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  • 501 Calle Norzagaray, San Juan, 00901, Puerto Rico
    Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)
  • Calle Isabel la Catolica 30, Centro Histórico, Centro, 06000 Ciudad de México, CDMX, Mexico
    Whether you’re new to mezcal or have already added it to your repertoire, you’ll probably like La Botica, a mezcal bar among The Shops at Downtown in the Downtown Hotel in Centro Histórico. The bar is on the smaller side, with all tables for two, and it’s a good place to have a drink or two in the late afternoon–perhaps before dinner at Azul Histórico, an excellent restaurant on the ground floor of the same building.
  • Los Cerrillos, NM, USA
    Cerrillos, New Mexico was the center of the turquoise mining trade in the late 1800’s, and almost became New Mexico’s capital. The Clear Light Opera House was built to house performances by East Coast luminaries like Sarah Bernhardt. One of the ghost towns repopulated by artists along the now famous Turquoise Trail, it’s a great day trip from nearby Santa Fe. Check out the Trading Post, pet a llama, and visit artist Bill Skrip’s sculptures.
  • Río Nazas 50, Cuauhtémoc, 06500 Ciudad de México, CDMX, Mexico
    This tiny café serves up some of Mexico City’s tastiest breakfasts alongside impeccable coffee. A year and a half out from its opening, it was the first place in town to offer Japanese-siphon-extracted brews. They’re also into methods like dipper and French press; choose from Veracruz, Oaxaca or Chiapas varieties, and even take home some beans. Naturally, with the joe at this level, there’s got to be breakfast of equal caliber; the beet hummus (with poached egg) and the berry French toast are current faves. That said, the menu never, ever bores.
  • Calle de Armenta y López 120, OAX_RE_BENITO JUAREZ, Centro, 68000 Oaxaca de Juárez, Oax., Mexico
    The coffee in Oaxaca is better than it is in Mexico City but still not Blue Bottle standard. We found this relatively new place near the 20 November market. The espresso is great. They roast their own beans and also serve food. Plus free Wi-Fi—it’s a bit of an expat hangout. Lots of communist propaganda on the walls for a nice revolutionary touch.
  • Dolores Hidalgo, Guanajuato, Mexico
    This has to be the most colorful thing I’ve ever seen in a cemetery. In the town of Dolores Hidalgo in central Mexico, singer José Alfredo Jiménez (1926-1973), “El Rey,” is memorialized by this sombrero-and-serape tomb. The names of some of his many hit songs are inlaid in the mosaic bands. Death be not proud...
  • Calle Cementerio, San Juan, 00926, Puerto Rico
    San Juan Cemetery lies on the coast adjacent to El Morro (San Juan’s beloved fort) and nestled in the district La Perla, a rougher part of town. Its statues and tombs make it as beautiful as a New Orleans cemetery. Exiting El Morro, head down the grassy field to your left to catch this flustering overhead view. On this day, a powerful storm was rolling in, casting everything in gray.
  • 1410 Guadalupe St # 113, San Antonio, TX 78207, USA
    San Antonio’s west side is one of the city’s cultural hubs. Latin and Mexican-American influences are vibrantly displayed through public art and murals. The area around Guadalupe Street is an especially rich place to explore. You’ll find art around every corner, cultural centers, theaters, coffee shops, and bakeries. One of the best resources I came across was the San Antonio Neighborhood Tours sponsored by the City of San Antonio Office of Cultural Affairs. You can download free PDFs of the guides here: http://www.saculturaltours.com/. We did the West Side Murals Y Mas Tour. It was an awesome experience that included more than 50 unique sites.
  • 151 Calle del Cristo, San Juan, 00902, Puerto Rico
    Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.
  • Av. Álvaro Obregón 99, Roma Nte., Cuauhtémoc, 06700 Ciudad de México, CDMX, Mexico
    Housed in a mansion built in 1911, Casa Lamm is a cultural center, art school, and gallery. The permanent collection includes works by such notable Mexican artists as landscape painter Abelardo López and sculptor Jorge Marín. Sign up for a same-day lecture or enroll in one of the semester-long classes, which run the gamut from pre-Hispanic art theory to salsa dancing. —Joy Hepp Avenida Álvaro Obregón 99, 52/55-5511-0899, casalamm.com.mx. This appeared in the May/June 2011 issue.
  • Eje Central Lázaro Cárdenas 43, Centro, Cuauhtémoc, 06000 Ciudad de México, CDMX, Mexico
    They’ve been popularized and commercialized in movies and may even seem to be a cultural stereotype of sorts, but visit Mexico City‘s Plaza Garibaldi on any given evening and you’ll soon see that the tradition of mariachis is alive and well and very much a part of modern culture. Mariachis gather at Plaza Garibaldi nightly, waiting to be hired for an off-site event or an impromptu in-the-plaza serenade. You can even negotiate for a few songs yourself, or, if you prefer, sit in the plaza and watch the action as mariachis in a variety of outfits wait for work. Although Plaza Garibaldi has spiffed up a bit in recent years (particularly with the opening of the Museum of Tequila and Mezcal a few years ago), it does have a seedy underbelly. It’s best not to bring your valuables, and if you enter one of the bars on the plaza’s periphery, stay sober enough to keep your wits about you. A popular Garibaldi scam is to invite unsuspecting tourists to several rounds of drinks and then stick them with an astronomical bill.
  • 2335 University Ave, San Diego, CA 92104, USA
    Complete with an in-shop florist and white, honeycomb-tiled wall, this light-filled coffee shop is one of San Diego’s most Instagramworthy spaces. Luckily, it offers more than just good looks—the coffee comes from San Francisco’s Sightglass and the menu includes lavender-honey toast, chia pudding, and an assortment of croissants from Wayfarer Bread & Pastry. Owner Jen Byard is also the cofounder of San Diego’s popular Maker’s Arcade, a holiday market that takes place every December, so she has an eye for artisan items. Communal’s retail section is always stocked with tasteful finds like ceramic mugs and Mexican blankets.
  • 205 E Guenther St, San Antonio, TX 78204, USA
    In the mid-1800s, the Pioneer Mills family helped found San Antonio’s active flour milling industry. It’s fitting that their private residence, the Guenther House, is now home to a local history museum and a delicious restaurant that serves some of the best pancakes in San Antonio. The pioneer biscuits and waffles are also a favorite best enjoyed riverside. Come for the food, but linger for the history lesson.
  • 335 Powell St, San Francisco, CA 94102, USA
    Any hotel in San Francisco that has been operating for more than a century certainly has some stories to tell, and the Westin St. Francis is no exception. From socialites to celebrities to politicians, it seems every bold-faced name has slept (or attended late-night soirees) in its Bliss and Faville–designed towers. Today, guests to this distinctive 1,195-room property still enjoy top-notch service with some thoroughly modern touches: The 1904 landmark building recently underwent a $45 million renovation by Dallas-based interior design firm Forest Perkins, inspired by San Francisco’s moniker as “The Paris of the West.” Guest rooms are painted in Parisian blue, goldenrod yellow, and peony pink, and feature original crystal chandeliers. Downstairs, travelers can marvel at the lobby’s master clock—the first example in the western United States—and study a collection of photographs by Ansel Adams depicting the hotel’s long-lost Patent Leather Bar. Pro tip: Let the hotel’s resident historian bend your ear during a historical tour.
  • 4121 N Marshall Way, Scottsdale, AZ 85251, USA
    Tucked amongst the galleries in downtown Scottsdale’s art district, Frank & Lupe’s is a charming hacienda with delectable, down-home Mexican food. Its shaded back patio is one of the best places to sip ice-cold Tecate or margaritas on a nice day. No doubt one of the restaurant’s shining stars is the carne adobada burrito plate, a warm tortilla wrapped around pork marinated in red chili sauce, vinegar and oregano. It’s on the spicier side, but a nice dollop of sour cream balances it out nicely.