Top Romantic Escapes in Italy for Couples

In June, we quit our jobs to board a one-way plane to Italy. We have made Italy our home for the past 4 months, using Florence as our base to travel across Europe. We have been to many romantic getaways in Italy, as you might expect.

This is our list with romantic getaways to Italy for couples.


It’d be difficult to visit Florence, the city that gave rise to the Renaissance without experiencing a little magic and romance. Florence offers it all! You’ll be amazed at the beauty and natural beauty of Florence, including the Arno River and surrounding hills.

There are hundreds of restaurants in Florence that offer the most memorable dinner dates. Check out our top picks: Acqua Al 2, Il Latini, Gusta Pizza

Monterosso al Mare

Monterosso is a town that is often called the last in Cinque Terre, as it is the most northern of the four Cinque Terre towns. It offers visitors an entirely different experience than the other three.

Monterosso, the only town among the five with enough space to relax on the beach while enjoying a glass or two of wine is the perfect destination for couples. Our favorite restaurant on the Ligurian Coast is located in Monterosso. There are only 5 tables.

It almost seems like a cliché of what one might think about a coastal Italian town. Side streets are lined with laundry, there are cats who interact with everyone, and wine is delivered by bicycle to the restaurants on a daily basis.


Positano, the Amalfi Coast’s spectacle, is undoubtedly the most romantic and picturesque city in all of Italy.

Three simple criteria are the basis of our decision about whether a place is worthy to visit: aesthetic beauty, food, or people. This is the perfect trifecta for Positano.

The town’s natural beauty is not only literal, but also metaphorical. The locals are extremely friendly and the food is Michelin Star worthy. Plan a romantic evening at Da Vincenza. We’ll be there to thank you.


Lucca is a charming little castle town that makes a great day trip or weekend getaway. You can rent a bike and a basket to ride around town.

Lucca has a lot to offer, as it is often overlooked by tourists who come to Italy to visit Florence, Rome Milan, Venice, and Milan. You’ll have the opportunity to experience one of the most romantic Italian towns without having to deal with the crowds that you might encounter elsewhere.

San Gimignano

Okay, let’s all do a favor and give the phonetic spelling. This one is not to be patronized, but it is quite difficult. San Gee-meene-nano It was clear from our first attempts at pronunciation that we were not native to the area.

San Gimignano, one of the most important medieval towns in Italy has preserved almost a dozen of its medieval towers. The charming town is surrounded by castle walls that separate it from the beautiful hills and vineyards of Tuscany.

Italy is highly respected for its production of red wine, whether it’s Chianti, Brunello or another popular variety. San Gimignano is home to Vernaccia di San Gimignano, a white wine which has been regarded as one of the best white wines in Italy for more than 600 years.


Venice is a romantic destination for couples, despite the crowds and high prices of food.

Gondola rides may be the most clichéd and romantic way to travel to Italy, but it doesn’t mean that they aren’t magical.

Evenings are romantic at night, when you can enjoy live music as you stroll through Piazza San Marco. Also, take in the sights of Venice’s lights as they shine on the canals.


Portofino, a small fishing village located just north of Cinque Terre, is a short train ride away. The harbor is more like a harbor in Monte Carlo these days than a fishing village.

Brightly colored buildings surround a small harbor with 5 to 10 mega yachts anchored at once. This makes small fishing boats seem like toys. You’ll still feel the local fishing culture while you enjoy fresh seafood at one the local restaurants.


We had to include another town from the Cinque Terre. Riomaggiore, the Cinque Terre’s southernmost town, is perhaps the most underrated. It is a great place to go on a romantic getaway with your significant other.

Cinque Terre is a must-see destination. Vernazza, Manarola and Vernazza offer some of the most stunning views. However, these towns also have the largest crowds and highest concentrations of selfie sticks.

Riomaggiore’s location in the middle of the country gives it an advantage over the rest: the sunset is visible during the summer. Grab some take-out calamari to enjoy the views!