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Fashionable Capri

 Designer Jonathan Adler, author Simon Doonan, photographer Jonathan Skow, and designer Trina Turk in front of La Scalinatella.

Photo: Jonathan Skow

Along with Simon Doonan, T+L searches for the chicest boutiques, the best table for a voyeuristic lunch, and the perfect spot for an evening passeggiata. Read the article

Destinations: Capri

Inspired by: Simon Doonan's Guide to Capri — by Jonathan Skow, Published Jul. 2010

Hotels (5)

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    Punta Tragara

    Built as a private villa in 1920 and later used as headquarters for American command in World War II, this boutique hotel was carved into the rock

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    Hotel Gatto Bianco

    Named after a white cat giving birth to three kittens in a lemon grove just south of Capri’s central piazzetta in the mid 19th-century, this small

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    J.K. Place, Capri

    This charming spot is sing-out-loud gorgeous, and in its mellow atmosphere, we felt like we were staying at a chic friend’s house. The design is na

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    La Scalinatella

    Intimate property—just 30 rooms—on one of the most peaceful stretches of the Italian island. 



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    Grand Hotel Quisisana

    Iconic 19th-century building steeped in old-world glamour, just off the lively Piazza Umberto Primo and near the island's famous Faraglioni stacks.

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Restaurants (6)

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    Trattoria il Solitario

    In an all-but-hidden alleyway in Anacapri, on the quieter, north side of the island, the Trattoria Il Solitario takes up an outdoor garden in front

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    Ristorante Aurora

    The oldest active restaurant on the island, Aurora is popular not just because of its impressive list of celebrity guests (Giorgio Armani, Michael

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    Gelateria Buonocore

    Strolling down the Via Vittorio Emanuele extending south from Capri’s central “piazzetta,” the air fills with the sweet smell of baking waffle cone

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    Ristorante Faraglioni

    Named after the three iconic rock outcrops off Capri’s south coast, this restaurant just south of the central piazzetta holds fast to tradition, no

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    Da Luigi ai Faraglioni

    Just as Odysseus navigated the Faraglioni rocks off the south coast of Capri, so does the free shuttle boat from Marina Piccola run by this renowne

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    Da Giorgio

    Just west of Capri’s central “piazzetta,” Da Giorgio restaurant operates out of the hotel of the same name, serving traditional island fare like li

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Activities (4)

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    Russo Uomo

    The chic island of Capri is no stranger to high-end fashion shops, and this top-shelf clothier holds its own alongside brands like Ermenegildo Zegn

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    100% Capri

    Inspired by the sunny, Mediterranean lifestyle of Capri, Tony Aiello launched this label of handmade, ultra-light, linen wear for men, women, and c

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    Kiton

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    Dsquared

    Located on Via Camerelle, the most fashionable shopping street on the island, this upscale clothing store showcases the work of world-renowned desi

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