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The Best Italian Vacations for Romantic Escapes: Unveiling Italy’s Hidden Gems

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Italy has long been the epitome of romance, captivating travelers with its poetic landscapes, historic charm, and sultry Mediterranean flair. While cities like Venice and Rome have an undeniable allure, the true magic of Italy lies in its lesser-known destinations. For couples seeking a luxury Italian romantic vacation off the beaten path, here are some of Italy’s most enchanting hidden gems that promise unforgettable experiences.

1. Portovenere: The Jewel of the Ligurian Coast

Nestled along the Ligurian coastline, Portovenere is a picturesque fishing village that rivals the beauty of the famed Cinque Terre but offers a more intimate atmosphere. Here, couples can wander hand-in-hand through pastel-hued streets, enjoy exclusive boat rides around the islands of Palmaria, Tino, and Tinetto, or savor gourmet seafood dinners on candlelit terraces overlooking the sea.

Don’t Miss:

  • A private sunset cruise to see the enchanting cliffs and the gothic Church of St. Peter perched dramatically over the sea.
  • An exclusive wine tasting of Ligurian varietals at a local vineyard with sweeping views of the coastline.

2. Castel del Monte: Romance in Apulia

Far from the crowds, Apulia (Puglia) offers an authentic taste of Southern Italy’s charm and is a perfect luxury Italy vacation destination. The crown jewel here is Castel del Monte, a hauntingly beautiful 13th-century castle set against rolling hills. Couples can stay in luxury masserie (traditional farmhouse estates) converted into five-star retreats, perfect for a romantic hideaway. Explore the nearby Trulli houses in Alberobello or stroll the olive-tree-laden countryside.

Don’t Miss:

  • A private tour of Castel del Monte, followed by an alfresco dinner under the stars arranged at a secluded estate.
  • An intimate olive oil tasting experience in ancient groves or a day spent exploring the whitewashed coastal towns of Polignano a Mare and Monopoli.

3. Lake Orta: Italy’s Most Romantic Lake

While Lake Como and Lake Garda steal much of the limelight, Lake Orta remains a tranquil paradise ideal for lovers. The charming village of Orta San Giulio is a fairytale setting, with cobblestone lanes, ivy-clad villas, and breathtaking lake views. Couples can take a boat to Isola San Giulio, a serene island dominated by a Benedictine monastery, or enjoy luxury spa treatments with panoramic vistas.

Don’t Miss:

  • A lakeside dinner at Ristorante Villa Crespi, a Michelin-starred haven with mouthwatering dishes and perfect wine pairings.
  • Exploring Sacro Monte di Orta, a UNESCO World Heritage site that’s perfect for a peaceful romantic walk.

4. Val d’Orcia: The Rolling Hills of Tuscany

Tuscany is renowned for romance, but Val d’Orcia offers an extra touch of magic with its idyllic, cypress-lined landscapes. Picture you and your partner waking up in a sumptuous villa in Montalcino, sampling the region’s famed Brunello wines, and exploring historic hill towns like Pienza and Montepulciano. Luxury experiences abound, from private hot air balloon rides over the countryside to couples’ spa rituals in thermal baths.

Don’t Miss:

  • A truffle hunting adventure followed by a tasting session in a secluded Tuscan forest.
  • Visiting the Romanesque Abbey of Sant’Antimo for a Gregorian chant performance, a truly ethereal experience.

5. Ischia: The Island of Wellness and Beauty

For a dreamy Italy island vacation, Ischia is a treasure waiting to be discovered. Known for its mineral-rich thermal springs, lush gardens, and striking coastline, Ischia offers couples a blend of relaxation and exploration. Stay in a five-star spa hotel and rejuvenate in natural hot springs or bask on private beaches. The island’s botanical gardens, like La Mortella, make for stunning sunset strolls.

Don’t Miss:

  • A private wine tour in the volcanic vineyards of Ischia, tasting rare wines with a sommelier guide.
  • Sailing around the island’s coastline and stopping for a romantic swim in hidden coves.

6. Civita di Bagnoregio: The “Dying City” of Lazio

Perched atop a hill in Lazio, Civita di Bagnoregio is a surreal, almost mystical town that seems frozen in time. Accessible only via a footbridge, this ethereal village is perfect for couples who appreciate a quiet and dramatic setting. Stroll through ancient stone streets, visit the stunning viewpoints, and experience authentic Italian cuisine at family-run trattorias.

Don’t Miss:

  • Staying in a luxury Italian countryside villa nearby and arranging a private candlelit dinner with a view of Civita.
  • Taking a guided horseback ride through the beautiful Calanchi Valley, where lush landscapes create a dreamy backdrop.

7. Monte Isola: Europe’s Largest Lake Island on Lake Iseo

A hidden gem among Italy’s lakes, Monte Isola rises majestically from Lake Iseo, offering a serene escape with breathtaking views. The island’s romantic allure comes from its slow-paced lifestyle—no cars, just narrow paths lined with flowers and fishermen’s cottages. Couples can explore olive groves, bike around the island’s perimeter, or enjoy a candlelit meal in a lakeside trattoria.

Don’t Miss:

  • Renting a traditional wooden boat for a private lake tour, complete with a gourmet picnic basket prepared by a local chef.
  • Dining at Ristorante Sensole, known for its exquisite lake fish and panoramic sunset views.

8. Tremosine sul Garda: A Hidden Gem Above Lake Garda

High above the sparkling waters of Lake Garda, Tremosine sul Garda is an enchanting collection of small villages that promise breathtaking views and utter tranquility. Perched on dramatic cliffs, this destination offers couples a mix of adventure and romance. Imagine savoring a meal at a panoramic restaurant with sweeping lake views or taking a scenic drive along the famous Strada della Forra, one of the most beautiful roads in the world.

Don’t Miss:

  • Dining at Terrazza del Brivido, a restaurant with a cliffside terrace that juts out over Lake Garda, offering an exhilarating yet romantic dining experience.
  • Exploring the trails of Parco Alto Garda Bresciano for a picturesque hike followed by a picnic with a view.
  • Indulging in a couple’s spa treatment at one of the luxurious lakeside resorts, where you can relax with a view of the serene waters below.

Tremosine sul Garda combines the thrill of stunning landscapes with intimate settings, perfect for a romantic Italian getaway.

Italy’s lesser-known regions promise luxurious experiences filled with romance and exclusivity. From the serene shores of Lake Orta to the thermal spas of Ischia, these destinations offer an alluring escape that will leave you and your loved one utterly enchanted. Whether you’re savoring Michelin-star cuisine or toasting with fine Italian wine under the stars, these romantic getaways are sure to make your Italian vacation unforgettable. Contact us to plan your next vacation! 

Mike Salvadore

I’m fortunate to have spent much time in Europe, having lived in France and explored Italy and Greece extensively. In addition to the amount of time of spent in these places, I’ve also booked many custom-crafted European vacations. I have my favorite places to stay, locations to visit, activities to partake, and of course incredible food and wine to enjoy. And, every time I go, I explore new areas, new restaurants and more and more art and culture. When I lived in France, I traveled nearly every weekend. In addition to Greece and Italy, I’ve been throughout Germany, Austria, Switzerland, Czech Republic, Croatia, Serbia, Hungary, Slovenia, Bosnia & Herzegovina, Netherlands, Belgium, Denmark, and of course England, Scotland and Ireland. And finally was able to explore Spain. OK, you get it. I love Europe. It’s one of those places that I find something new every time I’m there and will continue to explore it throughout the rest of my life!