Italy, Tailored to You

Jul 01 - Aug 31 , 2025

Italy, Tailored to You

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When you book your luxury vacation through our agency, you gain more than just access to Kensington’s incredible itineraries — you gain a trusted travel partner who knows how to match you with once-in-a-lifetime experiences. From private yacht charters to curated land journeys, we handle every detail so you can enjoy the magic of Italy without stress.

With sun-drenched vineyards and lively cobblestone streets, classic culinary traditions and romantic rail journeys, there is something for every traveler in Italy. Whether you’re exploring the ancient ruins of Rome, sailing to hidden islands along the Adriatic or tasting street food in a Sicilian piazza, these journeys bring you closer to the heart of Italy.

Kensington blends luxury with authenticity, offering exclusive access, private touring and insider insight that elevates every moment. These are not pre-packaged vacations — they’re handcrafted adventures designed to surprise, delight and inspire. Let us guide you to an Italy you’ve never seen before, with the personalized support and thoughtful planning that make all the difference. Save $250 on your Kensington Yachts journey when you book through our travel agency by August 31, 2025.

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Featured Vacations:

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Alberobello, Bari

Hidden Gems of the Adriatic Coast by Yacht Charter

Set sail to the remarkable islands of the Adriatic aboard a private luxury yacht charter. Discover ethereal blue grottos, remote vineyards, ancient coastal towns and cuisine that will delight your senses.

Starting at $4,465/week per person for up to 12 passengers

Save $250 when booked by August 31, 2025

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Sistine Chapel, Vatican City

7-Day Sicily’s Finest: Culture, Cuisine & Mt. Etna

Savor the tastes of Sicily with local street food and a vineyard with views and dive into history at the Agrigento’s Valley of Temples.

From $4,465 per person

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Trevi Fountain, Rome

10-Day Best of Rome, Florence and Venice

This introduction to Italy will change you: Explore ancient Rome, indulge in gastronomic pleasures and come face to face with Renaissance masterpieces.

From $8,461 per person

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Lake Como, Lombardy

10-Day Northern Italy’s Iconic Lakes & Cities

Experience Northern Italy’s highlights: Milan’s fashion and history, Lake Como’s grand villas and the charms of Verona and Venice.

From $10,868 per person

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Villa del Balbianello, Lake Como

11-Day Perfect Puglia: Ancient Cities & Coastal Adventures

Embark on an immersive journey through Puglia’s ancient caves, olive groves, white-washed Alberobello and Adriatic lifestyle.

From $10,445 per person

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Save $250 on your Kensington Yachts trip when you book before August 31, 2025. Itineraries are all-inclusive experiences (including APA, all taxes & fees, crew gratuity, and land experiences). Itinerary prices are USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

Terms, conditions and restrictions apply; pricing, availability, and other details subject to change and/ or apply to US or Canadian residents. Please confirm details and booking information with your travel advisor.

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