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The birthplace of tequila, mariachi, and Mexican rodeo has something for everyone. A trip to the city is an exercise in contrasts—be sure to visit the historic center, artisan markets, and old neighborhoods to get a feel for Tapatio traditions, while also making time to experience Guadalajara’s burgeoning food, art, and cultural scenes.

“Aquí, Se Guisa” is the motto at Borda Berri, one of the Old Town’s best pintxo bars. The star of every pintxo is a braised critter: beef, octopus, rabbit, you name it. There’s no pintxos on the bar at this spot, but don’t let that keep you from entering.

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.

San Diego’s first food hall is housed in the city’s former naval training center, a 361-acre site in Point Loma that now features a lively business district with wide lawns, a waterfront park, and historic Spanish Revival–style buildings. Here, vendors serve everything from coconut-curry chicken sausages to ahi tuna poke bowls, providing the makings of a casual lunch or dinner. Take your food to the patio, or sit inside at the high-top tables near the bar and enjoy the untouched murals that line the upper walls. Painted by naval recruits in the 1950s, they depict various vessels, from a late 18th-century sailing ship to a World War II aircraft carrier.

One of my favorite dive sites on the west coast of Puerto Rico is Crashboat in Aguadilla. This shore dive is easily accessible for all levels of diving, and you’re guaranteed to see something amazing on this artificial structure. Crashboat is named for this once Air Force based marina, where the “crashboats” would deploy to retrieve the crashed planes from training sessions of Air Force pilots. It was later abandoned and turned into a recreational area for locals and dive enthusiasts. Scout the pilings for seahorses, frogfish, octopi, and lionfish. At maximum depth of 30 feet, find a sunken base where bigger fish like to hide. Bring your flashlight to scope out the interior. Not a diver? No problem. Enjoy the sandy beaches, reggaeton music, and aromas of delicious Puerto Rican food all day long. One entire side of this recreational park is lined with street vendors selling food, handicrafts, and drinks. Want that true Puerto Rican vibe? Want to see how the locals relax on a weekend? Crashboat is your place. But if you’re not interested in the crowds, come here in the morning on a weekday. I dive here regularly, and I avoid crowds by diving early. Enjoy!

The laid-back restaurant Carbon Caribbean Cuisine takes you on a culinary journey around the Caribbean. You can order typical dishes from Cuba, Jamaica, Puerto Rico, and, of course, the Dominican Republic. Popular with locals, Carbon offers a glimpse of island life beyond the beaches and resorts.

Palermo, Sicily’s capital, is a marvelously jumbled, crumbling blend of old and new—a canvas upon which the region’s complex and ever-shifting history has been painted. Over the centuries, the port of Palermo was controlled by forces from the far corners—from Phoenicians, Greeks and Romans, to Arabs from North Africa, and then Normans from France, who oversaw a renaissance during which many of Palermo’s iconic landmarks and modern tourist attractions were built.

To see some of the vestiges of ancient empires, take a day trip from Palermo to the Valley of the Temples at Agrigento, a UNESCO World Heritage Site. Its Greek and Roman ruins, including the Temple of Concordia, remain wonderfully intact. Within the city itself, explore the attractions in historic neighborhoods such as the Arab district of La Kalsa, home to the finery-filled Palazzo Mirto. The Quattro Canti (Four Corners) lies in the heart of the old city, with Piazza Pretoria on the corner. From there it’s only a short distance to Palermo’s Norman Palace, another UNESCO World Heritage Site and one of Palermo’s star attractions, which houses the Palatine Chapel, famous for its intricate mosaics.

Palermo is also a perfect jumping-off point for sightseeing excursions to the idyllic beaches of Mondello, the medieval coastal town of Cefalù and the mountain village of Monreale, which is known for its exceptional Norman cathedral.

Xi’an is the historical heart of China. Walk along the Old City Wall, and imagine yourself in the Tang Dynasty. The city feels especially enchanted when the lanterns light up and street musicians play traditional music on street corners. Xi’an’s food is enough to win over the most reluctant visitor: biang biang noodles, a regional specialty, and street food in the Muslim Quarter, and all the sweet desserts.

Food-lovers and chefs flock to Charleston and many limit their visits to the dining rooms of the latest thing, the just-minted award-winners, but locals (and regulars to town) know that the true taste of Charleston can be found in restaurants that cook from old recipes, making dishes from memories of hot nights, small kitchens, and big flavor.

Spain’s capital offers the best of food, art, architecture, and nightlife. For the best address in town, book a stay at AC Palacio del Retiro, set on the Parque del Retiro. For Old World splendor and a star-studded past, check in to the Gran Meliá Fénix. Foodies will want to score a room at Hotel Hesperia Madrid, home to one of Spain’s top restaurants, while design lovers will appreciate the details—old and new—at Urso Hotel & Spa in the hip Salesas neighborhood.

Australia’s Northern Territory is home to some of the oldest artistic traditions in the world. As such, it’s one of the best places to buy authentic Australian Aboriginal art, which includes dot paintings, bark etchings, wooden objects, and pottery. But it’s important to make sure Aboriginal artists receive their fair share of profits when you purchase indigenous art in the country. These galleries, shops, and Aboriginal arts and craft centers are great places to start.

In a city with a taco shop on nearly every corner, Salud stands out for its Chicano-inspired food and decor: According to owner Ernie Becerra, the tacos served here are not traditionally Mexican. The signature Barrio is served on a tortilla made of flour instead of corn, and its filling (stewed beef topped with nopal, beans, and sour cream) is a take on a popular dish in Southern California’s Mexican community. In the dining room, a tattoo mural and a car hood mounted on the wall nod to the lowrider lifestyle Chicano kids grow up idealizing.

After years of development, San Antonio’s revived Pearl Brewery district is now a hotbed of activity, with an array of restaurants, shops, and residential buildings, plus an outpost of the Culinary Institute of America housed in a former 19th-century brewery. At its core is the 146-room Hotel Emma, set in the complex’s former brew house, and named for the wife of the original brewer. Envisioned by noted design firm Roman and Williams, the décor melds salvaged items with lots of rich woods, buttery leathers, and handwoven textiles, resulting in spaces that are warm and cushy. Adding to that cozy feel are higher-level rooms that feature claw-foot tubs or fireplaces, a bi-level library stocked with over 3,700 tomes, and the clubby Sternewirth Bar, which serves potent cocktails in an old fermentation silo. Food is also a focus here—in addition to Chef John Brand’s Supper, serving farm-fresh New American fare, and Larder, a café and gourmet market set in the former fermentation cellars, the hotel offers a Culinary Concierge to help connect guests to the best of San Antonio’s booming food scene.

There was some trepidation among locals when Rosewood first announced its plans for this 13 plus–acre resort—the largest in the UNESCO World Heritage Site’s cobblestone historic center. But it didn’t take long for both residents and repeat guests to embrace it. The property evokes an authentic sense of place, with buildings made with the limestone used to build parts of the old town, decor crafted by local artists and artisans, and the same beloved ladies making fresh tortillas and sopes at breakfast since the hotel was under construction. Designed to feel like a hacienda, the 67 rooms and seven multibedroom townhouse residences—some of which are available to rent—are scattered around intimate courtyards and gardens, many featuring art and sculptures; a large outdoor pool, rotating indoor art gallery, and spa featuring treatments inspired by indigenous healing traditions are also on-site, while programs such as the Art Concierge help engage guests with the destination. The cuisine is also a big draw: Savor reimagined Mexican flavors and learn about regional wine at the gourmet restaurant; try a tequila tasting at the bar, which turns into a sushi-and-craft-beer spot on the weekends, or join locals for the popular Sunday brunch.

Looking for something really unique to bring back from your time spent in Puerto Rico? Grab a t-shirt from Uncharted Studio (or a trucker hat, a bag, some stickers...). Established in 2005, this place put custom silk screening shirts on the map for Rincon. They use 100% ringspun cotton tees for a nicer quality and feel. and their printing solvents are non-chemical, soy and citrus based. Talk about eco-minded! This is something you want to support! Your trip to Rincon is not complete without stopping here for a t-shirt!