Italy – The Most Romantic Country in the World

I’m not alone in thinking of Italy as the most romantic country in the world. Judging by the thousands of couples who book a destination wedding in Italy each year and the thousands more who celebrate wedding anniversaries or drop a knee to propose, Italy is permanently poised for romance.

What Makes Italy the Most Romantic Country in the World?

Could it be the rolling vineyards and cypress lined horizons? Collections upon collections of centuries-old fine art? Maybe it’s the ancient wonder of the faded Roman empire? Or clifftops that seem to spill into the sea with cascading rainbows of pretty little homes. Whatever floats your love boat, Italy seems to flame the embers of most hot-blooded globetrotters — romance-cynics aside.

Romantic Weekends and Getaways

Tuscany and Umbria have to top the list with regards to romance. Meandering hand-in-hand through the cobbled streets of Florence, navigating medieval walled towns like Siena, San Gimignano and Assisi, or sharing a gelato in Pienza are just some of the romantic activities you can enjoy in the region. Furthermore, we can organize private guides, horse and carriage rides, a night at the opera, meals for two, intimate wine tastings and more.

Italy is the most romantic country in the world
Original 16th century frescoes on the ceiling of Palazzo Residence‘s Master Suite

For romance in the heart of Florence, stay at Palazzo Residence from where you can walk to all the city’s highlights, museums and restaurants. For a touch of regal romance, choose Villa Tranquilla where the Prince of Whales and Princess Diana once stayed, just 30 minutes from Florence commanding an estate in the Tuscan countryside.

Destination Weddings

Italy has long been one of the top locations in Europe for destination weddings. Therefore, Tripwix can recommend some stunning homes that make perfect venues for your destination wedding or to accommodate your lucky guests.

Il Vigneto Retreat

A 9-bedroom Chianti villa with extensive grounds near the town of Arezzo — where Life is Beautiful was filmed —, Il Vigneto Retreat is well versed in hosting luxury destination weddings.

Italy Romantic Country
Il Vigneto Retreat is located on an award-winning winery.

Villa Montestrelli

Some 40 minutes from Siena, this villa is the highlight of large estate with 11 additional farmhouses that can host up to 77 guests. Weddings are often held in the main square of the estate.

Imagine saying “I do” in front of this view?

Borgo Incantevole

Likewise, you might choose Borgo Incantevole in Umbria, which is a beautiful countryside estate with five independent residences offering comfortable rustic accommodations ideal for groups of up to 26 guests in 13 bedrooms. With sofa beds and extra beds for children, there’s also the potential of sleeping a maximum of 38 people.

Friendly staff at Borgo Incantevole are used to cooking up a feast for events and weddings

Hot Summer Nights

The Amalfi Coast is Italy’s most sexy high-flying destination. While maintaining its chic demeanor, falling in love or rekindling the embers of passion is a liability here. Stay at Posto di Falchi in Positano for a smoldering vacation overlooking the picture-perfect coastline.

There’s room for two on this hammock at Posto di Falchi!


Seduce your taste buds with an exclusive wine tasting for two at a local vineyard. Il Vigneto Retreat is part of a private wine estate where you can enjoy tailored wine tasting experiences and picnics among the vines. Other Chianti villas such as Villa Degli Artiste and Villa Tartufi are located close to the best vineyards in the region, and you can try the owner’s personal label or enjoy a specialized wine tasting.

This Master Bedroom at Villa Tartufi has his and her showers with views to the truffle valley.

Castles and Palaces

The stuff that fairy tales are made of. Italy has it fair share of castles and palaces. One of our favourites is
Torre Bella, a renovated medieval tower located in Umbria near the Tuscan border. Propose on its rooftop with 360º views, languish by the pool with champagne and strawberries, or allow us to organise a romantic dinner for two.

Live a real-life fairy tale at Torre Bella

So, if you want to plan a romantic trip to Italy for 2019 or a getaway for 2020, do not hesitate to contact us today. Allow us to present you with our favourite options tailored for your specific needs. Come see for yourself why Italy is the most romantic country in the world!



Deborah Buley

Originally from the UK and an avid globetrotter, Deborah has lived in Mexico for nearly 10 years, having honed a successful writing career that specializes in sassy travel, upscale interior design, classy hotels and high-end real estate. Among other projects, she collaborated with a renowned Mexican architect to pen a glossy book about the interior design and architecture of a local villa as well as produced a variety of promotional materials for luxury hotels and elite residences in Mexico.