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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.

Park on Fremont is a everything that a gastropub and beer garden should be, with a very cool, hipster bar (featuring taxidermy—a must these days), as well as ample space to stretch out underneath cafe lights in the back. It’s like a little piece of Austin, Texas right in the heart of Vegas. Plus, it’s open for brunch on the weekends.

When people think of southern Arizona and its border with Mexico, cactus and sun-baked sand may come to mind — but a mountain canyon with fall foliage, homestead cabins, and deer? Go high enough, and you’ll find this and more. The Huachuca Mountains climb to over 9000 feet just north of the border in Cochise County, about an hour and a half from Tucson. Toward the southern edge of the town of Sierra Vista, the Nature Conservancy has set up the Ramsey Canyon Preserve, which is ideal for hiking and birdwatching. The deer are tame, wild turkeys are common, and fourteen species of hummingbirds have been spotted among the 150+ species of birds that find refuge in this “sky island” — a mountain range that rises high enough above the surrounding desert to provide a cooler and wetter ecosystem. By late fall, the cottonwoods, maples, and sycamores transform the canyon into a landscape that would be reminiscent of New England if it weren’t for the omnipresent agave plants. Watch your step, and stay alert for the occasional black bear, javelina, or mountain lion. Chimneys, log cabins, and apple trees remain from early homesteaders who found refuge from the desert in these mountains, which were originally named “Huachuca"—meaning ‘thunder'—by the Apaches.

This popular Mexican-food mainstay in the heart of San Francisco‘s Mission District is one of two places in the city that claim to have invented the Mission-style burrito (the other is El Faro): a hefty, elephant-leg-size wrap distinguished from other burritos by its size and the inclusion of rice and other ingredients. The restaurant was first opened as a meat market in 1967 by Mexican immigrants Raul and Michaela Duran, who are said to have served their first burrito in 1969 after noticing that local workers needed a substantial yet portable meal. The Mission Burrito was born, containing most of the food groups: protein, vegetables, dairy, and grains. The Durans converted their meat market into a full-time restaurant in 1972. Taqueria la Cumbre offers a full menu of Mexican food, all made fresh. The burritos are made assembly-line style. (Fun fact: When the Durans first came to San Francisco, they hired a high school kid to make flour tortillas before school. The kid, Jorge Santana, would go on to be a popular musician, like his brother Carlos.)

The Aubrey sits at the edge of Barrio Bellavista, a few steps from Santiago’s bottle-green 1925 funicular (which takes visitors up to Cerro San Cristóbal) and just below the zoo (sometimes guests can hear the animals when they’re lying by the pool). Open since 2010, this 15-bedroom boutique hotel is housed between two 1920s mansions built by the same architect. The larger of the two houses once belonged to famed Chilean railway magnate Domingo Durán. Today, the hotel is owned by a Brit and an Aussie who spent $3 million and several years transforming it into its current state.

The bedrooms are split between the two mansions, and there’s also an outside block housing a few pool suites. A cobbled terrace runs between the restaurant and piano bar. The interiors are inspired by the early 20th-century art deco movement and feature statement art deco furniture, printed fabrics, and elaborate wallpaper.

This Ferragamo-owned restaurant is located on the river with in-your-face views of the Ponte Vecchio for the lucky few who manage to book one of the tables on the terrace. Chef Peter Brunel has been making waves with his creative menus: Borgo San Jacopo has been awarded a Michelin star for the past several years in a row. Yes, it’s expensive, but with a tasting menu featuring dishes such as porcini mushroom ice cream and fig molasses and risotto with sea urchin, it’s a meal you won’t soon forget.

A fully vegetarian menu is also available, as is a wine pairing for those adventurous eaters who would prefer for the team’s experienced somms to take the lead.

When the Ritz-Carlton Dallas opened in 2007, it didn’t have to go far to find a star chef for its gourmet restaurant. Dubbed the father of Southwestern cuisine, and the author of notable cookbooks like The Texas Food Bible, Dean Fearing had helped earn the restaurant at the Mansion on Turtle Creek numerous awards during his two decades there—but was now up to the challenge of opening his own place. A decade-plus later, the James Beard Award–winning Fearing continues to be a favorite for its Southwestern-accented American menus crafted with regional products.

From May to October, the Frisco Farmers’ Market spreads the bounty of North Texas produce at this local weekend gathering place. Alongside the usual farmers’ produce—including melons, tomatoes, peaches, and corn on the cob—are vendors who sell crafts, knits, and homewares. For travelers who are drawn to fresh-and-local markets but not in need of cooking ingredients, pick up a tamale for lunch or a cupcake for dessert while browsing the aisles.

Most people in the city know The Battery as an exclusive social club, but did you know it also houses a 14-suite, boutique hotel, open to members and non-members alike? Featuring a maximalist decor that channels the many sides of San Francisco—be it Chinatown inspired motifs on the curtains or beams from the old ships that used to dock in this location (this area was once water)—the hotel will remind you where you are at every twist and turn. Rooms are spacious, comfortable, and impeccably designed.

If you’ve never been to the Marin Headlands, you MUST go! The views are stellar, but make sure you get there early (well, early enough to get there before all the tourists!) Ht up the headlands for a nice hike and view and then drive to Bar Bocci in Sausalito for lunch or dinner. You won’t be disappointed.

Step inside the Eye Film Institute to discover an homage to international cinema replete with interactive displays and perched like an ivory spaceship ready for launch on the northern bank of the IJ River. The striking facility, accessible via a free ferry from the main train station, houses four movie-screening rooms, a museum shop, and an exhibit space showcasing the works of masters like Fellini and Kubrick. Topping the contemporary structure is the eye-popping Eye Bar-Restaurant, where you can wash down a plate of bitterballen with beer on tap while musing about cinematography. On sunny days, a spacious terrace beckons.

Every September, El Cosmico puts on an exuberant 3-day celebration of music, love, freedom, and everything else kick-ass West Texas. Bring your own tent, rent one of El Cosmico’s safari tents, book a yurt, or go extra glam with one of their decked out vintage trailers (those get booked early!). Trans-Pecos is relaxed, intimate, and hilarious. Being part of it makes for an unforgettable weekend in the Chihuahuan Desert, under those vast Texan skies. Last year only a little more than 1000 tickets were sold, and organizers plan to keep the event at about that size, as that’s a big part of what makes it is so special. There’s going to be a great line-up of music, off-beat workshops, vendors who’ll make you want to revisit your entire wardrobe, and, one of my favorites, the sandlot baseball game that is less about the actual game played, and more about the riotous half-time show, and of course the spectator outfits. Prices: 3 days music only: $200 3 days music + camping: $250 - tickets are per camper, not per tent 1 day music only: $75 - available only at the gate day-of-show

Off the coast of Port Antonio is a small, uninhabited plot called “Pellew Island,” otherwise known as “Monkey Island"--there used to be a colony of imported monkeys here. To get here, you could first head to San San Beach, a beautiful and private stretch open daily (10 a.m.4 p.m daily, US$5). Rent a kayak and snorkel gear and make your way over to the small plot, within clear view ahead. The island is completely covered in vegetation, there’s a small white sand beach, and the waters are shallow. Rest your kayak on shore and snorkel around the island for as long as you please. Visibility is incredible and this is one of the best snorkeling spots in the area. Just watch your step if you’re barefoot, as there can be sea urchins on the seabed.

Occupying three whitewashed colonial buildings sheltered from the bustling streets of Old Town Cartagena, Casa San Agustín sits on the site of a former aqueduct and channels its heritage with a swimming pool that tunnels through its stately remnants. Inside, common spaces feature a mix of Colombian art and artifacts with contemporary wicker furnishings and marble floors. The 20 rooms and 10 suites are cozy and a bit more polished than those found at other historic properties nearby: Units feature 200-year-old wood-beamed ceilings and iron canopy beds topped with Frette linens; some have patios with hot tubs or brick terraces with views of surrounding buildings. But there’s plenty of space to unwind throughout the property, namely a library with original frescoes and a lounge with a long wooden bar and ceiling-high wine cabinet. It’s a good idea to make reservations in advance for dinner at Alma, considered among the city’s best restaurants, where the upscale international cuisine includes fresh ceviche and dry-aged beef cured on-site.

Encyclopedic is one way to describe L.A.’s oldest art institution. Sprawling is another. The Los Angeles County Museum of Art opened in its current Miracle Mile location in 1965 and has not stopped growing, becoming the largest museum in the western United States. Its 135,000-piece collection spans 6,000 years of art. It also includes some of the museum world’s most photographed outdoor sculptures, such as Michael Heizer’s mind-boggling Levitated Mass and Chris Burden’s Urban Light. The museum hosts some 40 exhibits per year, plus a dynamic schedule of events, such as Tuesday film matinees and picnic-friendly Jazz at LACMA (held weekly on “summer” weekend nights—which in L.A. means April to November). While anyone can join free tours throughout the day, docents also lead customized experiences for a fee, which will take you through the galleries before or after hours to marvel at artists as wide-ranging as Henri Matisse, Ai Weiwei, Diego Rivera, and Catherine Opie. Kids are also catered to with a special gallery, Sunday activities, and a free membership, which includes entry for them plus an adult guest any day of the year. Pro tips: Plan to spend several hours at the museum, fueling up on wood-fired pizza midway through the day at Ray’s & Stark Bar. And if you’d like to experience the outdoor sculptures without the crowds, go early in the morning or on Wednesdays, when the museum is closed and gloriously quiet.