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Deep within Grand Cayman, one finds another restaurant on the water. Be careful not to sit too close to the edge on the deck, however, the breeze might blow you right off. Inside the restaurant is a different story. All the tables and chairs are close together, making your dining experience intimate yet open to that of your neighbor and you can’t help smiling at those sitting next to you. Written on a savvy chalkboard one finds the specials of the day, of which you will find rarities like chicken liver pate and ceviche. The food is fantastic and the drinks are phenomenal. I personally recommend anything with mango in it. Once you’re good and full it almost feels necessary to sit and talk with the wait staff before leaving. The close knit environment makes it all the more friendly. Calypso Grill is definitely one of my favorite restaurants in Grand Cayman and I definitely recommend it to seafood lovers or just food lovers in general.

For many travelers to Greece, there’s a conundrum: Do you concentrate on the mainland—Athens, Delphi—or do you spend your time cruising the islands—from fashionable Mykonos to holy Patmos? With Grand Circle Cruise Line, you don’t have to make that decision. The first week of the 15-day Treasures of the Aegean: Greek Island Cruise, Athens & Istanbul itinerary includes the monasteries of Meteora, perched atop rock formations; the town of Kalambaka, Thessaly, where you’ll discover a Byzantine tradition when you stop at an icon-painting workshop and meet one of the artisans; and the majestic ancient sanctuary of Delphi. Then you depart on a cruise to the Aegean’s most beautiful islands aboard a 50-passenger small ship. You’ll call at ports including Amorgos, Delos, and Naxos, where you’ll sit down for an island dinner with some of its residents. While you’ll be following the routes of ancient heroes, Grand Circle assures that travelers also experience modern-day life in the country from those who live, work, and play here. Exclusive Discovery Series events take you deeper, show you more, and give you an unfiltered look into daily life whether you’re dining with a Greek family during a Home-Hosted Dinner, or participating in a cooking class in the mountain village of Arachova.

As the first boutique hotel in Koreatown, the Line might have been able to get away with cutting a few corners while still attracting a cool clientele. It probably didn’t need to get the hottest young Korean-American chef in L.A. on board (to run one of the most comprehensive and exciting restaurant and bar networks yet seen, by the way), nor did the Sydell Group—the arbiters of cool behind the Nomad Hotel in New York—have to put their stamp on it. The hotel would have been nice enough had the concrete midcentury building not been entirely reimagined by designer Sean Knibb, known for designing half the cool spots in L.A. and more than a few celebrities’ homes. There didn’t need to be a desert greenhouse–inspired pool deck that’s become a hangout for beautiful people at all hours, nor did the famously trendy Houston Brothers (of no Vacancy and Harvard & Stone) have to throw in a midcentury-inspired cocktail bar. Nor did the typical hotel gift shop have to be reimagined as a design and lifestyle store curated by Poketo. The rooms and suites would have been just fine had they not been turned into artsy, industrial-style lofts, outfitted with original commissioned artwork, a minibar of Korean and Western snacks, and Baxter of California toiletries. Of course, all of this did happen, and now Koreatown is home to one of the hottest hotels in L.A.

Expat Dell Taylor (from New Zealand) left accounting for the restaurant business over a decade ago in Santiago when the concept of brunch did not yet exist. Café Melba was born and quickly became the place to get real french toast with real maple syrup, pancakes, eggs benedict and frothy cappuccinos. Her empire has since expanded from the El Golf locale within Las Condes (and adding alcohol to the menu for mimosas). Arrive early to get a table or be prepared to wait. Good venue for families. Don Carlos 2898, Loc 1 (Cross street El Bosque Norte) Phone: 56 (2) 2232 4546

Hard Rock Hotel’s pools might be famous for its hard-core Sunday party, Rehab, but there are acres of non-party pools for guests to enjoy, too. I love this view, taken from one of the top-story suites, where you can see the pool and the Strip. The beach-like atmosphere (there’s sand instead of concrete) lends itself to a frozen drink or three. Enjoy! Note: technically, Hard Rock isn’t on the Strip, but it’s so close that I kept it on the Strip Wanderlist, as “off-Strip” usually indicates downtown, Summerlin or Henderson.

Six out of what was once at least 16 Native American burial mounds remain preserved atop the bluffs overlooking St. Paul and the Mississippi River. These sites, 1,500–2,000 years old, are thought to have been built by the Hopewellians and then added to by the Dakotas. Upon excavation, archaeologists discovered a variety of offerings, such as mussel shells, arrowheads, copper ornaments, and bear teeth, as well as an unprecedented clay death mask with the imprint of the original face fully intact in the mold.

Central Jordan is bisected by the King’s Highway, which runs south between the Dead Sea and the desert. The undoubted highlight of traveling this route is the massive Crusader castle of Karak, with its immense fortifications looming over the provincial town that bears its name. Built in 1140, it was one of the last outposts held by the Crusaders after Jerusalem was recaptured by Saladin in 1187. It fell to the Arab-Kurdish armies the following year after a long, drawn-out siege and continued to change hands—and shape—over time. The Mamelukes widened the moat and added more towers, while the Ottomans built a massive entry gate.

Today, Karak remains the largest, best-preserved castle in Jordan. Inside, there are tunnels, dark chambers and dungeons, and vast, arched-roof stables to explore. If you head east out of town, past the Cairwan Hotel, there’s a lookout point where you can get a spectacular view of the castle in its entirety.

Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.

Hilton’s reentry into the heart of Paris is nothing short of majestic. After a $50 million design overhaul, the 125-year-old hotel, made for the 1889 World’s Fair, has been revived to its 19th-century splendor with a contemporary twist. Formerly the Grand Hotel Terminus and the Concorde Opéra Paris, the property’s landmark status—with its Haussmannian facade and elegant public spaces—demanded it be painstakingly preserved. Among the restored, original elements, the most awe-inspiring are the Corinthian columns, chandeliers, balustrades, hand-painted frescoes, and marble and mosaic tiling. Fortunately, the bar takes pride of place among them, making it the ideal spot to start your stay with a cocktail or glass of wine.

The style in each of the rooms breaks with the traditional stark-white modern codes of most business hotels. Here it incorporates warm accent colors and textiles. With few heritage elements left to preserve, the sense of place is woven in with custom etchings of iconic Paris scenes hung behind each bed. But you won’t be spending much time here, as the action happens in the grand salon.

Living in an era of artistic and intellectual giants competing for attention, Otto Wagner was a celebrated architect, but his fame beyond Austria is not what it should be. But Wagner’s legacy of breathtaking designs lives on in buildings throughout Vienna, with his 1907 Kirche am Steinhof as perfect a little chapel as could be. Inaugurated by Archduke Franz Ferdinand, the art nouveau structure with the gold cupola literally shines from the western hills that lead into the Vienna Woods. With the chapel’s mosaics, visitors have a chance to discover the genius of Koloman Moser, a cofounder of the Wiener Werkstätte arts movement. His glass windows, along with gorgeous sculptural angels by Othmar Schimkowitz, have appeared on a commemorative 100-euro coin.

No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.

For the thrill of your life, head to the top of the Stratosphere on the north end of the Strip. My favorite is the Big Shot -- I can’t count how many times I’ve been. Take the elevator to the very tippy top, where you’ll find yourself outside, literally on top of the 921-foot tower. Then you’ll be strapped in and shot up in the air, where you’ll pause to take in the sites before coming back down so fast you reach negative G force. Oh, I love it! There are two other rides up there, and for the really brave, you can now jump solo over the edge (yes, from the very top), with harness technology that allows you to land on the ground right on your feet.

Yeah Baby! The Strip might get all the attention, but if you want the real Vegas the only place to go is Fremont St. With its enclosed light show of a ceiling, freak show of people watching, and rock ‘n’ roll show of live entertainers you could be there for hours. Of course, it has casino or two should you want to make a wager, but my bet is that you’ll be fully occupied just taking it all in.

How often does a king’s car pick you up at the airport? Arrival at Heritage Suites begins with a vintage 1962 or 1968 Mercedes—one of which used to belong to the late King Norodom Sihanouk—before you’re promptly whisked off to a historic cream-colored building of soaring arches, mahogany columns, and wrought-iron balconies. With just 26 rooms (most of which are suites), the boutique hideaway is often so serene as to feel more like a royal’s private compound than a hotel—if a royal’s compound had its own high-end tour agency and one of the trendiest jazz bars in town. Rooms are spacious and surprisingly modern in style—all suites have a lush private garden, and top-tier rooms also have a private hot tub—and welcome drinks and canapés help guests immediately acclimate to the villa’s languid and decadent atmosphere. The sprawling saltwater pool and its umbrella-shaded sunbeds beckon at all hours (including for romantic candlelit dining), while the intimate spa offers yet another way to unwind in between temple excursions.

Best of all, the hotel gives back: It works closely with the Sala Baï Hotel and Restaurant School, training and hiring students from this school that works with underprivileged Cambodians, especially women, and offers guests opportunities to participate in activities with the school.

This hotel is on our list of The 10 Best Hotels in Canada.

Fogo Island Inn sits at the very edge of the north Atlantic on isolated Fogo Island in Newfoundland. Designed by internationally renowned architect Todd Saunders, the inn’s arresting modern appearance is suggests an iceberg from a distance, with its raised section representing the island’s traditional stilted fishing platforms. But when visitors get close, they see the wooden boards layered together, and it’s clear that everything is handmade. The by-hand ethos covers all the furniture and furnishings, created by local artisans who’ve worked with artists in residence to create contemporary versions of traditional objects.

Staying at the inn is admittedly expensive, but this is essentially a living art piece that supports the local community and aims to honor the island’s past while carrying it to the future. It feels like a grand home with attentive staff. A private 42-seat cinema, partnered with the National Film Board, carries a movie library for guests to enjoy at any time; there’s also an art gallery, a well-stocked library, and a supply of Gore-Tex hiking boots and other outdoor equipment to borrow. The inn shows off the dazzling landscape, and it’s easy to spend all day at the windows watching the sea while whales breech, icebergs float past, or storms dash on the rocks.