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10 Most Romantic Small Towns In Italy: Created By YOU with our Italy Trip Planner

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Ahh, Amore! There are many well known romantic destinations in the world, but a trip to trip to Italy stands firmly at the top of the pyramid. Italy is THE place to go to fall in love, that’s why it doesn’t come as a surprise that honeymooners choose to go to Italy far more than any other destination! Whether you’re looking for a perfect sunset to share with your loved one, or a beautiful cobbled street to get down on one knee and propose to your soul mate, Italy is full of little hidden gems. So check out our list of Italy’s 10 most romantic small towns, as chosen by our Routeperfect users that they created using our Italy trip planner. Enjoy!

Cinque Terra

The scenic coastline of these five little villages is one of the most romantic and breathtaking places in the world. It’s like it was made for lovers. The local vineyards, the sunset ferry rides, the locks of love with lovers’ initials on them, everything screams “Amore.” 
Our tip: Check out Vernazza Winexperiance where Alessandro will offer you a selection of local wines. Here you can sample unique flavours with your better half, while admiring the amazing scenery. Try to come around sunset to fully feel the love!

#CinqueTerre #Italy
Cinque Terre, Italy


Italy’s loveliest medieval city, set in Tuscany. Piazza Il Campo will lift your soul, you can buy fresh bread and delicious wine at one of the small local shops. Climb  up the 500 steps leading to the head of Torre del Mangia tower, where you will be rewarded with a breathtaking view of view of Siena and its surroundings. Use our Italy trip planner for some more ideas of surrounding towns!
Our tip: Head over to il Magnifico Bakery  and ask for Lorenzo. He will let you munch on some sweets until you choose your favorite one!

#Siena #Italy
Siena, Italy


The city of Como is located on the lake’s southwestern tip and looks something out of a movie set. Lake Como is renowned for its lavish reputation, and you might even bump into George Clooney! With a view to the glistening lake and the stone-paved streets leading up to the impressive Como Cathedral, Como is a must see!
Our tip: If you haven’t scored an invite to a private villa party, go have a cocktail at Fresco Cocktail Shop. Try the flora cocktail- it’s bubbly!

#Como #LakeComo #Italy
Como, Lake Como, Italy


This is the town where St. Francis of Assisi was born, patron saint of Italy and founder of the Franciscan order. Assisi is a small, picturesque town, full of little churches and beautiful medieval streets. Don’t forget to visit the piece de resistance: the Basilica di San Francesco, dating back to the 13th Century.
Our tip: Our Italy trip planner suggests taking a bike tour to see a little bit of Umbria! You will get a taste of the locals’ experience, ride the roads less traveled, and take in the wonderful views.

#Basilica of St. Francis of #Assisi #Italy
Basilica of St. Francis of Assisi, Italy


Picture steep houses tumbling down to the sea, sunny beaches, and a pebble beachfront. As the setting for many a romantic movie, Positano is where you get down on one knee and propose. The sunset will paint the city in amazing peach, pink and terracotta colors while you two lovebirds celebrate your love together. Planning an Italy vacation has never been more romantic..!
Our tip: Go to Spiaggia Del Fornillo beach where you can spoil yourselves with fresh fruit and local wine.

#Positano #Italy
Positano, Italy


The beautiful Tuscan town of Lucca is protected by 16th Century walls which today serve as a pedestrian promenade. Take a  leisurely stroll down cobbled streets, or drink some local Lucchesi wine at one of the many charming cafes.
Our tip: You must eat at Da Pasquale, one of the best restaurants in Lucca. Pasquale will make you feel like you’re family and you will eat the freshest and tastiest antipasti  you can imagine! 

Lucca, Italy

Bellagio, Lake Como

Few places are as romantic as Lake Como, and even fewer as magical as magical as Bellagio. A charming little town set in a picture-perfect location, Bellagio is historic as well as beautiful. It boasts waterfront views and two gardens open to the public: Villa Serbelloni and Villa Melz.
Our tip: Take a leisurely walk in the gorgeous gardens, enjoy the vibrant colors and magnificent bloom, and soak in the view of the lake.

#Villa #Bellagio #lake #como #italy
Villa at Bellagio, Lake Como, Italy


Sicily’s resort town is a charming summer destination. With medieval churches and a chic vibe, the mountainside town of Taormina offers breathtakingly beautiful views. You may never have heard of this stunning little town, but it’s something that our Italy trip planner would certainly suggest if you were interested in seeing small towns! Don’t forget to visit the ancient Greek theater, which was built in the 3rd Century BC and is now hosting concerts and live shows!
Our tip: Visit Chiesa Madonna Della Rocca, a picturesque little church built into the mountain, which offers the best views in town. Bring comfy shoes because you have some stairs to climb!

#Taormina #Italy
Taormina Street, Italy


Located on a reef in Calabria, southwest Italy, Tropea is known for its many beautiful beaches and tiny cafes. According to an ancient legend, the town was founded by Hercules! Don’t miss the most impressive sight in town,  Santa Maria dell’Isola, a medieval church that sits on its own hilly island overlooking the ocean.
Our tip: Try Tropea’s renowned signature sweet red onions which are used to produce a delicious onion marmalade, or even ice cream!

#taormina #italy
Santa Maria dell’Isola, Taormina, Italy

San Gimignano

A small village in the heart of Italy’s wine country, with quaint streets, ancient towers and tiny restaurants, San Gimignano is the Italy is the Italy we see in postcards. Eat some homemade pasta, drink a craft of red wine, and don’t forget to whisper to your love “la vita e piu dolce con te.” (That’s Italian for “life is sweeter with you!”)
Our tip: If you could only do one thing on your Italy trip, run over to Gelateria Dondoli, named “the best ice cream in the world.” It is. Don’t ask questions, just go.

#SanGimignano #italy
San Gimignano, Italy

What are you waiting for? Use our Italy trip planner to explore Italy like our Routeperfect travelers


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