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Since opening her first store in Palm Springs in 2002, fashion designer Trina Turk has forged a style that’s become synonymous with desert chic—an inimitable riot of color, pattern, and texture. Her original shop has now expanded twice to fill an entire 3,800-square-foot Albert Frey building, helping spark the revitalization of the city’s upscale Uptown Design District. Designed by Kelly Wearstler, the interior’s penny tile flooring, vintage foil wallpaper, and Lucite and acid-yellow accents create a glamorous, playful backdrop for Turk’s trendsetting women’s and men’s collections. This being Palm Springs, an entire department is devoted to swimwear (don’t miss the dressing room’s wallpaper). You’ll also find curated pieces that fit with the Trina Turk aesthetic, such as pool floats from Sunny Life, Missoni Home towels, Dinosaur Design resin accessories, and Jonathan Adler home goods. Insider’s tip: This is the brand’s only location where you’ll find vintage treasures, including Missoni and Pucci caftans, that Turk hand selected.

It’s all about the playful details at Holiday House, from the love beads that guests receive on arrival to the custom fortune cookies they take home with them. But make no mistake—this 21-and-up property is an upscale, high-style destination. Built in 1951, the 28 rooms and communal spaces were originally designed by pioneering architect Herbert W. Burns, one of the major forces behind Palm Springs modernism. A 2017 update by lauded interior designer Mark D. Sikes reinvented the hotel, giving fresh life to its clean lines with curated artwork and a cobalt, white, and warm wood palette (even the bicycles match). Accommodations are organized as Good, Better, and Best—and the latter is well worth it for the soaking tub and outdoor shower. The pool scene is laid-back and refined—waiters serve rosé flights between guests’ dips in the water—while an honor-system pantry is stocked with such desert “essentials” as sparkling water, straw hats, and potted succulents. Pro tip: Make a reservation in advance for the al fresco Friday night fried chicken dinner, which draws a crowd for its locally sourced chicken, delivered fresh that day and served with comfort-food sides.

Since the 1970s, Melvyn’s has hosted a string of famous guests—most notably Frank Sinatra, who held court from corner booth #53 whenever he was in town. The Rat Pack spirit endures here. Old standards play nightly (except Mondays) at the piano bar, while tuxedo-clad waiters serve up Manhattans and martinis. A 2017 face lift spruced up the chandelier-strewn dining room and returned the bar to its former pale pink–tufted glory. Melvyn’s was and still is one of few places in Palm Springs with a dress code—it once famously turned away Steve McQueen and Ali McGraw for showing up in motorcycle ensembles—although diners are now allowed to dress more casually if they’re eating under the striped awning of the patio. Call ahead to reserve a table (yes, Sinatra’s booth is still available) and then give in to nostalgia. For lunch, try the Monte Cristo sandwich; after dark, follow jumbo prawn cocktails and oysters Rockefeller with tableside-prepared steak Diane and cherries jubilee. Insider’s tip: Ask maître d’ Brian Ellis, hired when Melvyn’s first opened, about the night the FBI stopped by.

When you’re staying at this historic property, it’s worth waking up early to watch the sun rise and turn the sky pink against the San Jacinto Mountains. Romance suffuses this upscale three-acre resort of low-slung bungalows, designed in 1952 and later refreshed by acclaimed designer Steve Hermann. The light-drenched Fireplace Junior Suite Bungalow—once Marilyn Monroe’s room of choice—is a favorite for couples, with its private outdoor shower and wood-burning copper fireplace, plus Frette robes and L’Horizon-branded eye masks. The property’s restaurant, SO•PA, is equally alluring, thanks to a linear fire pit and fountain outdoors and sparkling modern metallic chandeliers inside. While the menu of New American fare is inspired—try the honey mussels paired with an Infinity Paloma cocktail—the chef will also create, with advance notice and upon request, a personalized tasting menu riffing off the day’s best produce and in keeping with any dietary restrictions. Pro tip: The deep-tissue rubdown at the indoor-outdoor spa is unparalleled, but pampering doesn’t need an occasion here—hit the poolside sun beds early for complimentary back and foot massages.

Never mind if you’ve never snapped on a climbing harness before. The sole prerequisite for a private climbing experience with Cliffhanger Guides in Joshua Tree National Park is a willingness to try something new. After speaking with you at length about your comfort level and goals, one of the outfitter’s pro guides will custom-tailor an expedition around the area’s 9,000 rock climbs. Instead of visiting crowded tourist-frequented areas, you’ll wind up on lesser-known paths that often lead to blond domes of gritty quartz monzonite that you’ll have all to yourself. Slab climbing—a style valuing balance and fine footwork over forearm strength—usually prevails, giving you the stamina to handle a five-hour half-day or unlimited-time full-day trip. The expedition includes all necessary technical equipment, along with a less-than-rugged picnic lunch—hummus, fresh vegetables, wine-soaked cheese—but climbers should bring their own water. The guides are friendly and approachable, happily pointing out rare desert plants and giving you a local’s perspective on the area (ask about their favorite trails and juice bars). The region’s popularity continues to explode, with weekends and holidays filling up weeks out, so book in advance.

Pizza is always a good idea. And pizza fresh from a wood-fired oven served at a table as close to the sea without actually being in the water is an even better idea. Downstairs at the Hotel Covo dei Saraceni, this casual brasserie serves inexpensive pizzas for lunch and dinner. The chewy Neapolitan-style crust is slathered with San Marzano–tomato sauce and fresh, creamy mozzarella, decorated with a basil leaf or two. The simplicity is delicious. You can also order your pies for takeout.

Begin your perfect beach day with a stop at this snackbar on Positano’s Spiaggia Grande for a sweet brioche and a cold cappuccino freddo. In the afternoon, come back for a scoop of gelato or a chocolate-dipped ice cream–bar snack. At the end of the day as the sun drops behind the mountain and the day-trippers leave, perch on one of the high stools at the cocktail bar and sip a cold gin and tonic or draft beer. The bar is attached to a formal restaurant that overlooks the beach.

Finding a table with a view, friendly service, and menu prices that don’t make you gasp is a rare thing in Capri. Ristorante Villa Margherita offers all three. Sit under the pergola at lunchtime, and take in the blues and greens of Marina Piccola down below. After dark, the space twinkles with soft lights and candles. Island classics such as insalata caprese and spaghetti alla Nerano, made with zucchini and provolone, are featured on the menu. Finish on a cool refreshing note with paper-thin slices of pineapple carpaccio marinated in ginger.

Sicily has a long tradition of puppet shows, and they’re not intended merely to amuse the kids. These are elaborate theatrical works that tell complex stories through beautifully crafted marionettes. Palermo’s International Museum of Marionettes Antonio Pasqualino (its full name) honors the art as it’s performed in Sicily and in other cultures around the world. The 3,500 puppets on display come from Sicily, Japan, Indonesia, Cambodia and parts of Africa. You can even watch marionettes in action in a theater on the top floor; check the schedule to see what’s playing during your visit.

The cathedral in Amalfi, with its glittering gold mosaic facade and colorful Majorca-tiled dome, dominates the main piazza. Construction on the cathedral began in the 9th century, and centuries of additions and renovations are revealed in the mashup of Moorish and Norman Romanesque styles present. Climb the 62 steep steps in front to admire the enormous bronze doors that were cast in 11th-century Constantinople. Inside, the crypt holds the relics of St. Andrew the Apostle, the patron saint of Amalfi. Through the cathedral’s portico, you can enter the Cloisters of Paradise, a 12th-century arcade bordered by 120 columns surrounding a garden. This peaceful space was created as a burial place for the noble families of Amalfi.

Two Florentine brothers were inspired by the history of radio communication to name their cushy bar Mayday—and outfit it with vintage radios (set on the tables and hanging from the ceiling), black-and-white photographs, and tons of other vintage memorabilia. The drinks, too, feel of another time, with their focus on handcrafted preparations, small-batch liquors, and organic and locally grown ingredients. Sample everything from unfiltered brews made from Tuscan barley and wheat, to a rare Scottish whisky or a green tea–infused cocktail. The atmosphere is one of collaboration: There are nightly lively music performances, the walls are lined with art installations and exhibits, and patrons are encouraged to leave their own vintage mementos. Classes in mixology and infusion-making are also available, and are a fun way to hone your skills while mingling with locals.

For the best selection of the region’s handpainted and colorful pottery, head to the Ceramica Assunta shop at number 97 on the Via Cristofero Colombo. There you can shop for tableware, serving bowls and platters, and pitchers. Buy an entire dinner service or just pick up souvenirs such as tiny olive dishes and limoncello cups, all whimsically painted with birds, pigs, and sheep. The store will expertly wrap and ship your purchases, so you don’t have to transport breakables in your luggage.

You will likely meet at least three generations of the Porpora family during your meal at this warm and inviting restaurant. The food, too, is inviting: Deep-fried zucchini flowers are stuffed with ricotta, anchovy, and lemon zest, and traditional Amalfi Coast pasta dishes (like one with mussels, potatoes, zucchini, and provolone) have a lighter, more modern touch than versions elsewhere. Chef Giosuè Maresca’s wife, Mariella, makes the restaurant’s legendary desserts: In particular, try the tart and creamy delizie al limone. A few doors down, Vincenzo’s sister holds court at a small shop that sells the aprons worn by the servers at Da Vicenzo, as well as ceramics, small-batch olive oil, liqueurs, tablecloths, and glassware.

Irene, a bright and colorful restaurant at the Hotel Savoy, is great for lunch on the sunny bistro terrace outside or for a nightcap sipped on a velvet banquette at the bar inside. The kitchen turns out traditional Tuscan cuisine with surprising modern touches: The classic tomato-and-bread pappa al pomodoro comes stuffed inside ravioli, and the vitello tonnato (veal with tuna-caper sauce) is topped with ribbons of shaved fennel and served with the sauce on the side. On Sundays, the popular “Lunch at Nonna’s” menu is a loving nod to the restaurant’s namesake. Pre- or post-dinner, grab a seat on the terrace, overlooking Piazza della Repubblica, to enjoy wines served in retro-style carafes and bubbly poured into 1950s coupe glasses.

Located a few steps away from the Ponte Vecchio in what was at one time a medieval palace, this restaurant serves a traditional menu of dishes made with regional ingredients. Their beef is sourced from a farm in the Maremma countryside and the wine list highlights Tuscan producers. Even the restaurant’s name is a nod to the local culture—orafo means “goldsmith,” and this neighborhood was where gold workshops were once located. Start with Tuscan white beans drizzled with olive oil, with a serving of fennel salami, then move on to the pasta course. (The taglierini ai piselli freschi, pasta with fresh peas, is particularly good in season.) For dessert, try the pear slow-cooked in wine or cantucci cookies dipped into vin santo, a strong sweet wine.