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5 Exquisite Destinations for a High-End Italian Vacation

Italy, a timeless tapestry of culture, history, and culinary delights, beckons travelers from around the globe to indulge in its unparalleled beauty and luxury vacation locales. For those with discerning tastes and a penchant for the finer things, Italy offers a myriad of destinations that promise opulence, refinement, and unforgettable experiences. Here are five handpicked locations that cater to the connoisseurs of travel.

gentleman standing in the streets of Italy

Romantic Gondola Rides in Venice

A city of romance and intrigue, Venice exudes an air of timeless elegance and grandeur. Hotels and historic palazzos offer luxurious vacation accommodations overlooking the iconic canals, where gondolas glide beneath ornate bridges and centuries-old facades. Indulge in Venetian opulence with private masquerade balls, exclusive opera performances, and bespoke guided tours of the city's hidden treasures. Savor exquisite Venetian cuisine at Michelin-starred restaurants overlooking the Grand Canal, and discover the artistry of Murano glassmaking with private visits to artisan workshops.

man sitting on a luxury boat

Vineyards & Villages in Val d'Orcia, Tuscany

Located in the heart of Tuscany, the Val d'Orcia is a timeless landscape of rolling hills, vineyards, and medieval villages that epitomize the beauty and tranquility of rural Italy. Luxury agriturismos and historic villas offer secluded retreats amidst the region's iconic scenery, where guests can unwind amidst olive groves and vineyards, indulge in farm-to-table dining experiences, and partake in wine tastings at family-owned estates. Explore charming hilltop towns such as Pienza and Montalcino, renowned for their architectural beauty and craftsmanship. 

man in button down and blazer walking through a courtyard

Private Yacht Charters in Portofino

Tucked away along the rugged coastline of the Italian Riviera, Portofino exudes an air of exclusivity and old-world glamor. Luxury hotels and private villas overlook the quaint harbor, where pastel-colored buildings and fishing boats create a picturesque backdrop. Explore secluded coves and pristine marine reserves with private yacht charters, dine al fresco at Michelin-starred restaurants overlooking the Mediterranean, and unwind with spa treatments inspired by ancient wellness traditions. 

man standing on a dock in front of a yacht

Beaches & Coves of the Amalfi Coast

Perched along the dramatic cliffs of the Tyrrhenian Sea, the Amalfi Coast is a classic vacation destination for the affluent and sophisticated. Luxe villas and boutique hotels offer panoramic views of the coastline, where guests can unwind in style amidst lush gardens and infinity pools overlooking the Mediterranean. Indulge in gourmet cuisine at Michelin-starred restaurants, embark on private yacht charters to explore hidden coves and pristine beaches, and immerse yourself in the region's rich history and culture with exclusive guided tours of ancient ruins and charming coastal towns. 

man standing on beach with mountains in background

Cliffs & Culture in Pantelleria, Sicily

Situated between Sicily and Tunisia, Pantelleria is a rugged and volcanic island that offers a unique blend of natural beauty and Mediterranean charm. Luxury villas and boutique hotels dot the island's rocky coastline, offering panoramic views of the sea and dramatic cliffs. Explore natural hot springs and thermal pools hidden amidst volcanic rocks, indulge in traditional Sicilian cuisine featuring locally sourced ingredients, and immerse yourself in the island's rich cultural heritage with visits to ancient ruins. 

well-dressed man standing in a long corridor

About The Collar Newsletter:

Designed to offer a comprehensive and insightful look into the world of elevated man, The Collar provides you with expert advice and thoughtful insights on all the topics you care about. It features a wide range of topics covering everything from lifestyle and fashion to travel and culture. The Collar is a meticulously curated weekly anthology that caters to the refined taste of the modern gentlemen.


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