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Rovinj, Croatia
A trip to Rovinj makes you feel like you’ve stepped back in time. It’s a little old town with an active fishing port located on the Adriatic Sea, and it hasn’t been overrun by tourists. The RC44 Championship Tour—which consists of regattas in five...
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Auckland, New Zealand
A number of good sailors in Auckland can masterfully navigate the changeable westerly trade winds. Visitors often overlook the islands just off the Auckland coast. Two of my favorites are Waiheke Island and Kawau Island. Waiheke is a 40-minute...
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Cascais, Portugal
In the late 19th century, Portugal’s royal family started vacationing here and turned a simple old fishing village into quite the posh spot to vacation. Today, a jet-set Portuguese crowd comes here to sunbathe on the beaches and dock their yachts...
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Norman Island, British Virgin Islands
The BVI is all about fun, and you can have the most fun on a boat. If you visit, go to Willy T, a floating bar housed on a boat anchored in Norman Island’s Bight. Zeus, the bartender, really gets the crowd riled up with rum drinks. Back in the day...
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San Francisco, CA, USA
San Francisco is a fantastic city. I love to go to the fish market on Saturdays and be able to shop for such fresh food. The city makes it very easy to live a healthy lifestyle. I’m out sailing on the bay whenever possible, but when the wind doesn...
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07021 Porto Cervo, Province of Olbia-Tempio, Italy
This island lies in the Strait of Bonifacio, between Corsica and the top end of Sardinia. The Strait of Bonifacio is famous among sailors for its notorious weather and fantastic wind. It’s quite an art to navigate around the rocks along the coast....
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Via Capodimonte, 14, 80071 Anacapri, Isola di Capri NA, Italy
I think Italy is one of the most magical places in the world. When I was in Capri, I was lucky enough to stay at a small luxury hotel called the Palace, which is just steps from the village of Anacapri. The Palace is the epitome of laidback...
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Via Gesù, 6/8, 20121 Milano MI, Italy
Everything old becomes new again in Italy. I really admire how the Italians think of ways to make the old beautiful and relevant. The Four Seasons in Milan is such a lovely hotel and I get a kick knowing that it was actually a 15th-century convent...
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342 Howard St, San Francisco, CA 94105, USA
$$$$
I like the informality of this San Francisco restaurant. The food is always good and the staff always friendly. The menu has a Southern influence so you can expect to see barbecue shrimp, gumbo, hush puppies, and of course fried chicken. It’s not...