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Road Trip

Join Me for a Taste of the Good Life in Italy
April 2026

Rome

Tuscany

Cinque Terre & more

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Imagine Italy not as a destination, but as a feeling—effortless, elegant, and entirely yours.
This April 2026, I invite you to join me on a thoughtfully curated escape through Italy’s most iconic and indulgent landscapes. Over the course of two luxurious weeks, we’ll trace the golden thread of la dolce vita—from the grandeur of Rome, to the sun-drenched vineyards and villas of Tuscany, and along the breathtaking coastlines of the Cinque Terre, where charm clings to every cliffside.

Together, we’ll immerse ourselves in beauty, soak in rich layers of culture, and share moments of meaningful connection—over long lunches, hidden art, and unforgettable landscapes.

For those who wish to continue the reverie, the journey extends—north to the timeless allure of Lake Como, where silk, still waters, and aperitivo reign, or south to the understated elegance of Puglia, where olive groves meet the Adriatic in sun-warmed serenity.

This is not just a trip. It's a celebration of the good life—La Dolca Vita—lived fully, shared joyfully.

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Jac's Notes:

Hey travel team, with a special birthday coming up, I thought I'd visit places I love and experience something new.  I'd love you to join me on this beautiful trip to Italy.

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I've tried to keep things within a reasonable budget, the key two week component (Rome, Tuscany, Cinque Terre)  would likely cost between $5500 and $8800. And then I'm also going to Lake Como and Puglia - its in the itinerary rough costs for this extension is: $1500 - $2000 (Como) & $3000 - $4500 (Puglia) You can choose to participate in as much or as little as you wish. 

I do hope you'll come along. 

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