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While not as large as other ancient Mayan cities in the region, Tulum draws in visitors for its stunning setting of centuries-old temples perched on a cliff by the Caribbean Sea. You’ll pass a large market with souvenirs, a casual Mexican restaurant, and even a Starbucks before reaching the entrance, where a train can take you to the site if you’re not up for the 10-minute walk. It’s advisable to hire a guide to fully understand each structure’s significance and the history behind the ruins; informative signage is all but nonexistent. Don’t forget to bring your swimsuit, as the site encompasses a white-sand beach with soothing waves and beautiful rock formations that’s reached by a long wooden staircase.

If “glamping” is glamorous camping, then Autocamp is glamping to the hilt. The resort, tucked into an old-growth redwood grove outside of Guerneville, consists of 23 luxury Airstreams and 10 luxury tents. Accommodations are outfitted with plush beds and linens, stylish light fixtures, and Malin + Goetz bath products; Airstreams also have spa-inspired bathrooms.

Essentially, each tent or trailer feels like its own boutique hotel suite. Everything centers around a midcentury modern–style clubhouse, which has communal spaces, an “adventure concierge” to help coordinate your day’s outings, and a canteen stocked with food and local wines and spirits. The resort is a short walk or bike ride (Autocamp has a fleet of complimentary bicycles) to the Russian River and downtown Guerneville.

There’s a meadow for sunbathing and lawn games, and Wi-Fi throughout the property. Autocamp takes on a relaxed and convivial vibe at night, when guests light their fire pits and socialize over s’mores or beer. Pro tips: If you’re looking for a more secluded experience, request an Airstream or tent toward the outskirts of the compound. Some of the Airstreams are pet-friendly too, for a fee. Be sure to reserve those at least a few months in advance.

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.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

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.

Tours of the Sacred Valley, and the entire Cuzco area, often feature side trips through gorgeous landscapes like Moray, an archaeological site with remarkable concentric agricultural terraces. It’s believed the Incas used these terraces—on which temperatures vary 59 degrees Fahrenheit from the top tier to the bottom—as a way to acclimatize non-regional crops for highland cultivation. Even if you don’t find that fascinating, it’s hard not to appreciate the beauty of the spot, and given that this part of Peru is not so heavily visited, it’s a nice escape from the beaten path. The Boleto Turístico covers this admission.

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.

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.

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.

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.

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.