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No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

The most stunning dining room in celebrity chef Neil Perry’s restaurant empire has got to be Rockpool Bar & Grill in Sydney. Seated amid soaring green marble columns and Art Deco windows in a space designed by Emil Sodersten, diners can choose between the finest steaks, seafood, cocktails, and wines—more than 3,000 of them—that Australia has to offer. Dry-aged beef and sustainable fish are simple yet succulent, cooked over an open flame or in the wood-fired rotisserie. Start with the signature Four Raw Tastes of the Sea before savoring the Wagyu or Cape Grim steak, or opt for classy appetizers and cocktails in the candlelit bar, adorned with 2,682 hanging Riedel riesling glasses.

Just off the main Riviera Maya highway, this cenote is easy to reach by car or colectivo vans that serve as small public buses up and down the route. The cenote is completely open and has no caves, but it’s a stunning spot for snorkeling in crystal-clear water, with jungle scenery all around. There are shallow areas for snorkelers plus a deeper side with a twelve-foot cliff, perfect for jumping. Snorkel gear is available for rental.

San Diego’s first food hall is housed in the city’s former naval training center, a 361-acre site in Point Loma that now features a lively business district with wide lawns, a waterfront park, and historic Spanish Revival–style buildings. Here, vendors serve everything from coconut-curry chicken sausages to ahi tuna poke bowls, providing the makings of a casual lunch or dinner. Take your food to the patio, or sit inside at the high-top tables near the bar and enjoy the untouched murals that line the upper walls. Painted by naval recruits in the 1950s, they depict various vessels, from a late 18th-century sailing ship to a World War II aircraft carrier.

If you happen to be in town for Cherry Creek’s annual arts festival in July, Halcyon makes a great base for exploring the neighborhood’s shops and galleries. Crisp white guest rooms with masculine touches have Nespresso machines, smart TVs, and sculptural turntables, as well as subway-tiled bathrooms with brass fittings and peekaboo showers; upgrade to a terrace room for a private outdoor space in which to bask in the Colorado sun. In keeping with its surroundings, the hotel displays more than 700 works by local artists, with an original piece in each room, but there’s plenty of reason to linger in the public spaces. A rooftop pool is lined with neutral-hued cabanas and white cushioned chaises, and two restaurants satisfy every kind of craving: Departure Restaurant + Lounge’s Asian-fusion menu covers miso ramen and roasted-duck fried rice, while Quality Italian offers shareable lasagna, dry-aged steaks, and cannoli prepared tableside. Just don’t be put off by the $30 per day amenity fee on your bill. Though it includes standards like WiFi and pool and fitness-center entry, it also gets you snacks and drinks at the Kitchen Counter, plus access to a Range Rover shuttle for stops around the neighborhood and the Gear Garage, which lends out everything from snowshoes and a Piaggio scooter to Leica and Go Pro cameras during your stay.

Once called Hulk Bay after the prison ship that was moored here, the Sydney suburb is now known for stately homes and amazing harbor views. This appeared in the August/September 2013 issue.

Its proper name is Neumos Crystal Ball Reading Room, but pretty much everyone just calls it Neumos (pronounced new-mows, a reference to the previous venue in that space, Moe’s Mo’Roc’N Café). The space includes the Pike Street Fish Fry, the Moe Bar, and a new downstairs venue, the Barboza. Neumos features indie rock, metal, hip-hop, punk, and electronica bands, plus DJ nights and special events. Happy hour is 3-7 p.m. every day, and includes $3 wells, selected $3 shots, $4 mojitos and margaritas, and $5 well shot + beer. On weekends, wells are $2, and Bloody Marys and mimosas are $4.

Tennessee has thousands of caves and Chattanooga itself is full of them. One such is Raccoon Mountain, a family-run cavern and campground that was discovered by Leo Lambert, the same man who turned Ruby Falls into the region’s most recognized tourist attraction. Raccoon Mountain is significantly more understated, located on the other side of Lookout Mountain, and hosts families in the summer. The caves are over 5 miles long and their Crystal Caverns tour will give you a taste. Their Wild Cave expeditions allow you to get down and dirty, exploring even more of the cave system. You can even arrange to stay underground overnight.

Generally speaking, shopping isn’t a big draw on St. Vincent, but if you’re searching for the perfect souvenir, you can’t do better than Nzimbu Browne’s famous banana art. Besides tourism, banana production is a driving force behind St. Vincent’s economy. By using the industry’s waste products—the banana leaves—Browne creates sustainable art with a strong sense of place. His works depict local scenes, brought to life with snippets of dried, multicolored leaves. If you’re not into art, he also makes goat-skin drums and tie-dye clothing. His studio is located on McKie’s Hill in Kingstown, but he often sets up shop in front of the Cobblestone Inn on Upper Bay Street.

The meat pie is synonymous with Australia, and no place is more iconic in Sydney than Woolloomooloo’s Harry’s Cafe de Wheels. What started out as a simple stand turned into one of the first food trucks when local ordinances dictated that mobile food carts had to move at least 12 inches every day. There are now dozens of Harry’s around Sydney, each serving up their famous pies. “The Tiger” is the most well known: a pie topped with mashed potatoes, gravy, and mushy peas. There are no tables to speak of, but rather a counter attached to the truck. Thousands of celebrities, politicians, and locals have flocked to Harry’s for their pie fix. And the place is open until 2 a.m., making it a great late-night spot.

One of Tasmania’s top tourist attractions is the crumbling ruins of a penal colony, now a UNESCO World Heritage Site. Visit the penitentiary, where 60 stone buildings remain, for a sobering glimpse into the brutal lives of the 12,500 convicts incarcerated here between 1830 and 1877. Visitors can also tour the Dockyard and Port Arthur gardens. There’s so much to see that a guided tour is recommended—especially the one that covers paranormal activity. (There’s also a lantern-lit ghost tour, for brave families only.)

In a country full of beautiful historic sites, this may have been my favorite to explore. It has so much: a beautiful hilltop setting that offers views for miles; ruins that you can clamber over; restored Byzantine churches with incredible fresco work covering the walls and ceilings, and peaceful courtyards draped with bougainvillea; a working nunnery, where you might spot a nun going about her daily business; plus lots of cats. There’s an upper section, which is where you’ll find the ruins and the views. We drove up there first, and the nice woman at the ticket desk told us we should explore the upper section, then drive down to the lower, and drew out a route for us so that we could see everything. We spent about 3 hours total wandering and taking it all in. If you’re into Byzantine art, you could spend longer. And, unlike a lot of sites in Greece, the information panels are helpful and interesting, explaining different aspects of daily life in that era: who got to live inside the walls of the fort; where they got their water; burial practices. It’s a fair amount of walking, so stay hydrated, and take breaks in those peaceful courtyards. Then, if you want a spectacular drive, go from here over the mountains to Kalamata. The scenery is spectacular.

Storico is truly a hidden gem in New York City - a one-of-a-kind, beautiful eatery in a historic museum on the Upper West Side, just steps from Central Park. The newly-renovated New-York Historical Society is located on Central Park West and 76th Street (next to the Museum of Natural History). Chef Matthew Oetting and restaurateur Stephen Starr (Morimoto, Buddakan) deliver beautifully-plated, seasonal antipasti, cicchetti (small plates), handmade pastas, panini and hearty entrees. A recent menu included panzanella salad, pappardelle with duck ragu, frutti di mare bucatini, and roasted organic chicken with oyster mushrooms. Soaring 15-foot high ceilings, shelves lined with white antique dishes, abundant sunlight and bright yellow seating make this one of the cheeriest cafes I’ve seen. The decor and the flavorful food makes for a memorable meal. Eating at Storico does not require admission to the museum, but I highly recommend a few hours educating yourself on the remarkable history of New York City. The museum is a manageable size and not very crowded, which makes for an enjoyable, leisurely visit.

It was a late Saturday afternoon in Amsterdam. The sun was almost piercing and locals were joyous, thronging cafés and shedding layers. After all, they had suffered weeks of spring’s damp and gray homecoming. Knowing the extents to which I will go and the lengths I’m willing to travel for a good sandwich, my friends took me straight to Small World Catering whose unalloyed success keep the small space thrumming with customers at all hours of the day. Make your own sandwich or choose between a variety of warm or cold combinations on different types of bread (go with the brown!) proposed by the Australian owner and his convivial staff. And if you’re not in a sandwich kind of mood but find yourself in the neighborhood, the freshly-pressed juices, locally-roasted coffee, vibrant salads and delectable desserts should do the trick. If there aren’t any available seats - which is likely - take your meal to go and head for the canal.

On clear days—"when the mountains are out,” as locals say—this steep, ice-gilded volcano dominates Seattle’s horizon. In fact, the peak is 90 miles southeast of the metropolitan area. You can see lush green forests blanketing about 60 percent of Mount Rainier National Park, while the rest is covered in meadows, alpine heather, and the densest patch of glaciers in the contiguous United States. Easygoing hikers like to explore the wildflower meadows near the 1916 Paradise Inn, which transform into prime terrain for sledding, snowshoeing, and igloo-building come winter. Prefer the thrill of downhill? Head to Crystal Mountain, just northeast of Rainier, where the state’s first ski gondola still serves its most elevated restaurant.