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The description may sound daunting: a 2,000-vertical-foot gain in less than a mile. OK, it is a little daunting—but the trick is to take your time. This nearly mile-long wooden stairway was converted from a funicular railway that washed out in a rock slide in 1990. Averaging a 24-degree slope, it has a few “false summits,” where it looks like you’re about to get to the top only to discover there’s still more to go. The reward for this effort is an incredible view looking out from the foothills over Colorado Springs. Up for the speed challenge? The current record was set on Sept. 25, 2015, by U.S. mountain-running team member Joseph Gray, who did it in 17 minutes, 45 seconds. Good luck.

Some find this narrow, neon-lit French Quarter street appealing, others appalling. But it’s worth a stroll either way. It’s as if all the sins of mankind and then some were rounded up and corralled here—tawdry strip shows, cheap and potent drinks, the coveting of neighbors’ wives, petty larceny, big-ass beers, bad cover bands, and so on. (Bad cover bands were not technically mentioned in the Old Testament, but to many they’re the street’s most shameful sin.) The heart of the party zone stretches eight blocks from Iberville Street to St. Philip Street, with the thickest concentration of bars on the Iberville end. New Orleans allows alcoholic drinks outside, as long as they’re in plastic cups, or “go-cups"—meaning you can roam the length of Bourbon Street with your beer or hurricane in hand.

Albertha Grant never set out to win a James Beard Foundation award and win the adoration of international magazines and patrons—she simply cooked good food and served it to people in her North Charleston neighborhood. But amidst the last decade’s gold rush around Charleston cuisine, Bertha’s shines in both its authenticity and flavor. It’s a classic soul food joint, with daily meat-and-three specials like fall-off-the-bone fried chicken, sumptuous pork chops, and collard greens that perfectly balance savory and sweet (there’s plenty sweet in the ice tea for everyone). The neighborhood is predominately African-American, and locals still line up here for lunch along with out-of-towners and Peninsula-based workers seeking Southern food done right. The late namesake’s daughters and granddaughters run the counter-service place now, efficiently taking orders to keep the line moving on busy weekdays.

Very few people have the willpower to resist a candy shop. Anyone with curiosity about the candy making process will be drawn to Big Island Candies with the big picture windows into their production room. Their small batches ensure fresh shortbread cookies and chocolate truffles are distributed to their resellers and customers. The shortbread comes in several Hawaiian flavors like macadamia nut, pineapple, and kona mocha. There are so many chocolates to choose from, but my pick is the Hawaiian macadamia nut caramel cluster, with a side of milk chocolate macadamia nut toffee, and a last course of dark chocolate covered whole Kona coffee beans. If your candies make it home, they will be the perfect gift for friends and family.

For a modern Texas steakhouse experience done right, look no further than this perennial upscale favorite, opened in 1999 by noted restaurateur Phil Romano. The main attractions are the meats, including top-of-the-line prime steaks, chops, and Japanese Wagyu, but there’s also quality seafood, exceptional sides and appetizers, handcrafted sushi, and a wine list packed with 500 well-selected labels. Go big with caviar, oysters Rockefeller, Spanish octopus, or a foie gras–topped deviled egg for a starter, and a prime-aged porterhouse or surf-and-turf main course—accented by shareables like mac-and-cheese, duck confit potatoes, and chili-dusted broccolini. There’s also a seafood selection with classics like lobster and scallops, and a full sushi menu of platters and rolls; one of the latter—crafted with shrimp tempura, avocado, cream cheese, and eel sauce—is named for the local Park Cities area. Desserts are equally creative, so save room for the S’mores Baked Alaska or the Captain Doughnut, made with Cap’n Crunch, bourbon maple syrup, and “cereal milk” ice cream. In addition to its elevated cuisine and wine list, Nick & Sam’s is known for its sleek, art-lined setting, sophisticated bar scene, and friendly service—though the types of cars filling the valet lot are a quick reminder that this is also the kind of place where high rollers and pro athletes come to easily drop thousands on dinner.

After 80 some odd years as one of Houston’s most lauded and refined hotels, the historic Warwick Hotel went from Bach to rock, when new owners gave it a slick makeover and renamed it Hotel ZaZa in 2007. A bold beacon in the Museum District, the dimly lit hotel is a virtual playground for adults, with daring decor, baroque details, and an outdoor pool with private piazza-themed cabanas. While it maintains much of its original 1920s architectural elegance and details, including Baccarat chandeliers, the interior walls are splashed with modern art and iconic editorial-photo shots of beloved celebs.

Many rooms and event spaces are themed, including the space-inspired “Houston, We Have a Problem” Suite and the Conspiracy Room, which nods to Prohibition. A recent refresh includes newly renovated 11^th-floor meeting rooms, new mattresses, new carpet, spa and fitness center upgrades (including treatment room tweaks and the addition of innovative infrared saunas), and new in-room flat-screen TVs. Bottom line: even an overnight stay feels like a true escape.

Located a quick drive north from the Dallas-Fort Worth area, the WinStar offers a world-class casino practically at our doorstep. Among the largest casinos in the world (yes!), the theme at this Oklahoma complex is, well ... the world. Different nations are represented through festive decor in various corners of the facility, giving the place a welcoming global feel. Dining options abound from pizza to steaks, as well as the requisite casino buffet. One super-big draw to this place -- besides the bingo, poker room and slot machines -- is the world-class entertainers who perform here. From Bob Dylan and Toni Braxton to Keith Urban, a concert in the on-site music venue adds an extra level of pizzazz to any visit. Don’t forget to make time to visit the Spa Habitat for treatments or a massage. Pro tip: You should definitely shell out for the $30 Friday night seafood buffet, and fill your belly with mounds of King crab, fried shrimp, fried catfish and so much more.

A little peckish for lunch, I dropped in at Splashers on a recommendation from a street artist on Alii Drive. Though I was on my own, I quickly felt embraced by the local aloha and friendly atmosphere of the restaurant. I people watched - a group of overdressed business people from the mainland meeting clients in Kailua-Kona sat to my left, a family of four sat several tables in front of me, and a few couples were seated along the railing of the open air grill for prime views of the shops below and the ocean beyond Alii Drive. Blue water cups reminded me of a diner while the open air atmosphere reminded me I was in the tropics. The food (I ordered fish tacos) was filling and flavorful, the bar was preparing for a busy afternoon and evening of cocktails and beers, and staff were fluttering about tending to their late lunch crowd. Sitting on top of the Kona Farm Direct cafe, you will definitely want to grab a coffee after lunch to keep you going the rest of the afternoon.

Bellagio’s newest restaurant, LAGO by celebrity chef Julian Serrano, overlooks the resort’s popular fountains. It’s a view to be remembered, especially when paired with one or many of the small plates on the menu. A lot of thought has been put into the cocktail menu at LAGO (down to the restaurant-branded ice cubes), and the bellini is one of the best in Las Vegas. LAGO’s menu features a variety of seafood and Italian-inspired items perfect for sharing, but dinner here certainly isn’t complete without ordering something off the dessert menu. Try to get a seat on the patio for the perfect Las Vegas backdrop to complement your meal.

Every evening on the North Shore of Kauai, diners pack Bar Acuda for Mediterranean-inspired tapas that highlight local products. “The key is taking the finest ingredients and not doing much with them,” says chef Jim Moffat. He frequently changes his seasonal menu and sources such produce as citrus, avocados, fennel, and herbs from his home garden and the Hanalei Elementary School Garden, a program for local students that he helps run. Moffat often shops at farmers’ markets, but locals know they can also sell their fruits and vegetables at Bar Acuda’s back door. One firefighter even drives his 30-foot ladder truck to drop off cases of tangelos. “If you have a vacation rental and there’s something ripe, bring it to me,” says Moffat, who promises a gift certificate in exchange. His food philosophy creates a dining experience that’s greater than the sum of its dishes. “It’s about the lifestyle more than anything.” This appeared in the May 2015 issue.

Austin’s very own grand dame, this landmark hotel opened in 1886 as the city’s first iconic hotel, both a testament to and display of the success of cattle baron Jesse Driskill, who wanted to build his beloved frontier town a palace to rival those in New York, Chicago, and San Francisco. The city fared better than Mr. Driskill did; financial troubles forced him to sell the hotel just two years after opening, and he died of a stroke just another two years later. After some initial ups and downs, his hotel ultimately flourished, housing a rotating cast of Texas elite and hosting important political events in Austin—in particular, gubernatorial inaugural balls—in the 20th century. President Lyndon Johnson had an especially close relationship with the hotel, from his first date with his wife to awaiting presidential re-election results in one of the suites.

Multimillion-dollar renovations in 2008 restored the hotel to its original grandeur, maintaining its historic charm alongside all the amenities of a modern luxury hotel. Brave guests might request a room on the reportedly haunted fifth floor. And, no stay at the Driskill is complete without a cocktail in the elegant Driskill Bar, where cattle, oil, or railroad barons would still fit in.

Although The Wigwam is a historic Arizona resort, with an Old Southwest look and feel, the history here has nothing to do with cowboys and Indians, but cotton and car tires. Originating in 1918 as company lodging for the Goodyear Tire & Rubber Company, which owned thousands of acres near Phoenix (where it grew cotton used to make tires), The Wigwam opened to the public in 1929. The property has since grown into a 331-room luxury resort, but its location to the west of Phoenix (instead of around Scottsdale to the east, where much of the area’s tourism development lies) means that it largely flies under the tourist radar. Recently, the resort tried to change that fact, undergoing a major refurbishment in 2011 and launching a marketing campaign about the benefits of staying west of Phoenix. Still, its relatively low rates include amenities frequently associated with the eastern resorts, including 54 holes of championship golf, nine tennis courts, three swimming pools (one with a 25-foot waterslide), and all the expected dining and wellness options. Thanks to its prices, The Wigwam is most popular for conventions and destination weddings—two groups more keenly attuned than most to good value for the money. That, and what bride could resist a venue that boasts 8,000 rosebushes?

This airy, oceanfront restaurant can get crowded, so expect a wait whenever you go. It’s worth it, however, for the stellar menu of Hawaiian seafood dishes, plus the tropical cocktails. Pair a ginger mojito or strawberry piña colada with pupus (appetizers) like macadamia-crusted calamari and soy-ginger ahi poke, topped with local Surfing Goat Dairy cheese. Then move on to entrées like citrus-herb grilled fish tacos or the coconut-crusted catch of the day. If you’re not one for seafood, there are also excellent burgers and a teriyaki sirloin on the menu.

I couldn’t be a bigger fan of hotelier Liz Lambert and all that she’s done at El Cosmico. My last minute choice to head to Marfa meant that they were all booked up and I headed to the Paisano Hotel for a lovely, old school experience and one heck of a beautiful outdoor dining experience in the courtyard next to that sparkling fountain. A bike friendly location if you have one in tow, and famous for hosting the cast and crew of ‘Giant’ when filming in the 1950’s. Designed by architect Henry Trost, it was at first built to be lodging for cattlemen to make necessary business meetings and consultations. The space is warm, historical and classic and being in the heart of town it makes it easy to explore on foot at any point in your day. If you’re staying elsewhere in Marfa for your hotel, try to still bike or walk over to the Paisano Hotel for a drink and or dinner. The outdoor courtyard dining experience on a cool evening is a real treat.

Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.