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If there’s one night to slide into a booth at this casual diner inside the hip Ace Hotel & Swim Club, make it a Monday. That’s when the place is transformed by the unmissable presence of 90-year-old ex-showgirl Shirley Claire, who sings and brings a healthy dose of razzle-dazzle as she hosts Fabulous Bingo. In fact, most nights of the week have a theme—see Tuesday karaoke at the adjacent Amigo Room bar, half-off wine bottles on Wednesday, and Taco Jueves—so making reservations is a good idea, but not a must. If you wind up waiting for a table, grab an Orange You Glad To See Me—made with gin, orange, Chareau, and lime—and pop into the photo booth. With its stone wall, leather booths, and globe pendant lights, the diner (a former Denny’s) embraces the spirit of the sixties, while the menu offers a distinctly Californian twist on Southwestern and Mexican fare. Must-orders: For breakfast (served until 2 p.m.), opt for the desert classic Date Shake and Huevos Rancheros, made with California- and Coachella Valley–sourced ingredients. For dinner, try the Grilled Mahi Mahi Tacos or Desert Highway Burgers, and request the pickled jalapeños for added kick.

The most rugged, sketchy roads always seem to lead to the best surf breaks. This photo captures the early morning drive over the hill to Cerritos beach in Baja Mexico. Down below I discovered perfect, glassy rights and only a few early risers in the water. In the distance at the point is Hacienda Cerritos, a boutique hotel from which you can stumble out of bed and down to the surf. Mario Beceril, a Baja native, runs a great surf school from the beach for anyone who needs a lesson. mariosurfschool.com

Bordered on the south by its eponymous deep-red cliffs, the national monument is home to broad plateaus, endangered California condors, and some of the oldest petroglyphs in the United States. But the area’s greatest hit is the Wave, a dramatic, undulant orange rock formation. There are trailheads, maps, and minimally marked checkpoints along the trail leading to the famous spot, but unless you opt to hire an authorized guide, you’ll have to pick your way carefully across relatively untouched desert—that is, if you manage to snag one of the 20 daily hiking permits. Apply online four months in advance or enter the daily lottery at the visitor center in Kenab, Utah. Didn’t make it? Grab a map, make sure you have a spare tire, and explore the monument’s lesser-known slot canyons and gulches, or head to the Grand Canyon or Zion National Park; both are within a two-to-three-hour drive. You can always try again the next day. Permits are $6 and $7.

Foodies from all over flock to Mama’s Fish House for ocean-to-plate dishes in a postcard-perfect setting. At this tiki bar meets restaurant, the fish is delivered daily by local anglers and many dishes showcase regional ingredients like Maui onions, Hawaiian chili pepper, and Hana ginger. As a young couple in California, owners Floyd and Doris Christenson fell in love with Maui while on vacation. In 1960, they sailed back across the Pacific, navigating only by sun and sextant, and anchored back on their dream island, where they eventually opened Mama’s. Today, the hot spot can be crowded and pricey, but few begrudge the premium for the fresh fare and stunning panoramas. Make a reservation well in advance for an ocean-view table.

Most people in the city know The Battery as an exclusive social club, but did you know it also houses a 14-suite, boutique hotel, open to members and non-members alike? Featuring a maximalist decor that channels the many sides of San Francisco—be it Chinatown inspired motifs on the curtains or beams from the old ships that used to dock in this location (this area was once water)—the hotel will remind you where you are at every twist and turn. Rooms are spacious, comfortable, and impeccably designed.

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

Cabo Surf Hotel is a beachside property in San José del Cabo, an area popular among surfers and other outdoor enthusiasts. Located right on the bay, the hotel is ideal for guests who want to dedicate the majority of their vacation time to doing nothing more than relaxing on the sand or swimming languidly in the ocean. The hotel’s exterior evokes Southern California’s Spanish-inspired architecture, with white stucco walls and a red-tiled roof. Inside, rooms tend toward the simple side, with tile floors, wicker and rattan furniture, and neutral-colored linens. A spa and restaurant are on the premises. For guests who want to learn how to surf, the hotel partners with a local surfing school to offer lessons.

Le Bernardin, on 51st Street between Sixth and Seventh avenues, is one of the handful of New York restaurants that is regularly awarded four stars by the New York Times (it is also one of five restaurants in the city with three Michelin stars). Chef Eric Ripert’s specialty is fish, and the menu is divided into three categories: “almost raw,” “barely touched,” and “lightly cooked.” If you like your tuna cooked medium, this isn’t the right place for you. Ripert often finds his inspiration in Japanese cooking, with his sashimi and light broths, and adds some Latin American influences, in his ceviches and some other dishes. The fish is always allowed to take center stage, and typically any sauce is merely intended to accent its flavors. The dining room has an understated, contemporary style with light-wood walls and high ceilings. Unlike some celebrated chefs, Ripert has chosen not to build a restaurant empire, increasing the odds that on any visit he will be at Le Bernardin, presiding over its kitchen and dining room.

The Pacific Ocean is a force that calls to some to jump in and join the dolphins that frequent its waters. Temperatures are warmest in August and September, but wet suits are available to rent year-round. Go surfing or take a stand-up paddleboard lesson to more fully appreciate the SoCal spirit and connection to the waves. For a more passive yet still exhilarating way to enjoy the coast, you can parasail above the waves or join a sailing charter from Marina Del Rey.

The splendid neoclassical church of San Felipe Neri (commonly called “La Profesa”), whose present structure was completed in 1720, is a gem in Mexico’s bustling downtown that many visitors never see, with a balanced, harmonious main chapel in sober stone and glossy gold tones. Even fewer visit the church’s picture gallery, called the Pinacoteca, home to one of the city’s most complete collections of colonial-era religious art, imposingly arrayed in a handful of high-ceilinged chambers that seem not to have changed a whit since viceregal days. No such thing as gilding the lily here.

Why we love it: A millennial-minded stay that looks great on Instagram

The Highlights:
- An affordable hotel in a prime location
- Playful but comfy design
- Fun spaces to meet fellow travelers

The Review:
The first California property from millennial-minded hotel brand Moxy, this Gaslamp Quarter hotel appeals directly to the Instagram-obsessed traveler. Everything here is designed for the perfect shot, from the neon sign in the entryway to the daily quotes scrawled in bright pink on the elevator mirrors. Guests check in either at the massive, square-shaped bar or the custom tricycle, at which point they receive a signature “Get Moxy #5” cocktail before being shown to one of 126 smartly designed rooms. Equipped with purposeful details like pegboards to hang clothing and beds framed by LED-lit platforms, rooms are small for two guests, but that’s kind of the point—at the Moxy, guests are encouraged to spend time in the hotel’s communal spaces instead.

With places like the lobby lounge and library to hang out, that’s not a hard directive to follow. A feast for the senses, the lobby blends industrial style (exposed electrical conduits, steel finishing, wood accents) with nautical details (camouflage wall coverings, porthole mirrors, a shipping container). An LED light fixture by Canadian-based Moment Factory hangs overhead, while the first San Diego mural by L.A.-based artist Paul Nandee decorates the lounge area, which also features pinball machines, Jenga, and other games to keep guests entertained. If you need a little alone time, head upstairs to the library, where you can read under a topographic map of San Diego Bay, or hit the gym, equipped with pink boxing gloves and candy (guests are asked not to take themselves too seriously during their stay). Come evening however, it’s time to hit Bar Moxy for local beers and handcrafted cocktails. Should you want to explore the city, there’s also a grab-and-go area, where you can pick up coffee, snacks, and drinks before heading out to Sixth Avenue.

Esperanza, an Auberge Resort, sits on the southern tip of the Baja California Peninsula, offering guests exceptional views of the Sea of Cortéz. Each of the hotel’s 57 rooms faces the sea and Esperanza’s private beach but also offers access to four separate swimming pools. Hotel staff keep guests as busy as they want to be with a full schedule of activities, some of which are the usual Baja resort suspects like yoga lessons and cooking classes. A number of options are quite unique, however—book a master tequilero to teach you about the fine art of tequila appreciation, or take classes in Spanish, salsa, painting, and more. Guest rooms are gorgeous, with an earth-tone color scheme and fine, locally made handicrafts as decorative accents. Bathrooms in the casitas look out onto water, while villas have full kitchens and dining rooms.

The date-night dinner-and-a-movie standard has been taken to a new stylish height at this acclaimed restaurant in the Mission District. Grab a table on the patio under the strings of lights to dine on seasonal California cuisine while films flicker on the back wall. It’s romantic, and easily one of San Francisco’s most unique dining settings. But don’t think of Foreign Cinema as just a gimmick. The stellar cuisine is the real scene-stealer here, which is why Foreign Cinema is consistently ranked as one of the city’s best restaurants. Chef Gayle Pirie and her partner, chef John Clark, have transformed this into a destination restaurant. Reservations are still tough to get, especially for Saturday night and Sunday brunch, but plan ahead and you’ll be glad. From fresh local oysters on the half shell to caramel pecan sticky buns to a popular sesame curry fried chicken, the food is always as stellar as the setting, making date night or brunch with friends an event you won’t soon forget. The adjacent wine bar, Laszlo, is perfect for predinner drinks or nightcaps.

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.

Expat owned and run, this spot brings California-style burritos to Mexico. The tiny outdoor restaurant—featuring only three long tables—routinely fills with an eclectic mix of locals, foreign residents, and tourists in search of a casual spot for laid-back socializing. The hole-in-the-wall chic surfer vibe pairs well with made-to-order burritos and tacos with several kinds of seafood and tortillas; you’ll also find umbrella drinks, traditional Mexican micheladas (beers served with ingredients like lime juice, chili powder, and Worcestershire sauce), burgers, and ceviches. Best of all, it’s open round the clock, making it an easy option for wee-hour snacking when Party Center clubs let out.