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Hyde Park is happening. Catering to the University of Chicago crowd and its visiting dignitaries, the five-year-old Sophy takes inspiration from hometown literary and musical heroes, whose artworks ornament the walls in the popular and always convivial Mesler restaurant. Taking the title of the first boutique hotel on Chicago’s South Side when it opened in 2018, the property occupies a prime spot on 53rd Street—a vibrant commercial hub lined with shops and restaurants owned and frequented by a diverse population that range from academics to local politicians to the city’s cultural influencers. Former UofC professor Barack Obama’s home (and his under-construction presidential library) are nearby.

Known for their ability to combine comfort with luxury, Dominica’s best accommodations range from oceanfront cabanas and cliffside condos to a hotel in a former military fortification and an eco-lodge on a working fruit plantation. Many focus on sustainability and adventure travel, while others highlight local art, world-class spas, and proximity to Dominica’s best beaches.

Rising from the corner of Park City’s Main and Heber streets, the six-story, 33-suite Main & SKY blends a modern loft vibe with traditional ski-lodge service. Concrete, steel, and glass define the building and interior design, from the fireplace in the lobby to the elevator whisking beautiful people to their rooms. The hotel’s state-of-the-art lofts are unique to Park City, and the one-, two-, and three-bedroom suites feature floor-to-ceiling windows, full kitchens, living rooms with fireplaces and private decks with hot tubs. Sliding wall panels open to the master bathroom, the centerpiece of which is a soaking tub filled by a ceiling-mounted faucet.

Like a nautical version of the yellow brick road, illuminated anchors embedded in the floors of Ironside Fish & Oyster lead you to the Emerald City of raw bars, where the bounteous platters come in Big, Bigger, Biggest, and Holy Sh*t. This last assortment might include, say, 24 oysters, 14 shrimp, 14 mussels, two pounds of lobster, two ounces of sustainable royal white sturgeon caviar, a portion of rockfish ceviche, and some kanpachi crudo for good measure (the mix changes daily according to what’s fresh). Not that lovers of cooked seafood will go hungry at chef Jason McLeod’s Little Italy hot spot, where the catch of the day is a perennial favorite. There’s even a small yet mighty vegetarian lineup (think charred broccolini with dried chilis, garlic, and parmesan; and Japanese sweet potato with scallion chimichurri and puffed quinoa). It’s all rounded out by an impressive bar, where 11 categories of whiskey are represented. While the menu occasionally diverges from the strictly seafaring, the decor never does. The interior design features prow figureheads turned lighting fixtures and artful stacks of steamer trunks.

Nestled between pristine beaches and lush forest, the peaceful town of Watamu is ground zero for water sports in Kenya. One of Kenya’s most renowned kite-surfing schools, Tribe Watersports, is based here and offers three–day courses to get you skimming the warm waves of the Indian Ocean in no time. If you’re happier underwater, Watamu will also appeal. A maze of rich coral reefs skirts the shoreline, so giant turtles and exotic fish can be seen year-round, and at certain times of the year majestic whale sharks pass through this region, making it a snorkeling and diving haven. For accommodation, check out the eccentric and charming Watamu Treehouse.

This cenote’s name, which means “Two Eyes” in Spanish, refers to its two separate pools that lead into a large cavern of incredibly clear water. At more than 40 miles long, Dos Ojos is the largest underwater cave system in the state and among the most popular and adventurous dive spots on the entire Riviera Maya. Snorkelers of all ages are welcome to take in the amazing scenery and gaze at divers as they explore far below. The cenote lies just a few minutes north of Tulum, a little over a mile off the main highway.

Orlando’s centerpiece lake sits right in the middle of downtown, close to the pretty neighborhood and dining district of Thornton Park. A pedestrian-only path fringing the water stretches for nearly a mile, offering visitors a great place to stroll or jog. Along the lake you’ll also find an amphitheater for concerts and festivals, a picturesque pagoda overlook, and a kiosk where you can rent pedal boats shaped like swans. Bring the kids to feed the ducks and swans, or visit the farmers’ market, which takes place on the lake’s southeast corner every Saturday morning.

The Atlantis Hotel is the focal point of Dubai‘s giant cluster of man-made isthmuses that jut out into the Persian Gulf. Even if you can’t afford to stay at this spectacular hotel, you can still go see what the decadent expat lifestyle feels like for the day by swimming with dolphins in Dolphin Bay or splashing about in the rivers, slides, and pools of Dubai‘s largest water park: Aquaventure. If that doesn’t float your boat (sorry), there’s Atlantis’s dive center, in which you can go diving in a nearly 3 million–gallon tank. You’ll literally be swimming with the sharks (and stingrays) this time. In Atlantis, don’t be surprised to find yourself feeding the rays next to a celebrity—this is one of the places they stay in Dubai.

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.

Prague is one of Europe’s centers of culture, but it was without a proper contemporary art center for far too long. In 2008 the DOX Centre for Contemporary Art opened, with exhibits of provoking art, educational and cultural events, and a mission to encourage critical reflection and dialogue through the presentation of works that speak to social issues of the day. The 32,000 square foot building, converted from a former factory by architect Ivan Kroupa, is a work of art in itself. And even if you tried to, you can’t miss Gulliver, a wooden zephyr-like airship that appears to have landed on the roof (it is used for literature-focused events.). Back inside, DOX also boasts one of the city’s best design shops and a cafe.

Bogotá’s museum of all things gold is one of Colombia’s greatest treasures. Yet despite the name, you’ll find more here than just the precious metal. In addition to stunning displays drawing on a collection of more than 30,000 gold treasures, you’ll find highlights from the institution’s more than 20,000 artifacts of clay, textiles, and other materials that reveal the history of Colombia’s diverse pre-Hispanic cultures. Audio guides enhance the experience with information on the objects’ purpose and provenance that connects various periods and movements. The museum shop offers dazzling (if somewhat expensive) souvenirs fashioned by members of Colombia’s many indigenous nations.

The first in Fiji to introduce overwater bures (traditional huts made of wood and straw), adults-only Likuliku Lagoon Resort continues to set the standard for romantic luxury. At the all-inclusive property on Malolo Island, about 15 miles west of Viti Levu, couples who spring for one of those accommodations enjoy sun-bathed views over a sparkling marine reserve from the teak deck or oversized soaking tub; at night, fish are drawn to lights under the hut and are visible through glass panels inset in the floor.

Back on the beach and closer to the restaurant and two bars (one located on a small island in the lagoon), there are 35 beachfront bures, including 18 split-level deluxe bungalows that feature private plunge pools and secluded courtyards with outdoor showers. Activities like snorkeling, stand-up paddleboarding, kayaking, and sailing are complimentary; more adventurous types might also request arrangements for diving and fishing trips, island-hopping tours, sunset cruises, and visits to a local village.

This property is closed through 2019 for repairs made necessary by hurricanes Irma and Maria.

Caneel Bay, one of the island’s more secluded and protected bays, is home to Caneel Bay Resort, a historic luxury hotel founded by Laurance Rockefeller. After opening the resort in 1956, Rockefeller donated the land on which it lies to become the Virgin Islands National Park, which covers about 60 percent of the island. Day-trippers can easily reach Caneel Bay by taxi from Cruz Bay. The resort has no fewer than seven beaches, including Honeymoon Beach, a short hike away. Come here to relax on the main beach, book water sports at the diving and snorkeling center and have lunch at the hotel restaurant.

Chill out from the sun at the Blue Hole Mineral Spring, a 50-foot deep turquoise natural pool sitting 20 feet below a cave opening. Jump off the cliff edge like the Jamaican divers on site, if you’re feeling brave. Otherwise, head down slowly on the ladder and let go from a closer distance (like I did). There’s a small entrance fee to this park--located about a half-hour drive south of Negril in the town of Brighton--which includes access to an on site bar and restaurant, as well as an outdoor traditional swimming pool. But my guess is you’ll be too tempted by the underground shimmering and therapeutic fresh water.

In addition to providing a peaceful green space, this remarkable terraced garden near the Ponte Vecchio offers terrific views of the city. Its scale—much smaller than that of the Boboli Gardens—gives it a more intimate feel. In spite of its size, it includes an incredible diversity of garden styles. Climb the grand central staircase and wander from woodlands to an Anglo-Chinese garden, with fountains and sculptures in the mix, as well as visible fragments of the garden’s original medieval walls. The famed 19th-century art dealer Stefano Bardini lived in the Villa Mozzi (now the Villa Bardini) and it is his unique taste and vision that continues to shape this ornate attraction.