for love 🙂

A lot of charming and idyllic hill towns, secluded hideaways, and captivating locations are just waiting to be discovered. Tuscany is the place for lovers and a unique place to fall in love with…

There are many suggestive routes and itineraries in Tuscany, running through marvelous landscapes, stunning castles, charming medieval alleys, stunning art towns, and a spectacular seacoast. A place to evoke strong emotions in any visitor.

Tuscany boasts a string of cities that are made for lovers, and few people know that the real “village of love” lies precisely in Tuscany. So let’s start our journey to some of the Most Romantic Towns in Tuscany 🙂

Most Romantic Places to Stay in Tuscany

Lucignano and the Tree of Love

Lucignano is a small village atop a hill overlooking the Valdichiana area, between Siena and Arezzo. It’s one of the most extraordinary examples of medieval town planning for its elliptical concentric roads that have come down to us intact through the centuries.

The place is beautiful and can be perfect in itself to pass a romantic getaway, in addition it also preserves a great treasure called the Tree of Life, also known as the Tree of Love and the golden Tree. The tree is a masterpiece of jewellery decorated with coral and crystals, a reliquary realized between the 14th and the 15th century. This incredible tree now seals the couples’ promises of love.

Pienza, setting for Romeo and Juliet

Pienza, small hill town of the Renaissance lying in the fabulous Val d’Orcia area, south of Siena, is so charming and suggestive to make it the perfect destination for lovers. Its lovely piazza, palaces and characteristic alleys gives it an irresistible atmosphere.

The same narrow streets of the village have names referring to love, as Via del Bacio (street of the kiss), and Via dell’Amore (the street of love). It’s not a case that the great Italian director Franco Zeffirelli, chose Pienza as the setting of the greatest love history ever known, Romeo and Juliet!

Bagno Vignoni, thermal baths and suggestive atmosphere

Among the many thermal destinations in Tuscany, I recommend the ones in Bagno Vignoni, beautiful and peculiar medieval town again in the Val d’Orcia. The Val d’Orcia in itself actually offers plenty of places to indulge in hours of absolute romance.

Bagno Vignoni is extraordinary not just for its phenomenal hot springs but also for its intriguing atmosphere. The main square is occupied by an ancient scenographic Renaissance pool, with hot waters gurgling on the surface. Often, at certain times of the day, the pool is all pervaded by a suggestive mist. That’s a great option to enjoy especially on cold winter days; outside it’s cold while you can indulge at the spa of Hotel le Terme.

Florence, inspiring magical town

Few cities in the world boast such an inspiring rooftop panorama over terracotta tiles, Renaissance architectural splendor, clock towers and spires against a background of rolling verdant hills. All the city is romantic, disclosing unexpected surprises at every corner: the romantic walk along the Lungarni, the Ponte Vecchio offering lovely views of the lights of Florence reflecting in the Arno river, Piazzale Michelangelo and one of the most beautiful and vast views over Florence and its stunning monuments, the enchanting mazes at the Boboli Gardens.

Another extraordinarily romantic place is Via dell’Erta Canina, ancient pedestrian route, paved with stone, that runs up to Viale Galileo. The road is surrounded by ancient walls, old houses, and green fields, and once up there you will have the city with its roofs and the Brunelleschi’s Dome at your feet. A magical place right in the center, where you rarely meet someone, ideal for a stroll full of romanticism.

Cortona, breathtaking views under the Tuscan sun

That’s another hill town among the most beautiful and romantic places in Tuscany. The amazing neverending view you enjoy from Cortona is enough by itself to pass romantic moments. Walk its charming streets during the day and have a romantic dinner in one of the many restaurants in town. Restaurant la Bucaccia serves excellent local dishes in a very romantic ambience and also has a little terrace with fantastic views over the Valdichiana.

All these wonderful Tuscan cities are perfect to spend a romantic stay together, all year long, not just for Valentine’s Day! 🙂

Also have a look at

The most romantic hotels and accommodations in Tuscany!


  • Linda C. ha detto:

    I love your blog. I have been studying Italian for 2 years and have traveled to Italy 3 times. I cook Italian food an love everything about the Italian culture.

    Can you tell me if I would need a car to explore Tuscany or can it be done by train and bus?

    Thank you,

    • elena nacci ha detto:

      Ciao Linda! I’m happy you love my blog 🙂 The car is actually the best way to explore Tuscany, considering the hill top location of many villages. However, you’re not willing to rent a car, then I suggest you base yourself in Florence, from where you can conveniently reach much of Tuscany’s top attractions by train and by bus. Here you can find a post dedicated to using Florence as a home base. On the contrary, if you go for the car, you may base in Chianti, Siena, or the Val d’Orcia. To plan a perfect trip to Tuscany, read this post 🙂 Do contact me again for any other tip you may need!

  • joe ha detto:

    HI, where do you think are the best areas of tuscany to rent a villa for a week that will be in the hills and vineyards with decent access via car to various small towns?

Leave a Reply