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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.

Each Saturday from October to July (and once a month in August and September), the marina of Cabo San Lucas becomes a stage for local artists, musicians, and performers to peddle their wares and showcase their creative skills in the Circuito Cultural (Cultural Circuit), an event started by local entrepreneurs. Artists display their work from noon to 10 pm and live music and dance keep crowd entertained from 6 pm to 11 pm. The performances aren’t just Mexican in inspiration or origin; recent highlights even included Scottish country dancing.

A short drive outside the town of San Pedro de Atacama, Tierra Atacama has wonderful views of fields and Volvano Licancabur. The hotel is part of the Tierra hotel group owned by the Chilean-American Purcell family (who also own Tierra Patagonia, Tierra Chiloé, and Ski Portillo). The property originally served as a cattle corral, but Chilean landscape artist Teresa Moller has transformed the grounds, preserving the ancient algarrobo and chañar trees and restoring the adobe walls.

The bedrooms are decorated in natural colors, with local touches like ceramics marching along the sills of the extra-large windows. Animal-skin rugs and alpaca throws provide a touch of warmth for the cool desert nights. You can see the incredible silhouette of Volcano Licancabur from all the rooms, but the Poniente rooms are slightly larger and have better views. There is a friendly communal vibe at the hotel, and upon arrival guests meet with the head guide in the main lounge to choose from the range of group activities on offer each day.

The church of the mission of San Jose del Cabo is simple, both inside and out, but one of its charms is a special area where locals tie ribbons with petitions for divine intervention or expressions of thanks written on them. If you’d like to join in on the tradition and express your thanks, choose a white ribbon and write about what you’re grateful for on it. Then, tie it to the rack near St. Charbel Mahklouf, the somewhat obscure Lebanese saint who is believed to work miracles.

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.

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.

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.

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.

Philippe Starck’s design firm, Yoo, transformed an 1872 dowager hotel into the 63-room Hotel Sans Souci Wien. Expect oversize Starck and Arne Jacobsen furnishings, four-poster beds, parquet floors, pillows made with Fornasetti fabrics, and pieces from the owner’s art collection (Picassos among them) that contrast with a soft color scheme. Downstairs in the spa, you’ll find a true Viennese rarity: a 65-foot indoor pool.

Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.

Should you find yourself on the backroads of Homestead, Florida, the gateway to the Everglades, you’ll come upon open fields and vineyards. It’s here that a roadside stand displays the bold lettering: “Robert is Here.” But who is Robert? And what’s here? Robert is a real person who founded this fruit stand in 1960 and has worked here nearly every day since. It’s now a family operation with help from his wife and children. All manners of tropical fruits await you, from the authentic key limes by the pound to jackfruits to the aptly named “ugli fruit.” Try the ruby red Florida grapefruit samples and browse the selection of honeys and hot sauces. Admire the sunflowers, opened by the summer light. Don’t leave without a smoothie! And if the fruit isn’t enough, the stand also has an adjoining zoo and water park. How’s that for a random town in southern Florida?

Viñedos San Lucas is a new multi-use development fifteen minutes outside downtown. Its gracious, yet rustic hacienda vibe is attracting new neighbors plus locals and visitors to a complex that includes a quaint hotel and spa, two Mediterranean restaurants, one of the region’s finest wine cellars and even a polo ground. Vineyard excursions (don’t miss the lavender and olive groves) offer a glimpse of a Mexico few know; the mood is divinely bucolic. Time flies painlessly over wine and conversation, both outdoors and in.

Don’t be deceived by its West London locale. Notting Hill may be one of the city’s poshest neighborhoods but all that is forgotten when it comes to its outdoor flea market. Portobello Market is mainly known for its impressive collection of antiques but you can also shop for fresh food and score some unbeatable deals on clothing. I walked away with £5 dresses on more than one occasion. To get here, take the Tube to Notting Hill Gate, which is on the District, Circle, and Central lines.

The main church of Bologna, San Petronio Basilica dominates the main plaza. Construction on the church began in the 14th century and was dedicated to a 5th century Bolognese saint. One of the most fascinating parts of the church is the elaborate sundial found inside. The sundial is in the form of a meridian line and was added in the 17th century. The famous astronomer Giovanni Domenico Cassini designed the sundial and its measurements are amazingly precise.

Make your way to Market Street and head to the Hearst Building, where downstairs you’ll find Local Edition. This cocktail bar takes its inspiration from the thriving San Francisco newspaper business of the 50s and 60s, and it shows—you’ll sip on drinks while surrounded by vintage paper presses and archival newspaper clippings. Try their updated version of a San Francisco favorite, the Bloody Mary. Local Edition is open Mondays through Fridays from 5 p.m. to 2 a.m. and Saturdays from 7 p.m. to 2 a.m.