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This used to be the old highway to get from the leeward to the windward side of the island. It was literally built into the side of a mountain and was barely hanging on. It’s now been replaced with a proper 4 lane highway complete with a tunnel, but parts of the old highway are still there to hike on. To get there you have to go through tourists. They are there for the lookout and the spectacular view – but you can go much deeper than that! From the lookout, go down to the right and go past the ‘closed’ sign, away from the tourists at the lookout snapping photos.

Take the old Pali Highway through dense jungle growing along the side of this lush mountain. We also picked fresh guava off the trees and snacked on them along the way down. We hiked about 45 minutes down and then slowly turned around and came back up. You can hike all the way through to the end though.

• Neighborhood: Dupont Circle
• Why we love it: Recently renovated—and thoroughly stylish—public spaces that attract the best and brightest
• Loyalty program: I Prefer (Preferred Hotels & Resorts)
• From $215
• Book now

Fortunes and friendships change quickly in D.C., but the Dupont Circle Hotel has yet to go out of style. Set right on the roundabout itself, the eponymous hotel assumes a place of pride. Within, the site’s Martin Brudnizki–designed restaurant, The Pembroke—with its coral velvet banquettes, marble tables, and expansive outdoor terrace—has birthed a scene. Thanks to its location around the corner from Embassy Row, everyone from tony locals to visiting diplomats gather here to enjoy its mid-Atlantic-inspired menu, while the walnut-and-brass-clad Doyle is a whiskey bar fit for Ireland (home base of the Doyle Collection).

The 327 sleek guest rooms take similar advantage of their surroundings, most with large windows overlooking the circle. Upstairs, Irish designer Clodagh refreshed the penthouse suites, where spaces for relaxing include deep soaking tubs and private terraces with sun loungers. Clodagh also redesigned the lobby, which has the look and feel of a high-end apartment, thanks to details like a cozy fireplace and a look-through bookcase with brass accents. Best of all, though, is the feeling of walking out the front door in the morning and knowing that the capital is at your doorstep.

Read Afar’s full list of top hotels in Washington, D.C.

Bar San Marcial is easy to miss. Tucked into a small hallway on Calle San Martzial, you have to duck in and head down a couple of steps to get to the classic wooden bar. Once there, don’t miss their excellent selection of fried things. The best, their house trademark, is the Gavilla. It’s a chunk of tenderloin, a slice of ham, and a slice of cheese surrounded by bechamel and fried golden brown.

Local chef Donnie Masterton long ago refined the art of matching sensory experience to fine food, and The Restaurant, on Sollano in the Centro, offers thrills on every level. Dinner here is an occasion for shirts with collars for men and shoes otherwise reserved for dancing for the women. (Dancing, by the way, often erupts in the bar in the wee hours, so it’s good to be prepared.) And while every night at Donnie’s proves a visual treat, Thursday nights are the see-and-be-seen scene, when locals stop in for gourmet burgers—available that night alone—with their Chateau Puy Blanquet St. Emilion Grand Cru.

Chances are you’ve seen Maria Pinto’s works at some point in recent years—she’s known for dressing the likes of First Lady Michelle Obama, Oprah Winfrey, and Brooke Shields. That fan base is only growing with the opening of her West Loop Style Studio, where women can shop M2057 by Maria Pinto, a ready-to-wear collection inspired by urban architecture and design. Created for the time-pressed but fashion-forward woman, Pinto’s pieces marry runway ideas with a low-maintenance aesthetic (the upscale fabrics might be imported from Italy, but they’re also machine-washable and wrinkle-resistant—perfect for travel). In addition to plenty of day-to-night options like dresses, skirts, tops, and pants, the boutique also carries belts and jewelry by outside artists, curated by Pinto.

When Chef Richard Reddington was tasked with concepting a new, casual restaurant in Yountville to compliment his Michelin-starred Redd, he brought in a wood-burning oven from Italy and Liza Shaw from A16 to work her magic with yeast and flour and fire. Success. Shaw has since moved on, but the eatery maintains its stellar reputation for Italian fare and a relaxed atmosphere. The best seats at Redd Wood are at the bar, where you can see into the open kitchen and the charcuterie cooler, enjoy a respectable Manhattan, and avoid the tourist hordes.

Owned by brothers James and Adam Roth, this quaint wine and gourmet food shop welcomes customers to sample a handful of seasonal wines or beers every Thursday and Friday evenings and Saturday and Sunday afternoons. The wines and beers are usually paired with artisanal cheeses and/or charcuterie from their gourmet food section. Ask to be on their email list so as to find out what specials and promotions are happening. Beer tastings are held on Thursday evenings, and wine tastings take place on Friday, Saturday, and Sunday afternoons.

Contrary to popular belief, you don’t have to go all the way to Japan to stay at a traditional Japanese ryokan and experience the restorative spa experience of an onsen, or hot springs bath resort. Just 15 minutes from the cultural heart of downtown Santa Fe, Ten Thousand Waves’ 20 sprawling acres are home to one of the United States’ most distinctive and luxurious spa retreats. The nine hot baths are truly restorative, and the spa’s many Japanese-inspired treatments are as pampering and healing as at any top spa. Ten Thousand Waves keeps with the Japanese tradition of baths as a place for fun and socializing, making it especially popular with groups of friends. The festive atmosphere extends to the inn’s izakaya, which serves traditional Japanese cuisine from local ingredients (in other words, no sushi). Each of the 13 cottages draws on nature in its serene aesthetic, with clean lines, natural wood, and traditional artwork, in addition to all the requisite modern luxuries.

Why we love it: A laidback but luxurious coastal retreat set in one of Southern California’s loveliest villages

The Highlights:
- Comfortable, light-filled rooms with private balconies
- Outdoor dining with ocean views
- A beautiful beach just a short walk down the hill

The Review:
Self-described as “your home by the sea,” L’Auberge Del Mar feels more like a mansion plucked from a Nancy Meyers movie. The immaculate property comprises 121 estate-style bedrooms set around a central pool and dining terrace just steps from a textbook SoCal beach. Rooms are full of welcoming touches—plush bedding, marble bathrooms, private balconies or patios, and carefully curated books on local topics—while facilities include several upscale dining and drinking options as well as two tennis courts, a 24-hour fitness center, and an award-winning spa. The hotel even welcomes dogs—and remembers them from previous visits—adding a personal touch to every stay.

Stop by the Living Room for cocktails and regular live music, savor fish tacos at the outdoor Shoreline restaurant as the sun dips into the Pacific, or end the night by the firepits at Bleu Bar. During the day, head to nearby Powerhouse Park and Beach for surfing, swimming and sunbathing, or Torrey Pines State Natural Reserve for hiking. Both Del Mar village and neighboring La Jolla offer upscale shopping and dining, and San Diego is less than 30 minutes on the freeway. Should you wish to stay closer to “home,” there are Electra Beach Cruisers available to rent as well as a village shuttle that covers a one-mile radius around town.

Located along the historic Chesapeake and Ohio (C&O Canal), this laid-back neighborhood bakery and coffeehouse is one of my favorite hangouts in D.C. Baked and Wired serves delicious food and drinks in a cozy atmosphere. The space is adorned with works done by local artists and photographers—as well as napkins scribbled with slogans, poetry, and pictures by visitors who wish to leave their mark. Owned by a husband and wife team, Tony and Teresa Velasquez, the shop has been whipping up handcrafted baked goods since 2001. To the delight of the young, the old, the college kids, hipsters, and the “power suit” crowd, the shop churns out a plethora of treats. You’ll find cupcakes (“cakecups”), brownies, cookies, pies, bars, muffins, cakes, quiches, breads, biscotti, and even “zilla bonez” (dog biscuits). They also serve the best coffees including Stumptown, Intelligentsia, Madcap, Barismo, and Ceremony. For tea, try the “Chaider"—a seasonal combo of chai and apple cider. Dine here like a local; upon entering, head to the left side for the baked goods (the “Baked” side) and then to the right for coffee (the “Wired” side). Signature baked goods include: — The Strawberry Cupcake: made from fresh strawberries mixed with vanilla cake batter topped with a swirl of pink buttercream (the local favorite). — Bee Stings: shortbread cookie topped with sliced almonds and honey. — OMG’s caramel s’mores: a layer of graham cracker crust followed by caramel, marshmallow, and chocolate.

The Hyatt brand is world renowned for its service and experience. Their Maui property checks all the boxes for creating the perfect island vacation. From the beautifully executed integration into the ocean environment, to the services and activities at your flip flopped feet, life’s stresses give way to island time the moment you arrive. Close enough to Lahaina town to skip a car rental, yet buffered from the distractions of the world, it’s a great balance in one location. The onsite restaurants are top notch, easily keeping your calorie intake therapeutic. The bars offer a wonderful mix of island cocktails to melt away any residual tension from your stand up paddle board lesson. The little bay on the south end of the resort is home to a healthy group of huge sea turtles, easy to paddle up to in a kayak or board. Walking everywhere is easy and entertaining. Whaler’s Village is just a mile up the beach on a paved path the takes you through some of the other resorts in the neighborhood. Rooms are crisp, spacious and have some ocean views. The resort is medium-sized so you don’t feel overwhelmed by the physical plant. Speaking of plants, there are hundreds of native flora dotting the grounds. Also wondering about are flocks of flamingos and penguins. The Hyatt is a first-class operation leaving you free to relax to your heart’s content.

This beautiful one-mile stretch was donated to the people of the Virgin Islands by Arthur Fairchild, a benefactor of the islands who’d made his fortune on Wall Street before retiring here. The usually calm waters of the heart-shaped bay make the beach the most popular on St. Thomas. Rent beach chairs and floats, and pick up lunch from stands selling burgers, pizza, and other snacks. Lifeguards are on duty every day.

San Sebastián, for many, is a surf town. Pukas is your one-stop shop for everything from surf lessons, bikinis, gear, and cool souvenirs with a local twist, like their trademark ‘Surfing the Basque Country’ t-shirts.

This dockside restaurant has a charming historic patina, as it is part of an actual fishing club headquartered in an 18th-century military Cartagena fortress, San Sebastián del Pastelillo. Sit at outdoor tables with views of the city, the bay, and the club’s private marina and pier (some of your fellow patrons arrive by boat!), and dine on freshly caught seafood. On weekends, live music—jazz, bossa nova, and flamenco—animates the scene.

At La Cuchara de San Telmo, on the corner of the plaza Valle Lersundi in San Sebastian, the specialties were hot pintxos, quickly prepared to order--from the menu or the specials board, or by pointing to what your neighbor was eating. This was one of best scallops I have ever tasted. But then, so was the second one we had when we returned after another hour or so of pintxo bar hopping in the Parte Vieja (Old Town).