Popping The Question: 5 Beautiful Places in Italy for a Proposal

Romance Daytrip Milan Venice and Veneto Cinque Terre and Liguria Amalfi Coast Apulia and Matera

The Most Romantic Settings For Proposing To Your Partner In Italy!


What could be more romantic than popping the big question in Italy? From the sculptures of antiquity, to the genius and beauty of the Renaissance and the passionate artisans of modern times, Italy is the epitome of romance. Here are 5 romantic spots that will have even the staunchest skeptic believing in romance again!



The Island of Capri

The Beautiful Island of Capri, just off the coast of Sorrento in the Tyrrhenian Seas, is perfect for a day of luxury and sightseeing. There are countless romantic spots with spectacular views, from The Gardens of Augustus to Villa San Michele and Monte Solaro. They are all unforgettable, but for a truly intimate affair, we recommend renting a private yacht! Spend the day enjoying incredible views of the island, swimming in crystal blue water, and exploring the Blue Grotto and Arch of Love! If tide conditions permit, the sapphire-lit Blue Grotto is a magical choice for the proposal location, but usually a few small boats go in at the same time, so you may need to negotiate with an extra tip if you’re looking for a private moment. If holding tight to the ring in a tiny dinghy makes you understandably a bit nervous, another great choice is the Arch of Love, or just wait until the moment feels right.



The Romance of Venice is unparalleled, even within Italy. For a trifecta of magical atmosphere, consider a Valentine’s day proposal during Carnival! Depending on the timing of the celebrations, Valentine’s day often falls during the Carnevale celebrations. The elaborate traditional costumes and spectacular shows and festivities are the perfect backdrop for a proposal. No matter the time of year or day, from balmy summer afternoons to misty winter mornings, Venice won’t let you down. Whether you choose a restaurant with a view, or cuddle close in a gondola, work up your courage and make the proposal of a lifetime in Venice!


Lake Como

If your pace is more suited to relaxing in a lake-side villa than busy city sightseeing, Lake Como is the perfect setting for your proposal. A luxurious retreat ever since Roman Times, Lake Como’s beautiful waterfront properties include villas, palaces, and of course the private residences of celebrities like Madonna, George Clooney, and Gianni Versace. For the big question consider Villa Balbianello or Villa Carlota - both included on our private Lake Como daytrip!


Cinque Terre

Are you a couple that likes to relax on the beach, or are you the more active hiking and adventure type? Either way and for every type in-between, Cinque Terre has something for you! For a relaxing stroll along the seaside enjoy "La Via dell’Amore" (The Way of Love), or get some exercise and be rewarded with spectacular views of the colorful coastal cliff-towns. Pop the question during a serene moment taking in the view, or wait until you’re relaxed on the beach in Monterosso, or enjoying a fresh seafood dinner.


Alberobello Trulli

If you’re looking for a more unique up-and-coming destination for your proposal, consider the the whitewashed Trulli of the Itria Valley in Puglia. Once temporary field homes, Trulli are now popular vacation homes and even boutique hotels, turning places like Alberobello into growing attractions for tourists looking for an off-the-beaten-path experience. Italy is often opulent and decadent, but if our partner is an admirer or rustic minimalism, the charming Trulli of the Itria Valley are the best spot for a proposal!


If one of these ideas inspires you, or you have another special proposal in Italy in mind, email us and we'll help you create the romantic Italian proposal of your dreams!