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Just east of Guayacanes, this six-mile stretch of sand is a favorite of beach bums, with calm waters at one end of the cove and big waves at the other. Busier than Playa Guayacanes, Juan Dolio also offers more food and drink options, plus glass-bottom boat rides and parasailing. For an authentic slice of Dominican life, stop by on Sunday, when local families come to picnic and swim in the warm Caribbean water.

This three-mile stretch of white sand is the only public beach at the gated Puntacana Resort & Club. Even so, non-guests can only reach the beach after dining at the resort’s oceanfront Playa Blanca Restaurant. It’s worth it, though, as the calm turquoise water is ideal for swimming, kayaking, and catamaran sailing. A mesh barrier keeps seaweed out of the swimming and beach areas, ensuring pristine water and sand as far as the eye can see.

Some 35 minutes by boat from Providenciales, sitting all alone on a 1,000-acre island with three miles of white-sand beach, Parrot Cay attracts a seriously moneyed clientele who care, more than anything, about its exclusivity and its spa. Parrot Cay is not exactly monastic: the long list of celebrity visitors has included Jennifer Garner and Ben Affleck (they got married here), as well as Paul McCartney, Julia Roberts, Jerry Seinfeld, and Liam Neeson. But the spa, COMO Shambhala Retreat, is so successful at projecting a holistic way of life that a sense of peace and harmony embraces the entire resort. The central garden-view and ocean-view rooms, three minutes’ walk from the beach, are acceptably chic, but the beachfront suites and villas are knockouts, and the handful of private homes for rent, some owned by celebrities (Christie Brinkley, Donna Karan), are in the fantasy category. The food, by a chef whose résumé includes a Michelin star, and the service, performed by private butlers for some room categories, are of commensurately high standards.

This lovely state park stretches along the rugged volcanic shoreline of western Maui, three miles from Hana. It’s best explored on the 2.2-mile hike that starts at the black-sand beach and follows the dramatic coast, passing lava tubes, rock arches, blowholes, and Polynesia’s largest heiau (an ancient Hawaiian temple) along the way. Avoid standing too close to the geysers as well as the lava benches near the ocean, which can crumble easily, and watch out for high surf. If you’re looking to cool down after your trek, take the loop trail to the park’s freshwater caves, where you can explore two separate chambers (the first tends to be clearer and more inviting).

This casual, open-air restaurant sits above an untouched stretch of Laguna Beach—and capitalizes on that beautifully. Floor-to-ceiling windows encircle the dining room so it appears to be floating above the ocean, all the better to watch the sunset while eating hand-shucked oysters and sipping Rum for Your Life cocktails. Chef Rainer Schwarz’s menu centers around seafood, prepared with a range of international influences—Spanish octopus is grilled with chickpea puree and zahtar, and lobster stars in a spaghetti carbonara. The spot draws a stylish crowd not just for dinner but also weekend brunch, with a must-try version of eggs Benedict (made with Berkshire ham and blood-orange hollandaise, plus steak or crab). While waiting for a table, sidle up to the Stateroom Bar, the former home library of Old Hollywood actor Slim Summerville, for artisan libations heavy on fine bourbon and whiskey. Pro tip: Locals know best, and they can’t get enough of the whole fried branzino, served with roasted shishitos and ponzu sauce.

If you are looking for a place to escape from it all, pack your overnight bag and follow the Capuchin monks to the Bay of Silence in Sestri Levante. With their long brown robes, you can easily spot the monks from this 17th century monastery preforming their daily rituals along the rocky seashore of this beautiful beach town. With one of the most lovely beaches along this coastline, Sestri Levante is quite popular in the summer months, but walk along the shoreline under the abandoned abbey, and you can find a semi-private rock outcropping to place your towel. Just know that there may already be someone there, and they just might be topless!

The absolute best way to explore the rolling hills and secluded beaches of southern Guam is on two wheels. Start in Tamuning, where you’ll find affordable scooter rentals at Scooter World on Pale San Vitores Road. Take Marine Drive to the capital city of Hagatna, then turn on Highway 4 through the villages of Sinajana, Chalan Pago, Yona, Talofofo, Inarajan, and Merizo, finishing up at the southern tip of the island. Along the way, you’ll encounter verdant mountains, dramatic cliffs, and sparkling black sand beaches. If you get hungry, fill up on burgers at Jeff’s Pirates Cove and soft-serve ice cream at the Mobil gas station in Talofofo; both are local favorites.

The beach town of Pimentel, near Chiclayo (on Northern Peru’s desert coast), is known for its family-run beachfront cevicherias. These restaurants have immediate access to fish straight from the sea. Ceviche is eaten only for lunch in the north - so make your visit in the afternoon. Northern Peruvian ceviche is prepared with paper-thin sliced red onions, chile peppers, large chunks of fresh fish and lots of lime juice. The fish gets cooked by the lime juice on the outside, but stays raw on the inside. Fishermen in Pimentel still use the tule reed boats of their ancestors, which you’ll see on the pier and on the beach. The malecon (an ocean front promenade) is lined with decaying stately homes.

Orange County’s first urban winery, Laguna Canyon makes award-winning wines right in town with premium grapes from Napa and Sonoma valleys. Guests can swing by the public tasting room for a range of different experiences, from traditional pours of signature and reserve wines to red wine tastings directly from the French oak barrels. Complete with 62 barrels, a wine press, a bottling line, and an intimate view of the working winery, the tasting room makes for a fun, educational place to spend a few hours downtown. It’s also available for private events upon request.

Close to the Haitian border on the Dominican Republic’s northwestern coast, this white-sand beach, which is part of Montecristi National Park, sits below an 800-foot-high limestone mesa. Hike a rough stretch through rocks to the beach and you’ll find clear water but strong currents—these waves are not for children, and even excellent swimmers should be very cautious. Shipwrecks from the colonial days draw experienced divers to nearby Isla Cabrita, while empty sands attract Dominican families on weekends. Playa El Morro is almost completely off the tourist radar and all but deserted on weekdays.

Whether you come for a drink, an appetizer, or a full meal at Flow Wine Bar and Kitchen in downtown Kingstown, you won’t be disappointed. The atmosphere is cool, with flickering candles and soft music, and the kitchen serves a wide range of small plates, entrees, flatbreads, sandwiches, and pastas, all perfect for pairing with the extensive wine selection. When you’re finished here, try sister spots Flowt Beach Bar at the Blue Lagoon Hotel & Marina (for cocktails and grilled fare), or Bungalow on the Villa Beach boardwalk (for pizza).

One of Anguilla’s top three beaches, Meads Bay is home to a handful of the best boutique hotels as well as beloved beach restaurants like the Four Seasons, Jacala, and Straw Hat. It rarely feels crowded, and the stunning, near-mile-long white stretch is ultrawide and spacious. Facing turquoise-clear Anguilla waters and a partly rocky landscape on its edges, it’s a favorite for long quiet walks, swimming, and snorkeling, or as a place to enjoy a meal and a drink until the sun sets directly over the sea. Waves can get high in the summer; exercise caution.

Located on the beautiful white sand beach motu, this is Maupiti’s swankiest pension with spacious bungalows decked out with modern conveniences like air-con and televisions (rare for Maupiti still). The location, on a small strip of beach, offers blue-green lagoon vistas amid rows of swaying palms -- the water is very shallow here so swimming isn’t so great, but hop in a house kayak and take yourself to deeper waters. Airport transfers, kayaks and snorkels are free. Also opt for the full-board option as the owner is an excellent cook, specializing in French meets island dishes including excellent fresh seafood.

Cibo Wine Bar is a contemporary take on an Italian winery, and presents 3,500 bottles of premium wines in a dramatic two-story wine room. The bar is located in South Beach’s South of Fifth area, and there is a second location in Coral Gables. Alongside selections from Tuscany and Piedmont, lesser-known vintages from Sicily, Umbria, Sardinia, Puglia, and many other provinces are available. Cibo is known for its “wine fairies,” who fly around the racks to select your bottle of choice.

Luxury and opulence define Donatella Versace’s fashion sense. This Roman-style palace with Brazilian marble, Italian mosaics, and gold columns, is no departure from her aesthetic. Details from the custom bath products to gold-and-fuchsia-patterned upholstery were conceived by the designer. From $492. 61/(0) 7-5509-8000. This appeared in the September, 2012 issue.