Harry enjoys lavish vacations around the world, often holidaying with a number of famous friends. He was spotted aboard a luxury yacht in St. Barts alongside Kendall Jenner, Ellen DeGeneres, and Portia de Rossi in 2016, for example, and took another tropical island trip to Anguilla with fellow Brits Adele and James Corden in 2020.

In 2021, he went on a romantic getaway to Italy with then-girlfriend Olivia Wilde. The couple stayed at the five-star boutique hotel Il Pellicano in Tuscany (pictured), where a room reportedly costs around $3,500 per night.

The duo jetted off to the European country again the following year, with a source revealing to US Weekly: "Olivia and Harry love going to Italy together. They both love the food, the people, the architecture, everything."

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