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  • Tulum Beach, 77766 Boca Paila, Q.R., Mexico
    In early April, I spent a week on a yoga retreat at Amansala in Tulum, Mexico. We had four hours of yoga and Pilates practice a day, and I spent the rest of my time on the beach, swimming in the ocean, reading books (I finished Gabrielle Hamilton’s excellent memoir, Blood, Bones, and Butter), drinking coconut juice, and snacking on delicious homemade tortillas, salad, salsas, and guacamole. At night we ventured out to explore, and discovered a wonderful new open-air restaurant called Hartwood, where I wish I could eat every night.
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  • Dig into Jack Kerouac’s or Stephen King’s Colorado
  • Calibishie, Dominica
    This open-air, oceanside Creole restaurant snuggles behind a grocery store in Calibishie, a bijou town where locals, expats, and tourists mingle. While the short ribs steal the spotlight, there are also Caribbean favorites like yam, fried plantains, and goat curry. Top any dish with local hot sauce made from Scotch bonnet peppers (available for sale in the adjacent bodega). The gazebo offers stunning views of the water and Red Rocks, but avoid it on windy days when the sea spray kicks up.
  • Pier 1’s greatest appeal is its setting: The open-air restaurant and nightclub occupies a pier that extends out into the Caribbean in Montego Bay. By day and into the early evening, the restaurant draws visitors and locals interested in a good meal with a stellar water view. At night, regular parties start late and run into the wee hours of the morning. Skip the noisy chain restaurant-bars down the street and try something more Jamaican, instead.
  • 6380 Silverado Trail, Napa, CA 94558, USA
    Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

    Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

    Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.
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  • 21-24 Albert I-promenade
    If you like to admire art in the open air, Oostende has plenty for you to enjoy outdoors. Start at the Royal Gallery where you can enjoy a free exhibition of portrait photography. Walk towards the casino along the promenade and admire the ‘Dansende Golven’ (Dancing Waves) sculpture by Patrick Steenon. Continue along the promenade until you reach the bright red shapes that make up ‘Rock Strangers’ by Arne Quinze (pictured). Watching people move through and interact with the shapes can be almost as interesting as the art itself. More Information on Oostende: http://cheeseweb.eu/2013/10/10-reasons-visit-oostende-beach/
  • 2007 18th St NW, Washington, DC 20009, USA
    Located on the edge of the Adams-Morgan neighborhood, this saloon features library-style shelves of over 1,400 varieties of whiskey from floor to ceiling. Single Malt and Blended Scotch, Irish, Canadian, Belgian, Japanese, Indian, Welsh, and American (bourbon and rye) flavors are provided in one or two ounce pours. If whiskey isn’t your drink of choice, craft beers and cocktails are available as well. Aside from the main bar, it features a whiskey cellar, a tiki bar, and an open-air roof terrace for drinks and cigars while witnessing the revelry below on 18th Street.