‘In fair Verona, where we lay our scene’… There’s a reason Shakespeare chose an Italian city as the setting for Romeo and Juliet. Italy was made for two. From culture-rich towns and cities to Tuscan vineyards and the picture-perfect Amalfi Coast, the options for an Italy romantic holiday are endless. Relax on sunny beaches, explore quaint villages or indulge in Italian gastronomy. Just picture yourself and your other half tucking into a large gelato with two spoons, or sharing a bowl of spaghetti Lady and the Tramp style. Whatever your style of romance, our Italy experts will customise the perfect holiday for you.

Italy Romantic Escapes Ideas

A few suggestions to get the holiday planning process started

Our Italy holiday collections

Discover different ways to explore Italy

Italy Romantic Escapes Guide

Practical advice and inspiration to help you prepare for your holiday

Italy testimonials

30 reviews
4.7 / 5
"Emily really understood what mattered to us and created a trip that felt completely personalised and thoughtfully organised. We had time to relax in Naples after each excursion, our transport provider was friendly and always on time, and it was a pleasure to be looked after by a local, who added an authentic touch to the whole trip. Visiting Herculaneum and Pompeii was a particular highlight - our guide was truly exceptional, making the visits truly memorable with an excellent command of English and an impressive knowledge of world history as well as the sites themselves."
L - UK
Published on 23rd February 2026
"Our Concierge was brilliant and super helpful - we'd recommend travelling with Original Travel based on her help alone! The Concierge was a new thing for us as previous travel companies did not have this feature, and we thought this was invaluable. We particularly enjoyed the food tour in Ragusa, seeing Mount Etna, driving in Ortigia and the sunset in Marsala. It is the first time we have used Original Travel and we were very happy with the service."
M - UK
Published on 29th September 2025
"Emily really listened and understood what I was looking for, and developed a fantastic itinerary based on that. The personalised tour of Siena was a real highlight - I had asked if we could see some James Bond filming locations, and our guide took a lot of time to review the films and take us to the exact streets, balconies, doorways and squares seen in the films. We all loved it, especially our boys, who are James Bond enthusiasts."
G - UK
Published on 29th September 2025

Our Italy experts will create an Italy romantic holiday that’s unique to you and your other half. But just to give you some inspiration, here are a few experiences you might enjoy on your trip:


Indulge your inner sommelier

No Italy romantic holiday would be complete without a trip to a vineyard. Tuscany, Italy’s most famous wine region, is a landscape of rolling hills and incredible views. It’s home to the notable Sangiovese variety of wines: Chianti, Brunello di Montalcino and Vino Nobile di Montepulciano. Enjoy a wine tasting to sample all these local varieties and maybe buy a few bottles to bring home with you.


Potter around Positano

Positano is arguably the most iconic village on the Amalfi Coast, a strip of coastline so spectacular it’s been granted UNESCO World Heritage status. With the Mediterranean Sea to one side and the peaks of the Lattari Mountains to the other, Positano’s colourful architecture is scattered up the cliffside, with incredible views out to sea from the top. Spend your Italy romantic holiday exploring the town, its markets and local water-side restaurants.


Escape to the lakes

Italian lakes are a sight to behold. Lake Como and Lake Garda may be the most famous, but they are certainly not the only ones worth visiting. Whichever you choose on your Italy romantic holiday, you’ll be treated to the beautiful contrast of a dramatic mountain backdrop and peaceful, glistening waters. For the more adventurous or sporty couple, the lakes also offer all kinds of water sports to try.

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