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Follow your heart: looking for a good spot in which to propose?
LifestyleMore Ideas

Want to propose to your beloved in Tuscany?
We’ll tell you the best spots

By Sean Caulfield

What could be more romantic than to propose while on holiday in Tuscany? There are so many beautiful places in which to ask your beloved for their hand in marriage and we know some of the most magical. 

On the Ponte Vecchio

If you are happy to brave the crowds in Florence, the Ponte Vecchio at sunset or the Piazzale Michelangelo, with its sweeping views of the city, are two memorable places in which to propose. For a little more privacy, a quiet walkway in the Boboli Gardens could provide a pretty scene.

At the top of the Torre del Mangia

For a grandiose statement, there’s nowhere better than Siena’s Piazza del Campo, one of Europe’s most impressive medieval squares. Or climb to the top of the bell tower, the Torre del Mangia, to declare your undying love against the backdrop of Siena’s rooftops and the gentle countryside beyond.

At Brolio Castle

Take a walk around the grounds and gardens of this medieval castle, a splendid confection of battlements and turrets presiding over the vineyards of Chianti Classico. We suspect you’ll know when you’ve found the right spot to get down on one knee.

On route 222

Prefer a more thrilling setting? Hire a sports car or Vespa and ride the Chianti 222 highway. Once you find a great view – and there are plenty along this road – well, the rest is up to you.

In a vineyard or beneath an olive tree

Sip some fine wines (before or after) and take a stroll through the vines to find the perfect place to ask the question. Alternatively, pack a special picnic and set it out below an old olive tree for a lovely low-key proposal.

To Tuscany has a fantastic range of villas across the region.


Over 20 years ago, I moved to Tuscany with my Italian wife and founded To Tuscany as a villa rental company. Our first rentals were in a country residence in Chianti and we offered guests a tailored vacation using our local knowledge and personal service. Today, you can experience the same at over 600 superb villas.

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