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Since it was constructed at the top of Telegraph Hill in 1933, Coit Tower has been an integral part of San Francisco’s downtown skyline. Named after a 1920s patron to the city’s firefighters—but not designed to resemble a firehose, as the urban legend goes—Coit Tower’s observation deck will give you 360-degree views out over San Francisco, including the Bay Bridge, Alcatraz Island, and the Golden Gate Bridge. Entrance fees range from free (children four and under) to $7 (adult non-residents); visit the website for all prices. Coit Tower is open from 10 am to 6 pm May through October and 10 am to 5 pm from November through April.

The New Mexico Capitol Art Collection is a surprising find: an extensive art collection focusing on nearly 600 New Mexican and Southwestern artists, housed in the State Capitol Complex. This awesome assemblage incorporates paintings, photography, mixed media, textiles and handcrafted furniture. And, it’s free to the public.

A whole lot of history converges at the Fairmont San Francisco—as do all of the city’s cable car lines, which offer easy transportation to the Financial District, Union Square, and Fisherman’s Wharf. The hotel was built in 1906 but damaged in the Great Earthquake and subsequent fires before it even opened, so celebrated architect Julia Morgan was brought in to repair the building. Once it debuted, the hotel quickly became a city favorite, hosting more than its share of historic events, including the series of meetings in 1945 that resulted in the formation of the United Nations. The hotel’s storied bar, The Venetian Room, also featured big names, from Ella Fitzgerald and Nat ‘King’ Cole to Tony Bennett, who first performed I Left My Heart in San Francisco here in 1961 (Bennett still frequents the hotel).

Today, the Tonga Room & Hurricane Bar is a draw for tourists and locals seeking a kitschy, iconic San Francisco experience, with live music, Polynesian food, and Mai Tais severed against a backdrop of occasional staged thunderstorms. Other dining options include Laurel Court for all-day coastal California fare and the famous Afternoon Tea, a local tradition since 1907. The opulent design of the hotel extends from its lobby—with marble floors and sumptuous fabrics—to the 606 luxurious rooms, each outfitted with comfortable furnishings and modern technologies. Of the 62 suites, 10 also include balconies with city and bay views.

Located across from Chapultepec Park in the upscale Polanco neighborhood, this 42-story hotel is one of the toniest addresses in Mexico City, boasting not one but three presidential suites that routinely host celebrities and heads of state alike—including President Barack Obama. All 700 guestrooms were refurbished in 2015 so even standard rooms boast sleek, modern appointments, while suites offer varying levels of space and luxurious amenities. Whichever you choose, be sure to ask for a room on the highest possible floor to better enjoy the jaw-dropping views over the park, skyline, and mountains beyond.

The hotel’s main restaurant, Au Pied du Cochon, is open 24 hours a day, just like the Parisian bistro from which it takes its name. Other on-site dining options include the Palm Steakhouse, a hip Mexican restaurant, and an Italian eatery with an outdoor terrace. Guests are also within walking distance of some of Polanco’s trendiest restaurants. When it comes time to unwind, there’s an intimate, Nordic-inspired spa on the hotel’s 10th floor.

Few restaurants more than 150 years old can be called trendy, but in innovation-crazy San Francisco, there is novelty in the classics, and Tadich Grill is the classic. The late Chronicle columnist and unabashed San Francisco-lover Herb Caen was also a frequent visitor. There’s a martini named after him, made with vodka, or as he called it, Vitamin V. The serious nature of the restaurant’s wood paneling, brass fixtures, and waiters in starched white aprons is matched by the food. No need to tinker with classic recipes for fried sand dabs or crab Louie, and the oysters and Hangtown fry are fine the way they have always been. The cioppino is by far the most popular dish on the menu, with about 27,000 bowls dished out a year. People come to Tadich Grill because they know what they’re getting: friendly service, great seafood, and a taste of San Francisco itself.

Bernal Heights is one of my favorite neighborhoods in San Francisco. It’s a little off the beaten path, but on a clear day the park at the top of the hill offers an amazing view of the city and the bay. On a foggy day, the park feels like the setting of The Hound of the Baskervilles. Did I mention dogs are allowed off-leash?

As its name suggests, gin is the spirit of choice at this cocktail bar, which is inspired in every way by all things “across the pond.” Mixologists and servers in button-down Oxford shirts prepare and deliver—what else?—gin and tonics in a setting that’s all pinstripes and British kitsch. Live music rounds out the scene; check the bar’s Facebook page for the current lineup.

If you’re shopping for a foodie friend or you want to take some of the flavors of Mexico home with you, Bottega Culinaria is a one-stop-shop for food-related souvenirs. Here, you’ll find sal de gusano (sea salt mixed with ground worms from the Mexican agave) and Ancho Reyes, a chile ancho liqueur that’s perfect for cocktails. There’s also Mexican vanilla, chocolate studded with chiles, and other unexpected treats.

They intended it as their gift to Mexico, and what a gift it is. Diego Rivera and Frida Kahlo, two of the most famous artists of the 20th century, worked with renowned Mexican architect Juan O’Gorman to create Museo Anahuacalli, a temple-like structure that houses the 50,000+ pre-Hispanic objects Rivera collected during his lifetime. The museum, whose design was also influenced by Frank Lloyd Wright and his notions about the role of the physical environmental in the conceptualization and construction of buildings, also showcases hundreds of pieces of artisan and craft works representative of Mexico. Note that the museum is not open on Monday or Tuesday.

Mexico City’s answer to the Champs-Élysées, the wide, tree-and-statuary-adorned Paseo de la Reforma was first known as the Paseo de la Emperatriz, laid out as a ceremonial lane to take Their Majesties Maximilian and Carlota between the Centro’s government palaces and the imperial residence atop Chapultepec Hill. Today, it functions as one of the city’s most striking business districts, lined with skyscraper banks, offices, apartment towers, and shopping centers, and studded with old-fashioned traffic circles that add big-city excitement. Be sure to hit the roundabout that’s home to Mexico’s Monument of Independence—a beautifully carved column crowned by a gilt, winged Victory that has come to symbolize the city. Great for strolls day or night, Reforma is especially appealing on Sundays when the boulevard is closed to motorized traffic in favor of cyclists, skaters, and just plain walkers.

Mexico City’s Centro Histórico has some fine bars, clubs, restaurants, and hotels where you can enjoy a copa or a cocktail, but if you’re looking for a side of good jazz to go along with your drink, then, the place is Zinco. Housed inside the vault of a former bank, Zinco feels old-school atmospheric and its small size keeps things intimate. Shows feature both Mexican (yes, there’s a thriving jazz scene in Mexico and international artists. Arrive early to ensure you snag one of the few tables and a waiter who will dedicate himself to refreshing your cocktails throughout the night.

Nineteenth-century Cuban independence leader José Martí lived a short but full life, creating a considerable body of writing and traveling extensively. He spent long enough periods of time abroad that he could have been considered an expat; he lived in Mexico in 1875 and again in 1894. During his latter stint in Mexico, he lived on Calle San Ildefonso 40 in the Centro Histórico. A plaque on the building’s wall commemorates the historic inhabitant. Martí appears in other scenes you might see around Mexico City, especially in the murals of Diego Rivera. In “Sueño de una tarde dominical en la Alameda Central,” Martí stands next to Frida Kahlo, tipping his black hat at two ladies. Alameda Central, the park located next to Palacio Bellas Artes, was a favorite spot of Martí’s when he lived in the capital. The mural’s subject is significant moments in Mexican history and in addition to Martí, it depicts a number of important Mexican politicians and thinkers.” Today, the mural is part of the permanent collection of the Museo Mural Diego Rivera in Mexico City.

Built for the 1968 Olympic Games, the Palacio de Deportes remains an architectural icon of the second half of the 20th-century. Its unusual exterior somewhat resembles the exoskeleton of an armadillo, and its texture stands out as you look at Mexico City from the air just before landing at Benito Juárez International Airport. Today, the Palacio is the site of concerts and sporting events, including motocross and American football, among others. For a full listing of current and upcoming sports events, check the venue’s website.

Few airports put as much thought into traveler’s well-being as San Francisco International. The Berman Reflection Room, one of many unique spaces, provides, “A center for quiet self-reflection and meditation.” Free from distractions—technology, talking and noise—here you can just take a moment to decompress. Easily accessible, pre-security in the main international hall, it can be a meaningful stop before a long journey or after saying goodbye.

Perhaps it’s more interested in diner loyalty than in snagging prizes, but chef Elena Reygadas’s original Mexico City restaurant is still beloved—and busier than ever. So while a few greatest hits linger season to season, there’s always something new to try, inspired by food of the Mediterranean (or the Middle East, or Paris) but supported by the just-picked ingredients only Mexico knows. It invites repeat visits where patrons count on impeccable breads and pastas, delicate greens, and sauces that never cloy or overwhelm, plus some of the freshest fish and tenderest viands to be had in the city. The setting—a venerable town-house patio and parlors, decorated in florid, provincial filigree and anchored by lovely vintage furnishings—is one of the city’s most romantic.