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Wind through the Santa Monica Mountains to Malibu Wines, a grassy garden retreat with gorgeous views for picnicking and sipping wine with friends. The space is accented by Instagrammable features like the metal WINE sculpture that emulates the iconic LOVE sculptures by artist Robert Indiana that are found in cities around the world. Entry is free; just order wine from the farmhouse-style tasting room and enjoy the live music and festive atmosphere on the weekends. (Weekdays are more mellow.) Table reservations, including one inside a vintage school bus, are recommended for groups—but if you’re more flexible, simply bring a blanket and some food, find a spot to spread out on the lawn, and explore the grounds.

Including the travel time to get to the road from the Banff town center, the drive along the Lake Minnewanka Loop takes only about an hour, but the numerous stops and viewpoints along the way make this 24-kilometer (15-mile) side trip worth embarking on. Pull off at Two Jack Lake and the road’s namesake, Lake Minnewanka, the largest body of water in Banff National Park. Views of Cascade Mountain along the way are spectacular, and wildlife sightings are common. Keen cyclists comfortable with traffic can also tackle the Lake Minnewanka Loop for a perfect, easy afternoon ride.

Begin your perfect beach day with a stop at this snackbar on Positano’s Spiaggia Grande for a sweet brioche and a cold cappuccino freddo. In the afternoon, come back for a scoop of gelato or a chocolate-dipped ice cream–bar snack. At the end of the day as the sun drops behind the mountain and the day-trippers leave, perch on one of the high stools at the cocktail bar and sip a cold gin and tonic or draft beer. The bar is attached to a formal restaurant that overlooks the beach.

Scaling Mount Kenya, the country’s highest and the continent’s second-highest mountain, is on the bucket list of many adventurers. The jagged summit peaks, sharp cliffs, and snowcapped crags can be seen on the northern road from Nairobi when the mountain is not shrouded in clouds. Hiking this monster usually takes from three to seven days, depending on fitness levels. Of the different possible routes up, the popular Chogoria route passes through lush green pastures and by icy blue lakes, crossing dusty martian landscapes along the way. The highest point hikers can reach without specialized climbing equipment is Lenana, more than 16,000 feet above sea level.

A year ago I had dinner at the Clifton, then under the supervision of Tucker Yoder. Mr. Yoder was elsewhere that evening, but I spent several hours at the “chef’s counter” in the kitchen, watching executive sous-chef Jarad Adams work his own delicious magic. Naturally Mr. Adams was meticulous with his food prep, but he was also surprisingly generous with his time for me. Imagine my delight when I returned this year to find Mr. Adams had been promoted to Executive Chef. On this visit, Mr. Adams’s tasting menu showed the same attention to detail as I remembered, but with a greater sense of adventure — even whimsy. From the amuse bouche (a spoonful of polenta topped with pork belly, apple, and a sprig of fennel) all the way through to the sticky toffee pudding with candied pecans, dates, and caramel ice cream for dessert, I was enchanted. The tasting menu consists of four courses and varies by the season. My first course was a toss-up between the butternut squash and apple soup and the shaved winter vegetable salad with hazelnuts, black cocoa, and a buttermilk dressing. I had no regrets about my choice of the salad, especially as butternut squash was the foundation of my next course: the most perfectly seared sea scallop I can remember. From there it was onto monkfish with beluga lentils, with Brussels sprout leaves dancing on top. Mr. Adams knows what he’s doing in the kitchen, and the Clifton — and Charlottesville — is lucky to have him.

One of the best things about Calgary is the winter playground in the center of town. Canada Olympic Park, on the western edge of the city, features a ski hill, snowboard park, cross-country trails, an Olympic luge track, Canada’s Sports Hall of Fame, and a glass elevator that takes you to the 1988 Winter Olympic’s biggest ski jump, as well as skating facilities and restaurants. It also offers private and group lessons, so you can brush up on your sport where World Cup and Olympic athletes train. Plan a day to hit the slopes, or forget the skis and come explore the park’s less strenuous attractions that celebrate winter.

Every afternoon about 5:30 PM, islanders and connoisseurs of sunsets arrange themselves at their favorite beach side vantage point on the west and south shores of Oahu for a chance to see the legendary “green flash”. In all of my years of living in Hawaii, I have only seen it twice, but sometimes I think it was a result of a very strong Mai Tai and staring at the sun too long. If you’d like to try for a glimpse of this phenomenon, you might as well be sitting in a comfortable spot with a great drink in hand. SWIM is a poolside bar with views over the statue of Duke Kahanamoku out to Waikiki beach. On an upper deck of The Hyatt Regency Waikiki, you are above street level so nice treetop and beach views are yours. I recommend the Lychee Martini ( pictured). The pupus are really good here too and if you plan it right, might serve as dinner. If not, hop over to SHOR American Seafood Grill. Visible across the pool with indoor or outdoor seating, start with amazing Baby Kona Abalone with garlic herbed butter, the tremendous seafood tower or the catch of the day you pair with a sauce you select from the list like Pineapple Shiso Relish, Hamakua Mushroom, Soy Radish etc. Insider Tip : Valet your car gratis with purchase – so get your ticket stamped and tip your valet.

Dois Irmãos (the “two brothers”) is what they call the bookend mountains framing Ipanema and Leblon beaches. For some years now, these peaks have been a hit with hikers, on an adventure that begins even before trekking, because to get to the trailhead you first ascend to the favela called Vidigal—one of Rio’s most peaceful, by the way—either on foot or by moto-taxi. The way is rough but accessible, steep but doable for those in reasonable shape, and the 45-minute walkabout offers several stops at scenic overlooks, each as spectacular as the next. To the left lies the Pedra da Gávea and Rocinha, another sprawling favela; the Atlantic extends to the right. When you get to the top, the views take your breath away—just as soon as you catch it.

The Thompson Seattle adds a dose of style to the city’s hotel scene. The angular glass structure commands views of Puget Sound and the Olympic Mountains, and its interiors riff on Seattle’s aviation heritage with exposed steel and concrete finishes. The Nest lounge, with its two fire pits, draws locals for happy hour, and the locavore-oriented Scout restaurant has already become a coveted reservation. Score a seat at the chef’s counter for a 14-course exploration of the Pacific Northwest.

With the June 2017 opening of Bisate Lodge, Wilderness Safaris will bring its brand of conservation-minded luxury to Rwanda’s Volcanoes National Park, one of the only places in the world to see mountain gorillas in the wild. Set on 67 acres of private land, six forest villas and 12 rooms will feature Rwandan-style spherical thatched structures and handmade patterned fabrics. They’re set in an eroded volcanic cone, a natural amphitheater surrounded by a rich hagenia forest and massive stands of bamboo. Bisate is Wilderness’s biggest conservation project to date: The lodge is partnering with more than 100 area farm owners to rehabilitate gorilla habitats.

Mount Pellegrino, which towers over the coast between Palermo and the beach of Mondello, is a popular day excursion from Palermo. The panoramic view from the top is breathtaking. And while you’re up there you can visit the sanctuary of Santa Rosalia, who is believed to have saved Palermo from a plague in the 1600s. She lived in a cave on the mountain until her death around 1160, and more than four centuries later hunters found remains that were thought to be hers. The plague in Palermo ended, it was believed, because her bones were finally given a proper Christian burial. This shrine was built around her cave to protect the site, and Santa Rosalia was named the patron saint of Palermo.

Goat Island Café (which locals simply call “Sadie’s) is the place to go in American Samoa for tasty fish and chips or a breakfast of Spam and eggs. Goat Island Café, located inside the hotel, Sadie’s by the Sea, offers generous portions. The café also pours cold Vailima—a beer brewed in Samoa. Open for breakfast, lunch, and dinner, guests can choose to sit inside the restaurant or dine alfresco in a perfect poolside setting where you can also enjoy views of the ocean and nearby Rainmaker Mountain.

The Southeast may not offer the never-ending runs of the Rockies, but when you need your fix, snow is snow, and Cataloochee’s 740 feet of vertical drop and 5,400-foot summit elevation rank it among the region’s best. Five lifts service the mountain, including the Omigosh lift to the summit and access to a wide beginner-friendly area aptly dubbed Easy Way. For late risers, a twilight pass grants access from 1 p.m. to 10 p.m. (also allowing time to hit the tubing park in the morning). Nearby Maggie Valley offers ample dining and lodging, plus easy access to the national park. Be sure to detour to Cataloochee Valley in the morning or evening for a glimpse of the elk herd that was successfully reintroduced into the park in 2001.

Smokemont’s horseback-riding routes, which average $30/hour per rider, can easily fill the better part of a day spent outside. The most popular ride is a 2.5-hour expedition that climbs uphill to a hidden mountain waterfall. It’s possible to extend the ride to four hours, adding a second waterfall and a scenic trip along the Oconaluftee River. For those not inclined or physically able to ride a horse, calmer horse-drawn wagon rides are even more affordable and offer many of the same views of the river (there’s also no minimum age for a wagon ride, but only children five and older are allowed on horseback). Smokemont’s season runs through October, making it one of the finest ways to take in Appalachia’s changing autumn colors.

Café Du Monde is always open; it’s the clientele that changes—from visiting families and local pensioners early in the morning, to couples in the evening, to Bourbon Street refugees looking for coffee and ballast in the night’s thinnest hours. This huge coffee stop is a rarity—a tourist trap that locals actually love (although they will rarely wait when lines are long). It’s been around for more than a century, and basically serves two items: beignets and café au lait. The beignets are similar to Spanish buñuelos, fried fritters of dough, and are one of those French traditions that’s survived here more durably than in France. While probably not on anyone’s diet list—they come piled with powdered sugar—they’re surprisingly light, and an order (which equals three beignets) disappears with unusual haste.