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Birds Boutique Cafe is a mildly quirky and unpretentious place to have a cappuccino. With their family-style seating around large wooden tables, you’ll be tempted to strike up a conversation with a stranger next to you. Speaking of family, it’s a family-owned business. Their daughter, Frauke Stegmann, is an internationally acclaimed graphic designer who makes everything from the teacups to the creative light fixtures for the cafe. It will soon become one of your favourite places to grab a bite to eat for breakfast or lunch (try the chicken pie). It’s a good example of the type of unpretentious, casual cafes you’ll come across in the Mother City.

One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.

On the island’s easternmost point, this undeveloped, rugged area of Anguilla is great for hiking, exploring nature, and taking a break from sunbathing. Begin your trek at Windward Point Bay, on the southern side of the beach, then hike up toward a rocky landscape dotted with Melocactus and various sharp rock formations, while the rough open sea crashes in the distance and pelicans glide overhead. As the climb continues to the top of the hill, you’ll get views of Scrub Island, St. Martin, and St. Barths ahead on a clear day, and a well-deserved 360-degree panorama.

You might not be expecting to find a gem and mineral store among the kitschy souvenir shops of Leavenworth, but Mainz Haus of Rock has staked out its own little corner off the main drag. There, you’ll find crystals, semi-precious stone jewelry, mineral specimens and collections, gemology guidebooks, and stone bookends. For budding rock hounds, Mainz has some nice kid-appropriate coloring books and rock guides, break-apart geodes, and boxed rock collections, some with a particular focus on local Washington minerals.

A caveat: You’re not really going to Sanborn’s for the coffee. The regular drip brew is absolutely nothing to write home about, mediocre at best. But the setting and its historic value... now that’s a different story. Sanborn’s is the Mexican equivalent of Woolworth’s, a variety store and cafeteria-style restaurant that seems a throwback to the mid-20th-century. You can find Sanborn’s all over Mexico City, but this one, located in a historic building called “La Casa de los Azulejos” (“The House of Tiles”) is the one to visit. The 18th-century palace, located in Mexico City’s Centro Histórico, is a sight to behold, its entire exterior covered in blue and white tiles from the Mexican state of Puebla. The interior of the building is similarly stunning, featuring mosaics and murals, including some by luminaries such as José Clemente Orozco. The beauty is enough to make you forget that you even came for coffee in the first place.

Anyone taking diligent notes on Portland decor is sure to notice similarities in design from location to location beyond a love for taxidermy. Much of that Rose City decorating style emanates from Schoolhouse Electric. Located in a 115-year-old redbrick warehouse and factory building in an industrial part of the city’s West Side, Schoolhouse Electric sells everything from perfect reproductions of 1960s-era IBM clocks to more vintage sconces and analogue clocks than you can shake a stick at. The store’s Ristretto Roasters coffee bar provides a caffeine boost when your energy for curated doorknobs reaches its limit.

Popular with honeymooners and families alike, this large coastal property is located on Moorea, a quiet, lush island known for its beautiful mountain scenery and ample hiking opportunities. The hotel sits right on the lagoon and offers garden rooms and bungalows, many with their own private plunge pools, as well as fabulous overwater bungalows with glass floor panels in the living rooms and private decks with direct stair access to the warm waters below. Free kayaks, stand-up paddleboards, and snorkeling gear are available for those who want to explore their aquatic surroundings, though there’s plenty to do back on shore—from lazing on the white-sand beach (or in a hammock) to getting a massage with traditional Tahitian monoi (gardenia) oil. One of the highlights of a stay here is the chance to visit the hotel’s overwater bar, allegedly the only one in the country, where tiny sharks congregate every evening at sundown for feedings.

Housed in a historic turn-of-the-20th-century building renovated to include nearly 10,500 square feet of exhibition space, 21c Museum Hotel is equal parts art gallery and modern lodging. Guests and the public will find a range of programs, from solo and group shows to rotating installations, curated by Alice Gray Stites. You’ll also find a touch of whimsy in the form of the brand’s signature penguin sculptures, a playful gesture that extends to the guest rooms. Featuring light hardwood floors, white walls, and colorful modern furnishings, they serve as a coordinating backdrop for original works by local artists; flat-screen televisions, Nespresso coffee makers, and Malin + Goetz bath amenities keep things comfortable. Downstairs, the chef at Gray & Dudley transforms ingredients from neighborhood markets and farms into dishes like pan-roasted duck breast with apple purée and black-eyed pea falafel. Another must-try indulgence? The small spa requires 24-hour advance reservations, but the calm respite after a day of sightseeing makes it worth the wait.

More than four decades after Walt Disney World welcomed its first guests, the Four Seasons opened on 26 acres a few miles south of the Magic Kingdom, finally giving parents a true luxury resort option within the park. Well-sized and well-appointed rooms are typical of the brand’s understated elegance, but expect to pay a premium for a room with a balcony overlooking Disney’s nightly fireworks (or just reserve a table at the top-floor Capa steakhouse). Kids get the luxury treatment, too. The resort makes it easy for guests to organize park visits right on site: The Disney Planning Center helps with tickets, handles extended Magic Hours and Fast Pass requests, and books restaurant reservations and transportation to the monorail station and the rest of Disney World. Serious fans can also have a photo op with Goofy and friends at the resort’s character breakfast. A giant pool with a lazy river and two waterslides beckon on days when you’d rather not brave the park crowds, and children get dedicated welcome amenities, toys, and costumes during their stay. The extensive menu of spa services even includes a princess-themed mommy-and-me makeover treatment, including a tiara and wand.

Tower Cafe, which sits next to the landmark Tower Theater and original Tower Records, is a favorite among locals. The outdoor garden seating makes you want to stay for a long, relaxing meal; the bubbling fountains (with birds stopping for quick baths), canopies of Japanese maples, baskets of hanging flowers, and benches welcoming you along the surrounding path form an oasis that can be enjoyed much of the year. Tower serves globally-inspired food with a menu that changes frequently to highlight seasonal ingredients and the chef’s new creations. The restaurant is best known for its breakfast, and its most famous dish is the seasonal French toast (a baguette stuffed with custard, baked and served with cinnamon butter and a compote of seasonal fruits such as raspberries, blackberries, and blueberries). Their beautiful desserts are worth at least a look--go inside the eclectically decorated interior and peek in the dessert case. The Yin/Yang cheesecake (dark and white chocolate) is one of my favorite choices. Tower also has a great selection of California beers and wines. Tower Cafe is open every day from 8:00 a.m. to 11:00 p.m. or later on weekends. Breakfast is served until 11:00 a.m. on weekdays and until 3:00 p.m. on weekends; however, be warned because weekends here are packed!

Mexico City has no dearth of luxurious boutique hotels, but Las Alcobas is a special option. Designed by famed firm Yabu Pushelberg, the hotel is full of gorgeous details, from hand-stitched leather wall coverings to a spiral staircase that surges up from the lobby. Upon arrival, guests enjoy a welcome drink as a bellman leads them to their room; explains the technology that controls the light, sound and temperature; and offers them a selection of handmade soaps. Once settled in, they can lounge in plush robes on their goose-down comforters while sampling snacks from the minibar. For a heartier meal, Las Alcobas offers two excellent restaurants. Just outside the hotel’s front door, there’s also Presidente Masaryk, Polanco’s main avenue full of restaurants and high-end boutiques.

The Flying Biscuit, owned by waitress and chef Delia Champion and Indigo Girls member Emily Saliers, opened in 1993 and since then has expanded its original Candler Park location and franchised all around town. At least 5,000 of their famous biscuits are made every day at each location. As you can tell, those biscuits are the main attraction. They’re sweeter than the standard biscuit and are served with cranberry apple butter. Also recommended: an omelet with a side of their “creamy dreamy” grits or the Eggstra-Ordinary Breakfast, pictured here.

A gloriously eccentric venue, Sketch isn’t a restaurant so much as a collision of ideas, design, food, and frivolity in a large Mayfair townhouse. Its Parlour serves all day breakfast and then evening cocktails in an ambience that’s less Alice in Wonderland and more seriously deranged Hatter. The Gallery is designed by artist and comic genius David Shrigley, meaning that your afternoon tea with one-of-a-kind pastries and cakes come with a side order of wit and a pinch of bitter satire. Upstairs, the Lecture Room and Library delivers a Michelin-starred tasting menu, while there’s breakfast, brunch, and cocktails in the Glade. A trip to the bathroom involves sitting in your own individual egg; try not to be put off by the carpet of red wax oozing down the stairs on your way in.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

Originally a private summer home, Casa Bonita is now a beautiful 12-room resort run by the third generation of the Schiffino family. Located on the Dominican Republic’s southwestern coast near the town of Barahona, the property was constructed from felled trees and thatch, giving it a luxuriously rustic vibe. Inspired by nature, rooms feature white linens, palm wood accents, and wicker furnishings; some have private balconies overlooking the jungle, others have infinity pools with ocean views, and the two-bedroom Villa Bonita includes a terrace with a grill.

The resort’s farm-to-table restaurant uses produce from the local community and on-site Pat’s Organic Garden, while the spa incorporates traditional Dominican ingredients like coffee, chocolate, and coconut into each of its indulgent treatments. Also available to guests are activities like water sports, tennis, yoga, horseback riding, mountain biking, and a zip-line canopy tour through the jungle. Should you want to venture off property, the UNESCO-designated Jaragua-Bahoruco-Enriquillo Biosphere Reserve is just next door. There are also coffee plantations, lakes, and caves with ancient tribal art nearby.