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Since 1983, food lovers in the know have headed to Santa Barbara’s renowned Paradise Café. Housed in an early 20th-century brick and stucco building with a relaxed atmosphere, the café’s oak wood grill is fueled by Santa Maria live oak—also known as California live oak—a wood that’s essential for the area’s regional style of barbecue. The flavors brought out by the oak in steaks, pork chops, roast chicken, shrimp and sausage, ahi tuna, rainbow trout, and salmon keep added seasonings to a minimum, so fresh ingredients remain the focus of the menu. The crowd favorite, the half-pound signature Paradise Burger, is grilled over oak, topped with Tillamook cheddar cheese, and placed on an onion roll—and best enjoyed with a glass of Paradise syrah, sourced from local vineyards. If you sit on the patio, give the historic mural more than a glance. It features Leo Carrillo, an old-Hollywood actor best known for his role as Pancho in the television series The Cisco Kid; he is locally beloved for his involvement in preserving and conserving California open spaces.

If you’ve never had oliebollen, you need to get yourself to this Dutch dessert truck. Like, now. Owner Peter van den Berg fries the beignet-like treats while you wait, then splits the warm dough in half and adds a dollop of whipped cream between. Oliebollen are traditionally served on Christmas, but van den Berg doesn’t care: You can catch his vehicle every Thursday evening in front of Punda’s JL Penha department store. He also serves delicacies like stroopwafel—a thin, double-layered waffle with caramel on the inside—in front of the Riffort Renaissance Mall or outside the Albert Heijn Zeelandia supermarket.

Pairings are everything at Ram’s Gate, one of the first wineries on the drive to wine country from San Francisco. First is the combination of sights: the wonders of architect Howard Backen’s open-concept tasting room in a refurbished barn and the panoramic vistas of Carneros and San Pablo Bay. Next is the marriage of wine and food—winemaker Jeff Gaffner’s single-vineyard designate chardonnays and pinot noirs matched perfectly with seasonal small bites from executive chef Taylr Benham Cuneo. The most popular tasting is called “Palate Play,” which marries five wines with five dishes from the kitchen. For a truly unparalleled afternoon, book the three-hour Vineyard Table experience, an immersion for four to 10 people that includes a glass of bubbly, a guided tour of the winery and on-site gardens, and a custom-designed meal with wine pairings served at a table in the vineyard. There are other, less involved ways to experience Ram’s Gate: seated wine tastings, stand-alone site tours, and picnics down by the pond. Whatever your fancy, just be sure to make a reservation before you go.

Manhattan can, famously, feel like endless rows of apartment blocks and office towers for most of its length. At least above 14th Street, a regular grid of streets and avenues, bisected only by Broadway, has transformed the city into a dream for real estate developers. The green spaces interrupting the pattern—Union Square, Gramercy Park, Madison Square Park—are few and far between, with one enormous exception: Central Park. Running from 59th Street to 110th Street, and between Central Park West (Eighth Avenue) and Fifth Avenue, it is one of the world’s largest urban parks, measuring some 843 acres. It is the masterpiece of the 19th-century landscape architect Frederick Law Olmsted working in collaboration with Calvert Vaux. Inside its borders are stately allées and naturalistic scenes, ice-skating rinks (in the winter), an enormous reservoir, and a faux castle. The park is hugely popular, and so to call it an escape from the bustle of the city is often not accurate, especially on mild summer days and the first warm ones in the spring when thousands of residents head to its playing fields, bike and run along the road that loops the park, and enjoy picnics on the Sheep Meadow or one of its other lawns.

Fish from tins, fish whose fins were in the sea just this morning—they’re all stars at Saltie Girl, a compact seafood bar and restaurant in the Back Bay from Kathy Sidell of MET restaurant fame. Whether you love your seafood raw, smoked, fried, or—yes—out of a can, settle into one of the 11 stools in front of the active kitchen to watch as your dinner is prepared or, well, opened. Of course, you’re not paying top dollar for Chicken of the Sea here: The tinned seafood comes from small artisan producers, sustainably sourced, packed fresh, and shipped from around the world. Caviar, squid, anchovies, cod liver, and cockles are among the savories served cold with dipping sauces and crusty bread.

The San Francisco Proper Hotel is the hottest new hotel in town. The reason why? International grande dame of maximalism, designer Kelly Wearstler, revamped a down-and-out tourist hotel deep in the heart of the city, and established the Proper as a magnet for trendsetting visitors and locals. When guests arrive at the 131-room hotel and step inside the flatiron building, they’re treated to Wearstler’s signature pattern-on-pattern aesthetic. In the ground floor lobby, Wearstler sets the mood with salon-style seating areas using richly reupholstered vintage furnishings and Cubism-inspired paintings. Michael Adams, formerly of Central Kitchen, oversees the hotel’s main restaurant, Villon. And while the Proper isn’t the place for those looking for a Zen retreat, it is the place to order a Fifi the Flea cocktail (Tequila Ocho Plata, Ancho Reyes, Ancho Reyes Verde, grapefruit, honey, vanilla, lime, smoked salt) at Charmaine’s, the stylish rooftop bar. Between the fire pits and the bird’s-eye view of Market Street all the way to the bay, it’s no wonder the Proper has become the destination to see and be seen.

Along with a great view of San Francisco, Treasure Island is home to a popular flea market, formerly Treasure Island Flea, and now called TreasureFest. Each month around 400 curated vendors set up and peddle their wares. Stalls offer antiques, originally designed art and clothing, and vintage curiosities. You will also find about two dozen food trucks, live music, kids’ games and activities, and some local wine sellers to fuel your shopping fire. The two-day flea market takes place the last weekend of every month. Launched in 2011 to support local artists and entrepreneurs, Treasure Island Flea is now a must-do Bay Area event.

Petra flourished more than 2,000 years ago, trading with Rome as an equal before being abandoned after a series of earthquakes in the 4th and 6th centuries C.E. It wasn’t until the 19th century, when European explorers “rediscovered” it, that the ancient city returned to the public consciousness. Now, visitors can walk down the narrow canyon of the siq to the city entrance—as dramatic an approach as any to a tourist attraction on the planet. The canyon opens up onto the carved facade of the Treasury, Petra’s most iconic site. From there, you can explore the cliffside tombs with their colorful bands of sandstone, the Street of Facades, and the amphitheater hewn from living rock. The ancient center lies some distance off, along with the splendid old Monastery, which sits at the top of a steep but rewarding climb. Consider buying a three-day ticket and visiting at different times of day to enjoy the changing light—early in the morning is best for the Treasury, while late afternoon is better for the Royal Tombs.

Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

Join throngs of locals on the five-minute ferry ride across Victoria Harbour between the Tsim Sha Tsui cruise pier in Kowloon, on the mainland side, and the Central Pier on Hong Kong Island (a slightly longer ride goes to Wan Chai on Hong Kong Island). This is not just any ferry: The historic green and white Star Ferries have been moving the masses back and forth for decades, with the origins of the company going back to 1880 with the service of a single steamboat, the Morning Star. Today, the classic wooden boats make the trip many times daily, and a ride provides a great view of the city’s famous skyline and a whiff of nostalgia to boot.

While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.

Many Buenos Aires visitors don’t realize the city is home to one of the world’s largest Jewish communities; most of the families arrived from Russia and Poland at the turn of the twentieth century. Proudly touting its immigrant cuisine, Mishiguene pays homage to the legacy with a modern take on traditional Jewish comfort foods like meorav yerushalmi (a Jerusalem-style mixed grill), bagels, pastrami, and Ashkenazi fish cakes. To try more than one item, order half-portions of dishes, or opt for the six-course tasting menu that starts off with a cocktail and includes a wine-pairing with each arrival. For a special treat, reserve the chef’s table in the restaurant’s sparkling kitchen.

When temperatures soar, the best thing you can do for yourself, and anyone you are with, is to buy a pass to one of the hotel pools. The Riad Alkantara is situated at the heart of the medina and offers a long, deep, aquamarine-colored pool surrounded by a small but lush garden busy with butterflies and warbling songbirds. It’s usually very tranquil, but it’s worth arriving around 11 a.m. to be sure of a sun bed in high summer. Note also that service is painfully slow, so if you want to order a simple lunch (sandwiches, salads) be sure to order at least an hour and a half before you actually want to eat.

In the Ville Nouvelle, the Marriott is another good option and a better bet if you have kids in tow, as it has a shallow pool for children as well as a large pool for adults. Plentiful sun beds, not to mention a decent Italian restaurant that serves cold beers and chilled Moroccan wines as well as child-friendly pizza and pasta, add to the perfection. The Hôtel Les Mérinides is situated high on a ridge above the medina and it has a medium-size pool surrounded by a dining terrace with expansive views. It’s more exposed than the other two, but rounding off the day up here with a gin and tonic as the sun goes down over the ancient city is arguably one of the most magical summertime experiences you can have.

Finally, if time and budget allow, it’s worth booking transport to ferry you out to Dar El Mandar, less than an hour’s drive away from the city center, near the Middle Atlas town of Imouzzer (pass price includes lunch). Perched on a hillside overlooking the Saiss Plains, you can spend a delightful day lolling poolside amid terraced gardens dotted with cushion-strewn Berber tents for those all-important afternoon siestas.

Secluded and service-oriented are the adjectives that best describe Rosewood Mayakoba, a resort in Playa del Carmen that opened in 2008. At 1,600 acres, the resort is expansive, offering plenty of room for guests to feel that they have their own space. Rooms, too, are spacious and have either tile or wooden floors, comfortable beds and chairs, and a layout and design that draws guests to outside spaces such as patios and balconies. The sense of privacy is reinforced by special en suite features, including private plunge pools, garden showers, and sundecks. Service, which includes butler, concierge, and valet support, is first-class. Staff can facilitate or organize a wide range of experiences, both on the hotel property and in the surrounding area. These range from horseback riding on the beach and ocean kayaking to private dining and aerial tours of the Mayan site Chichén Itzá.

Baseball had nothing to do with the naming of Fenway Park: The stadium gets its moniker from the nearby Back Bay Fens, a stretch of saltwater marsh in the heart of Boston that was landscaped into a park by Frederick Law Olmsted. The Fens are among the wilder parts of the Emerald Necklace, 1,100 acres of parklands running from the Charles River to Brookline that include familiar spaces like the Boston Common and Boston Public Garden but also less-traveled (by visitors, anyway) sections like Olmsted Park, Jamaica Pond, the Arnold Arboretum, and Franklin Park. The arboretum, part of Harvard University and established in 1872, is one of Olmsted’s most unaltered terrains, with paths running up and around 261 acres of woodland interspersed with a curated collection of trees, plants, shrubs, and vines native to New England.