10 Breathtaking Spots in Tuscany for a Proposal

There is nothing more romantic than spending a weekend with that special someone in Tuscany. So, why not choose this charming Italian region as a destination for a proposal? Tuscany has everything that you need, from gorgeous vineyards and tiny medieval hilltop towns to vibrant cities like Florence and Pisa, where you can pop the question.

The good news is that there are many amazing destinations in Tuscany where you can ask the person you love for their hand in marriage. Whether you wish to be seen by hundreds of people while proposing or you are looking for a more private and intimate place, here are my 10 favorite spots for a Tuscany proposal.

Why Tuscany Is the Perfect Place for a Proposal

When thinking about Tuscany, the first thing that comes to mind is romance. There is a reason why Tuscany was used as a filming location for romantic movies such as “Under the Tuscan Sun” and “A Room with a View”. The best time to visit Tuscany for a proposal is in spring/autumn. During this so-called “shoulder season”, the countryside is in full bloom and the weather is nice.

The cosmopolitan region is known for its world-class art, gorgeous countryside, small medieval villages, gelato, and delicious food and wine. From a picturesque medieval square in the town of Sienna and the cute town of Luca that offers majestic views of the surrounding Tuscan hills to the botanical gardens of Florence, there is no shortage of spectacular places for a proposal in Tuscany.

The Most Romantic Proposal Spots in Tuscany

Torre del Mangia in Sienna

Sienna is a beautiful Tuscan town and has one of the most charming medieval squares in all of Europe, the iconic Piazza del Campo. While you can propose right in the center of this gorgeous square, I suggest tackling the 300 stairs to the top of the bell tower, the Torre del Mangia.

Dominating the square, this 87-meter-high tower from the 14th century is an ideal place to declare your love with a one-of-a-kind view over all of Siena and its majestic rooftops.

San Gimignano

With its historic towers and cobblestone alleys lined with Tuscany villas for rent and gelato shops, the hill town of San Gimignano is an ideal destination for an engagement proposal. The so-called “Medieval Manhattan” is home to many interesting locations for your special moment.  

Ask your big question in one of the picturesque alleys or climb the medieval towers that offer bird’ eye views of the nearby vineyards in Tuscany. In the evening, celebrate the proposal at the lovely Il Ceppo Toscano restaurant.
San Gimignano

Pienza

For breathtaking views of the Tuscan countryside and to explore historic alleys, visit the gorgeous town of Pienza. This tiny town in the beautiful Val d’Orcia valley stands high atop a hill. You can ask your partner the big question in front of Pieve di Corsignano, a Romanesque church from the 7th century. The other option is to book a table at the Idyllium restaurant. This fine dining establishment has one of the most amazing terraces in the area, with spectacular views of Val d’Orcia and the Tuscan countryside.

Lucca

A quiet town of seductive charms, Lucca is famed for its well-preserved walls, Pisan-Romanesque churches, and world-class wine estates. This fairytale-like town is a popular location for a proposal in Tuscany. The famous Villa Torrigiani di Camigliano, with its trimmed gardens lined with cypress trees, is one of the most iconic spots for a proposal.

Another option is to get down on one knee at the botanical gardens of Lucca, where beautifully maintained pathways are lined with a variety of plant species, a pond, and centuries-old trees. If you don’t mind the crowds, surprise that special someone in the middle of Piazza dell’Anfiteatro, the town’s main piazza. Lucca is also home to many churches, such as the Basilica di San Frediano. If you are looking for a spot with majestic views of the entire town and Tuscan countryside, climb the medieval Guinigi Tower, one of the few remaining towers in Lucca.

The Best Places to Propose in Florence

From botanical gardens to picturesque bridges and world-famous galleries, there are many locations in Florence for an engagement proposal. Some of these locations are super packed with fellow tourists, while others are more secluded for those who prefer privacy. Without further ado, here is my list of the best places to propose in Florence.

Ponte Vecchio

This medieval stone bridge in the center of Florence is one of the main symbols of the city. No matter what time of the day you visit, Ponte Vecchio is always packed with tourists. With its lovely arches and breathtaking views of the Arno River, the bridge provides a perfect setting for a proposal.

If you don’t have an engagement ring, the bridge is lined with many jewelry shops where you can purchase one. The best time to pop the question on Ponte Vecchio is right after sunset. Keep in mind that this is one of the most popular tourist attractions in Florence, so you definitely won’t have privacy when asking the person you love to marry you.
Ponte Vecchio

The Rose Garden

For a more intimate vibe, go to the charming Rose Garden in Florence. Located right below Piazzale Michelangelo, this small garden filled with statues and flowers looks wonderful. The views of the entire city of Florence from here are truly spectacular.

The Rose Garden is a quiet place and less crowded than other tourist sites in the city. If you don’t want to propose in front of hundreds of tourists, this is where you should go!

Boboli Gardens

Welcome to the largest garden of Florence, the iconic Boboli Gardens. Once home to the Medici Family, the gardens are actually a part of the large Pitti Palace. Expect to find a fairytale-like setting with artificial caves, sculptures, manicured lawns, plants, and flowers.

There are plenty of cool spots here where you can get down on one knee and propose. I should probably mention that, for some reason, professional photographers are not allowed to snap photos inside the Boboli Gardens.  

Piazzale Michelangelo

Not many places in the world are as beautiful as Piazzale Michelangelo in Florence. For the best panoramic views of the city, visit this iconic square during the golden hour just before the sun sets below the horizon. The views of the city’s terracotta roofs and the Arno River are simply breathtaking.

It’s a popular spot, so you might have a large audience when asking the person you love to marry you. After the proposal, you can celebrate at one of the nearby restaurants and cafes with a glass of wine.
Piazzale Michelangelo

San Miniato al Monte Church

Located just a short walk from Piazzale Michelangelo, the historic San Miniato al Monte Church is a lovely Romanesque basilica. As the church is nestled atop one of the highest points in the city, the views of Florence are unmatched.

To avoid the crowds for your proposal, visit early in the morning. If you are planning to visit later in the day, keep in mind that San Miniato al Monte Church closes its doors after 7 pm.

Uffizi Gallery

How about asking someone to marry you inside a museum where you and your partner will be surrounded by the greatest art pieces in the world? Art lovers can consider asking the big question at the world-famous Uffizi Gallery in Florence.

If you are searching for a more private setting inside the museum, go to one of the less crowded rooms. For those who don’t know, Uffizi Gallery is home to works by artists like Michelangelo, Botticelli, and many others.
Uffizi Gallery

How to Plan the Perfect Proposal in Tuscany

Here are a few tips on how to plan the perfect Tuscan proposal:

Consider the weather: It is important to consider the time of year when planning a proposal in Tuscany. The best time to visit is in spring, summer, and autumn when the weather is nice. If you are planning to propose in winter, keep in mind that it can get cold, especially in the evenings.

Book a professional photographer: To capture the special moment, consider hiring a professional local photographer. Some of these photographers can even help you choose the best spot for a proposal in Tuscany.

Plan a celebration: While asking someone to marry you is an important event that needs to be carefully planned, you should also think about what to do after the proposal. You can celebrate the engagement with a romantic dinner in Tuscany, a wine-tasting event, or a sunset boat ride on the Arno River.

Unique Proposal Ideas to Make It Special

Searching for more proposal ideas in Tuscany? Here are a few suggestions:

  • Spend a day on the beach in Tuscany with that special someone. From Tuscany’s Maremma region and its expansive beaches like Spiaggia di Alberese and Cala Violina to the chic coastal region Versilia and its Forte dei Marmi, there is so much to choose from.
  • Visit a Tuscan spa and enjoy a wide range of health and beauty treatments before popping the question.
  • Book a romantic countryside villa surrounded by vineyards and olive groves in Tuscany
  • Reserve a table at one of the Michelin-starred restaurants in Tuscany