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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.

Ducking into the Matador in the alphabet district is a great way to tour the Mexican culture through its tequila and mezcal heritage. Touting over 100 tequilas in a variety of vintages, you’re likely to become a bit overwhelmed by the depth and complexity. This anxiety is generally relieved after a couple of shots. Staff are keen on giving solid recommendations based on your preferences. There are “flights” of tequila to introduce you to the subtle characteristics of this oft-misunderstood beverage. Be daring and undaunted by the task at hand, and try to sip, not shoot. Salt & lime optional. The space is anchored by a large fire pit that is cozy in the winter months. Huge windows open during summer to bring the outside, in. The menu is focused and leans toward the California interpretations of Mexican cuisine. The pork dishes are a bit more traditional, while the fish tacos have a NW flair. The carne asada is nicely done, and there are veggie and gluten-free options all over the menu. Happy hour is a big draw with lots of great dishes and featured drinks on the cheap. While being part of a small chain of restaurants might seem one-dimensional, Matador promotes local sourcing on ingredients and lets each store have its own personality. NW Portland is a great neighborhood for exploring, and a tequila flight at the Matador is an entertaining way to get the party started.

Part of the ‘Leading Hotels of the World’ group, Gleneagles is a destination in and of itself for visitors to Scotland. From their website, “Set within the gentle beauty of 850 acres of Perthshire countryside, this five star [resort] is home to three championship golf courses, a sparkling, award-winning spa and an exhilarating array of outdoor activities.” Fancy learning Falconry? You can. Anxious to become an accomplished equestrian? You can do that too. Want to golf in the footsteps of greats like Jack Nicklaus or Adam Scott? Of course, you can do that as well. Fancy a full day being pampered in a spa? ESPA can sort you out. Don’t know how to make traditional Scottish ‘tablet’ or Christmas Pudding? One of the accomplished chefs can teach you with a cooking demonstration in the grand kitchen. Even those who love to shop, and can’t fathom a trip without a few luxury brands, will find the arcade inside Gleneagles well-stocked to please. Built in the decade where Art Deco was all the rage, today’s Gleneagles still exhibits much of its original architectural detail as well as furniture and lighting. Yet modernity and old world details mix reasonably across guest suites as well as common areas to give the hotel a balanced, elegant feel that’s both welcoming and jaw-dropping at the same time. Be sure to leave time for a meal at the Andrew Fairlie-helmed restaurant on site which is one of only eleven restaurants in the UK to have two Michelin stars.

Imagine sitting in your own private jacuzzi sipping Greek wine, while the shops, restaurants, and homes in the village of Oia are bustling with people and lit with their warm glows. It is from the balcony of the Endless Blue Suite at Aspaki Hotel that you can experience this magic. While there are an abundance of accommodations at your fingertips in the stunningly beautiful, white-washed village, the traditional Aspaki Hotel is unique and truly luxury with a personal and friendly touch. Set on one of the most-photographed private pathways in Oia, the Endless Blue Suite is gorgeous with its peach and light blue colored exterior, and can be seen throughout the town and spotted from the water below. The suite has a loft-style bedroom, spacious living area and kitchen with windows throughout, but it’s the outdoor balcony with jacuzzi that sets it apart from the rest. With an uninterrupted panoramic view of the Caldera and village, it feels as if you’re hanging on the cliff’s edge overlooking the Aegean Sea. It doesn’t seem quite real and is like your own Greek island home that you don’t want to leave. I highly recommend the Endless Blue Suite for a couple on their honeymoon or celebrating a special occasion, and Aspaki Hotel also offers other suites perfect for any stay.

Las Ventanas al Paraíso represents the epitome of luxury, with gorgeous, gigantic rooms featuring traditional crafts, handmade mosaic headboards, and classy furniture and accents. Balcony railings are awash in pink blossoms of bougainvillea. Some rooms take amenities further still, with private kitchens and wine cellars, as well as personal butler service. The property is set between the desert and the sea, and common areas, such as pools, have exceptional ocean views. Service is ultra-attentive, as one would expect at this price point, and guests rave about on-site restaurants and dining, especially in La Cava, the resort’s private wine cellar. Concierges can assist with planning a host of excursions and experiences, from cooking classes to whale-watching trips.

They’ve been popularized and commercialized in movies and may even seem to be a cultural stereotype of sorts, but visit Mexico City‘s Plaza Garibaldi on any given evening and you’ll soon see that the tradition of mariachis is alive and well and very much a part of modern culture. Mariachis gather at Plaza Garibaldi nightly, waiting to be hired for an off-site event or an impromptu in-the-plaza serenade. You can even negotiate for a few songs yourself, or, if you prefer, sit in the plaza and watch the action as mariachis in a variety of outfits wait for work. Although Plaza Garibaldi has spiffed up a bit in recent years (particularly with the opening of the Museum of Tequila and Mezcal a few years ago), it does have a seedy underbelly. It’s best not to bring your valuables, and if you enter one of the bars on the plaza’s periphery, stay sober enough to keep your wits about you. A popular Garibaldi scam is to invite unsuspecting tourists to several rounds of drinks and then stick them with an astronomical bill.

Spa lovers will enjoy spending a morning or afternoon getting acquainted with traditional Moroccan bathing and beauty treatments at a hammam. Traditionally, these public bathhouses and steam rooms were where both men and women would go for their weekly ablutions: to be first enveloped in olive oil–based soap infused with herbs, then exfoliated with a specially designed mitt, and finally slathered in a full-body clay mask mixed with rose water (hair washing optional). And while this is still an important part of the local culture, ultra-luxurious variations have crept in, especially at places such as the Royal Mansour, where you can bask in sensational interiors before forking out $350 for a hammam and massage fit for a king. The pool at La Mamounia’s glamorous hammam is one of the highlights, so allow plenty of time to make use of it before indulging in their luxury Evasion treatment, which includes an orange-infused olive oil scrub and amber-honey facial exfoliation for $130. If you want to try something a bit more local that still feels like a treat—at a fraction of the cost of the above—head for the Bains de Marrakech, which offers great value for what you get. A 45-minute hammam, including a ghassoul clay body wrap costs $24. Understandably, it gets extremely busy, so book ahead.

Opened as the Grand Hotel Royal in 1896, the luxurious Corinthia Hotel has a long and storied past. It was here that the first film was ever screened in Budapest, and the building weathered fires and war before relaunching in its most recent incarnation in 2004. Travelers who really want to learn about the hotel’s history can take one of two weekly tours with manager Tibor Meskál, who has worked on and off here since 1961. Though the original interiors were demolished long ago, the property nevertheless retains a regal atmosphere. Italian limestone, Spanish marble, and gilded molding lend a sense of grandeur in the Grand Ballroom, a marble lobby is accented with swirling golden filigrees in the flooring, and guest rooms feature warm wood furnishings and creamy palettes. Even the leisure facilities skew toward the opulent: the courtyard-style indoor swimming pool is topped with a stunning stained-glass ceiling.

If you want to travel back to the 1980s à la Stranger Things but still be able to order a drink, Ricky’s South Beach is the place to go. With air hockey, board games, and arcade games like the Terminator and Dance Dance Revolution, you can relive the unplugged past, or relive college days at the beer pong tables. The impressive whiskey collection is very adult, however, and bands and comedians perform on the large stage. Ricky’s also serves the no-frills bar food of your dreams: waffle mac ’n’ cheese, Korean frog’s legs, stacked chicken nachos, and funnel cakes.

It may not look like much from the outside, but take a peek at the current cartelera (performance listing) and you’ll get a sense of how important this recently renovated venue is as the stage for a veritable who’s who of Cuban salsa and timba performers, including NG La Banda. Expect high energy from the crowd, who can’t help but dance for hours. Cursed with two left feet? You can easily find someone there eager to help teach you the basic moves of Cuba’s favorite dances.

A Hawaiian fantasyland on Oahu’s more remote leeward coast, about 40 minutes from Waikiki, Aulani is so seductive—for all ages—that many guests are loath to leave the property at all. And who can blame them? The beach is an idyllic cove (albeit a man-made one) stocked with kayaks, boogie boards, and everything else little beach bums could want. Then there are the three pools, including one for adults only and one filled with tropical fish for snorkelers-in-training, two impressive waterslides, and the biggest crowd-pleaser of them all, a 900-foot-long lazy river where guests, big and small, splash around on inner tubes as they meander around a faux-rock grotto. Goofy, Minnie, Mickey, and the rest—all in their vacation outfits—make occasional cameos at the breakfast buffet or by (sometimes, in) the pool. But while Aulani is most assuredly every kid’s dream, it is not every parent’s nightmare. The resort decor is more traditionally Hawaiian than obnoxiously Magic Kingdom; the lobby is built to recall an old canoe house, on a grand scale, and is covered in murals, painted by local artists, depicting island life. Hawaiian storytellers gather around a fire pit at night, and rooms have warm woods, with a single subtle reference to the Mouse King—a wooden carving of Mickey with a surfboard and ukulele that doubles as a desk lamp. Perhaps best of all, the Aulani has an outstanding, supervised kids’ club that’s free to guests ages 3 to 12. Babysitters are available for kids as young as six weeks old.

With ancient traditions and a rich history, Mayan society is a fascinating, integral part of Mexican culture and history. While immersed in the Museo Maya de Cancun you’ll forget all about the resorts outside and instead find yourself transported back onto the Mayan trade route. The sleekly modern museum is situated conveniently near most hotels and is definitely worth a visit.

The brick-and-iron warehouses of the old Eveleigh Railway Workshops host a diverse lineup of experimental music, theater, film, and fine art. Located on the border of Redfern and Waterloo, Carriageworks was restored to keep the historical roots intact while providing a space for cutting-edge culture. Every Saturday, more than 70 stalls fill the former railyard outside with organic produce, artisan breads, specialty coffee, and exotic flowers as well as street food from the likes of chef Kylie Kwong during the farmers’ market. Fuel up at the market and then get inspired by whatever is on display inside this artist-run venue. Big annual events for Sydney Contemporary, Pacific Runway, Sydney Gay and Lesbian Mardi Gras, and the Sydney Festival are also held here throughout the year.

The Chez Panisse of Santa Fe has been helmed by the same Berkeley-bred chef-owner since the 1970s. While the restaurant isn’t for New Mexican food purists, the local dishes are solid and range from classic renditions to enchiladas gussied up with griddled organic tofu, spinach, and zucchini.

When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.