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The best places in Italy to get engaged

  • Travel 101
  • By Kiri Gordon
  • Published 15 February 2023
  • Revised 09 March 2023

Italy is known for being one of the most romantic places in the world. The architecture, the food, and the peaceful canals and romantic music that fills the air - it’s simply amorous.

With so many fairy-tale locations, where are the best places to propose in Italy? We’ve put together a list of some of the most idyllic cities and regions to take your love to and ask the big question. 

After all, it needs to be perfect. And what’s more perfect than being whisked away to the country of romance and passion? Nothing says ‘Ti Voglio bene’ quite like it. That’s why we’ve rounded up the best places to propose in Italy.

So, discover the ultimate luxury Italy getaway and start planning your dream proposal today. 

Say it in Venice

Venice is one of the most romantic cities in Italy, world-famous for its gondola boat rides, romantic canals, and marvellous buildings. Whilst the main island is not too big, there are plenty of tranquil spots and places to pop the question, or perhaps something more intimate like at your hotel or at one of the picturesque restaurants. 

Here are our top places to propose in Venice:

In Piazza San Marco
Right in the heart of Venice, you are surrounded by the most famous attractions like the Basilica San Marco, The Doge Palace, and Campanile. There are plenty of restaurants and cafes here, or you can head to the middle of the square and propose right there. 

On a gondola ride 
This is a classic choice for a proposal. You can opt for the traditional ride around the Grand Canal, but why not try something more unique and go for a less crowded route? If you speak to the gondolier they’ll help you execute your big plan. 

The Rialto Bridge
Another classic Italian staple is the Rialto Bridge. This is a perfect spot to get on one knee thanks to the most stunning views from the bridge. A top tip would be to go later in the evening to avoid larger crowds. 

Teatro la Fenice 
For an exuberant and lavish proposal, you simply must take them to the theatre. This grand building drips with romance and passion, located right in the heart of the city. You could even book a private booth to watch a show before asking them to be your forever love. 

Caffe Florian
For something cutesy, this cafe is actually the oldest in the whole of Europe, dating back to 1720. It has a super sophisticated ambience with elegant touches. The perfect place to pop the question in Venice. 

Stay at: 
Aman Venice Hotel - Grand Canal, Venice is a picturesque dream, whilst Baglionio Hotel Luna has old-world romance in abundance. For a stay that’s more modern with a traditional twist, Bauer Il Palazzo will whisk you off your feet. 

Propose in Venice

Propose in Venice

When in Rome

With its winding cobbled streets and world-famous attractions, Rome is bursting with romance. Here are some of the most idyllic spots to propose. 

Gianicolo Hill
This is one of those hidden gems where you can get some peace and serenity in the big city. Perched on the hill, with a perfectly packed picnic and champagne, you can take in the sights like the Dome of St Peter and other imposing monuments. 

The Spanish Steps 
Hailed as one of the most beautiful places in Rome, these steps are impossibly romantic. You can climb to the top for awe-inspiring city views and the sound of the fountain trickling in the background before you get on one knee. 

The Trevi Fountain
It’s a classic spot in Rome to propose thanks to its majestic scenery. It may be quite busy during the day, so perhaps you could take a sunrise or nighttime walk here before you ask them. 

Stay at: 
Enjoy idyllic panoramic views of the city at Aldrovandi Villa Borghese or the classic Italian charm at Baglioni Hotel Regina, Rome. For somewhere more intimate, Fendi Private Suites are unique and lavish.  

Get engaged beside the Trevi Fountain

Get engaged beside the Trevi Fountain
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Bethrothed in Florence

Florence is a magical city with so much beauty to explore. Here are some of the best places to propose in the city of Renaissance:

Piazzale Michelangelo
This famous belvedere spot on top of a hill is perfect for views of the city’s most famous buildings, like the Duomo and Ponte Vecchio. There will be live musicians too, which is sure to make the moment even more momentous. 

Giardino di Boboli
This is the largest and most famous garden in Florence. You’ll find plenty of caves, fountains, tunnels, and quiet corners to make the moment special. 

Ponte Vecchio
This charming location is perfect for a sunset proposal, as it’s one of the oldest and most charming spots in Florence. 

The Duomo
If you’re an active couple, climb to the top of the Duomo of Florence. You’ll climb over 400 steps to reach it, but you’ll be rewarded with the most incredible views once you do. It’s the perfect spot to get down on one knee. 

For the most whimsical Italian views, the small village of Fiesole is the perfect spot for a proposal. Head to the city centre which is a hamlet of pure perfection. 

Stay at: 
For the most charming stay in an iconic 15th-century venue, stay at Belmond Villa San Michele, or for sophisticated elegance stay at Four Seasons Hotel Firenze

Betrothed in Florence

Betrothed in Florence

Luxe living in Lake Como

If you want to escape the city and enjoy lake views, hidden alcoves and flora and fauna with the most majestic backdrop imaginable, Lake Como is the place for you. There are plenty of romantic spots for you to find your special moment. 

At Le Luci del Lago
This is one of the most romantic restaurants in Lake Como, with the most sensational views to match. Indulge in a candlelit meal as you wistfully stare out into the distance before asking them to be your love forever. 

On a boat 
Take a boat with a chauffeur out onto the lake for the most idyllic proposal setting. Take a picnic and some bubbles to make it even more special. 

In the town of Bellagio
This small town is elegant and full of charm. Explore the cobbled streets and the traditional eateries and cafes. 

Discover our romantic Italy luxury tours here. 

Stay at: 
One of the most sought-after hotels and even a great proposal spot is Grand Hotel Tremezzo. For a stylish stay opt for Mandarin Oriental Lago di Como.

Propose cruising the waters of Lake Como

Propose cruising the waters of Lake Como

Enchanting beauty on the Amalfi Coast

If beachside serenity and captivating views are more your style, the Amalfi coast is the perfect place for your big moment. Here are some of the top spots to pop the question. 

This is a postcard-perfect spot to propose. The pristine beach is backdropped by the colourful and charming village surrounding it. For a private proposal, the Emerald Grotto is perfect for some secluded beauty. 

Villa Cimbrone’s Terrace of Infinity
For the most serene views of the coast and mountains, this is the most picture-perfect spot to pop the question. 

Torre Dello Ziro
Hike up the 15-century watchtower for the most spectacular views of the sea and villages imaginable.

Stay at:
Book an extravagant hotel where you could even ask the big question from the privacy of your balcony or at the on-site restaurant. Belmond Hotel Caruso is a hillside retreat with incredible views, or for something more traditional, Le Sirenuse is pure opulence. 

Romance on the Amalfi Coast

Romance on the Amalfi Coast

The best places in Italy to get engaged FAQs

Can you propose on a gondola? 
Yes, you can, there are even proposal packages you can buy. Make sure you tell your gondolier your plan, so they can source some romantic places for you to ask the big question. 

Where are the most romantic places in Italy?
Italy is the country of romance, you’ll have plenty of places to propose. Florence is one of the most romantic cities in the world, but for a more peaceful visit, try Lake Como.

What’s the most expensive hotel in Italy?
The most expensive hotel in Italy is Grand Hotel Excelsior Vittoria in Sorrento, Amalfi Coast.

Your engagement in Italy should be uniquely yours, so whether you want an intimate proposal in a cute cafe, or to go big at one of the famous attractions that draw a crowd, Winged Boots can help you plan the perfect trip – and proposal. Discover our Italy luxury holiday packages and start planning your magical moment today. 

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