Curator’s statement
If you're looking for the ultimate romantic getaway, Italy is a destination that should be at the top of your list. With its stunning architecture, rich history, and delicious cuisine, Italy offers a wealth of experiences that are sure to delight and inspire. In this guide, I’ll share some of the country's most iconic cities (and my personal favorites), from Rome (where I got engaged!) to Milan, with stops in Sorrento, Positano, Florence (I lived there for over two years, so I am definitely biased!), and Venice along the way.
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Where to stay in Italy
Hotel Eden Rome
All-out luxury near Trevi Fountain, with 98 rooms that feel like upscale residences and knockout views from the Michelin-Starred restaurant.
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$100 hotel / resort credit.
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Hotel de Russie, A Rocco Forte Hotel
An unabashedly luxe stay from Rocco Forte near the Spanish Steps, set apart by the service and sprawling gardens.
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$100 hotel / resort credit.
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Breakfast daily.
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Il Salviatino
Elegance and luxury abound at this gorgeous hotel, set in a restored 15th-century villa nestled in the rolling Tuscan hills.
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$50 hotel / resort credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Villa San Michele, A Belmond Hotel, Florence
Hilltop property in a 15th-century monastery.
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$100 food / beverage credit.
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Breakfast daily.
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Aman Venice
Luxury property set in a 16th-century palace with elegant rooms near the Grand Canal.
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$100 food / beverage credit.
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Breakfast daily.
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Upgrade & extended check-in/out whenever possible.
Capri Palace Jumeirah
Spa hotel with original art and airy rooms.
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Things to do in Italy
Take a Gondola Ride in Venice
Experience the charm of Venice by gliding through its picturesque canals in a gondola, creating a truly romantic atmosphere. Opt for a sunset ride for an extra touch of magic. Make sure to stop at Gritti Palace for a cocktail on their famous terrace overlooking the Grand Canal. For a truly luxurious experience in Venice, book a room at the Hotel Danieli, a five-star hotel located in a former palace overlooking the Grand Canal. With its stunning rooftop terrace and elegant rooms, this hotel is the perfect place to indulge in the city's beauty and romance. One of my biggest discoveries was “Bistro de Venice”- the chef used to work at a 3 star Michelin restaurant and it truly is worthy of a visit when you go!
Explore the Amalfi Coast
Discover the breathtaking coastal towns of Positano, Amalfi, and Ravello. Enjoy panoramic views, romantic walks along the cliffside, and indulge in delicious seafood and local limoncello. No trip to Positano is complete without a reservation at La Sponda for an intimate dinner. For a truly unforgettable experience, book a room at the Il San Pietro di Positano, a five-star hotel located on a cliff overlooking the Mediterranean Sea. With its beautiful terraced gardens and private beach, this hotel is the epitome of luxury.
Visit the Tuscan Countryside
Escape to the rolling hills of Tuscany and stay in a luxury villa surrounded by vineyards and olive groves. Take leisurely drives, explore charming towns like Siena and San Gimignano. Don’t forget to try their renowned culinary specialties, such as panforte and Vernaccia di San Gimignano wine.
Discover the Eternal City
Start by exploring the iconic Colosseum, the ancient amphitheater that once hosted gladiatorial contests and other public spectacles. From there, wander through the historic center of the city, taking in the grandeur of the Pantheon, the beauty of the Trevi Fountain, and the majesty of St. Peter's Basilica. For a truly luxurious experience, book a room at the Hotel Eden, a five-star hotel located in the heart of Rome. With its stunning rooftop terrace and breathtaking views of the city, the Hotel Eden is the perfect place to unwind after a day of sightseeing. My personal favorite restaurant is Aroma with a breathtaking view of the Colosseum at night.
Wander the Streets of Florence
Immerse yourself in the art, culture, and history of Florence. Visit world-famous landmarks like the Duomo and the Uffizi Gallery, and enjoy romantic walks along the Arno River. Enjoy the sunset with a view in one of the many rooftop bars that the city has to offer like the Westin or Continentale Hotel (with great views of Ponte Vecchio and the Arno river). For a truly luxurious stay in Florence, book a room at the Belmond Villa San Michele, a five-star hotel located in a former monastery overlooking the city. With its beautiful gardens, swimming pool, and stunning views, this hotel is the perfect place to relax and recharge.
Relax in Lake Como
Retreat to the tranquility of Lake Como, surrounded by majestic mountains and luxurious villas. Take boat trips across the lake, visit the beautiful gardens of Villa del Balbianello, and savor a candlelit dinner overlooking the water.
Discover the Romance of Verona
Explore the city of love, Verona, known as the setting for Shakespeare's Romeo and Juliet. Visit Juliet's House, walk through the charming streets, and enjoy an opera performance at the ancient Verona Arena.
Take a Romantic Stroll through the Cinque Terre
Explore the colorful coastal villages of the Cinque Terre, known for their charm and natural beauty. Hike along the cliffside trails, visit the picturesque harbors, and savor fresh seafood in local trattorias.
Enjoy Wine Tasting in Chianti
Visit the renowned wine region of Chianti in Tuscany and enjoy a private wine tasting experience in a beautiful vineyard. Sample exquisite wines like Chianti Classico and Brunello di Montalcino while taking in the stunning countryside views. Make sure to stop by Castello del Nero, a magnificent 12th-century castle transformed into a luxurious boutique hotel nestled in the heart of the Chianti wine region.
Discover the Island of Capri
Escape to the island of Capri, known for its natural beauty and luxury. Take a boat tour around the island, visit the famous Blue Grotto, and enjoy shopping in the glamorous boutiques of Capri town. You can’t go wrong with the views of Al Capri restaurant.
Places to eat & drink in Italy
La Terrazza, Hotel Eden - Rome - Located on the rooftop of the prestigious Hotel Eden, La Terrazza offers stunning panoramic views of Rome. Indulge in gourmet Italian dishes while enjoying the romantic atmosphere and iconic sights of the Eternal City.
Osteria Francescana - Modena - Osteria Francescana is a three-Michelin-starred restaurant helmed by renowned chef Massimo Bottura. Known for its innovative and artistic approach to Italian cuisine, it offers an unforgettable dining experience in a refined setting.
Da Vittorio - Brusaporto - Set in a charming villa near Bergamo, Da Vittorio is a three-Michelin-starred restaurant known for its elegant ambiance and exceptional culinary creations. The menu features a blend of traditional and contemporary Italian flavors.
Le Calandre - Rubano - Le Calandre, located near Padua, is a three-Michelin-starred restaurant run by the Alajmo family. With its elegant decor and imaginative dishes, it offers a gastronomic journey that combines tradition and innovation.
Ristorante Don Alfonso 1890 - Sant'Agata sui Due Golfi - Situated in the picturesque Amalfi Coast, Don Alfonso 1890 boasts a two-Michelin-starred menu inspired by local ingredients and traditional recipes. The restaurant's charming terrace provides stunning views of the Gulf of Naples.
Il Pagliaccio - Rome - Il Pagliaccio, led by chef Anthony Genovese, has earned two Michelin stars for its creative cuisine that fuses Italian and French influences. Set in an elegant and intimate space, it offers a truly memorable dining experience.
Antica Osteria Cera - Campagna - Located in a historic building in the town of Campagna, Antica Osteria Cera is known for its warm hospitality and refined dishes that showcase the flavors of Campania. The romantic ambiance adds to its allure.
Osteria del Povero Diavolo - Torriana - Nestled in the medieval village of Torriana, Osteria del Povero Diavolo enchants guests with its rustic charm and traditional cuisine. The restaurant's romantic setting, complete with candlelit tables, creates a memorable atmosphere.
Da Caino - Montemerano - Da Caino, a two-Michelin-starred restaurant in Montemerano, stands out for its contemporary Tuscan cuisine. The elegant dining room and impeccable service make it an ideal choice for a romantic evening.
Il Buco - Sorrento - Perched on a cliff in Sorrento, Il Buco offers breathtaking views of the Bay of Naples. Its gourmet cuisine, featuring fresh seafood and local ingredients, combined with the romantic setting, makes it a perfect choice for couples.
Day trips
Cinque Terre, Liguria: The five colorful coastal villages of Cinque Terre (Riomaggiore, Manarola, Corniglia, Vernazza, and Monterosso) offer breathtaking views of the Mediterranean Sea, picturesque streets, and scenic hiking trails. Explore the charming villages, enjoy fresh seafood, and take in the romantic coastal ambiance.
Capri, Campania: Take a boat trip from Naples or Sorrento to the island of Capri. Discover its stunning natural beauty, visit the famous Blue Grotto, stroll through the enchanting town, and enjoy breathtaking views from the Gardens of Augustus.
Val d'Orcia, Tuscany: Embark on a journey to the Val d'Orcia region, known for its rolling hills, picturesque vineyards, and charming medieval towns such as Montalcino, Pienza, and Montepulciano. Enjoy wine tastings, indulge in local delicacies, and take romantic walks through the countryside.
Verona, Veneto: Visit the city of love, Verona, famous for being the setting of Shakespeare's Romeo and Juliet. Explore the ancient Roman Arena, wander through the romantic streets, and visit Juliet's House with its iconic balcony.
Amalfi Coast, Campania: Take a scenic drive along the breathtaking Amalfi Coast, stopping at charming towns like Positano, Amalfi, and Ravello. Enjoy panoramic views, relax on beautiful beaches, and savor the coastal ambiance.
Lake Como, Lombardy: Escape to the serene beauty of Lake Como, surrounded by picturesque villages and stunning mountain scenery. Take a boat tour, visit the exquisite gardens of Villa del Balbianello, and enjoy a leisurely lakeside lunch.
Pompeii and Mount Vesuvius, Campania: Explore the ancient ruins of Pompeii, an ancient Roman city preserved under volcanic ash. Afterward, hike up Mount Vesuvius for panoramic views of the Bay of Naples and the surrounding landscape.
Siena and San Gimignano, Tuscany: Discover the charm of medieval Tuscany by visiting the historic cities of Siena and San Gimignano. Wander through Siena's narrow streets, visit the Duomo, and admire San Gimignano's iconic medieval towers.
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Sophia Clark
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For more travel tips, check out my guide, La Dolce Vita: A Luxury Wine and Food Tour Through Italy's Enchanting Regions.
This guide is part of our ongoing series on travel to Italy.