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If you have a gorgeously sunny afternoon, walk the Corso Italia to the small fishing village of Boccadasse, still considered to be part of Genoa. About an hour’s walk from central town, this seaside stroll will take you past black stone beaches, children’s parks, and countless bars and restaurants enjoying the beautiful sea views. When you arrive, make sure to roll up your pants and step in the water, as the sea spray alone is said to have healing properties.

Cramped it may be, but rustic Da Mario, located at the back of the mercato centrale, serves up a menu of consistently reliable Florentine classics to a mix of stall workers, business folk and tourists, and it’s always packed. The choice changes daily, but look out for earthy zuppa di fagioli e cavolo nero and peppato, a kind of beef stew laced with black pepper.

The fine black sand at Plage Bananier, on Basse-Terre, contrasts nicely with the lush green trees lining the beach. It’s a popular surfing and bodyboarding spot, and locals and visitors of all ages come here to practice their moves. Others build sand castles, frolic in the waves, or hang out at the on-site restaurants enjoying a meal while overlooking the beach and its surfers.

Usually, when you travel, it’s to experience a different side of yourself. The more adventurous side, the slightly less scheduled side, the sleep-in-without-guilt side. And when you stay at the Drake Hotel in Toronto, you can’t help but feel like your cooler side is making a much-needed appearance. The recently renovated property on Queen Street West features the kind of interior design that radiates style whether it’s in the kaleidoscopic lobby, the next door theater, or in two wings of suites. That’s because the hotel commissioned artists to showcase their work on plenty of open surfaces — from a black-and-white squiggle accent wall in guest rooms to personality-driven drawings in the elevator — and the results make for surroundings that are the material equivalent of black sunglasses. Paired with of-the-moment details like pink terrazzo showers and wraparound midcentury sofas, and the Drake Hotel is meant to cultivate a see-and-be-seen vibe.

But that’s not to say that the hotel sacrifices comfort for being camera-ready. The staff is kind and always available through text, the beds are soft and squarely stationed in front of a well-appointed bar and flatscreen television, and designer toiletries are filled to the brim. It’s also possible to eat throughout the day at the hotel’s delicious cafe and patio (get the French toast), and then spend the night at its second-floor bar or ground floor lounge. On weekends, even if you’re not a guest, you can stop by for regularly scheduled events including a DJ who spins old and new tunes. If you do plan on leaving the hotel to see the city, then you’re right in the midst of it, and the surrounding neighborhood can keep you readily entertained.

When you stay at the Drake Hotel, don’t be surprised if you feel relaxed, in-the-know, and decidedly cooler once you check out. These are sides of yourself the hotel may have encouraged, but feel free to hold on to them after you return home.

Isla Blanca is in fact a narrow peninsula some 30 minutes north of Cancún, with the lagoon to the west and the Caribbean to the east. Seemingly no one except the locals come to this untouched, isolated beach, dotted with tiny seafood restaurants, the occasional vacation cabin, intermittent lounge-chair rentals, and a growing camp of kite surfers. You’ll need to arrive by car via coastal highway that quickly turns to rough dirt path, but the experience transcends the rusticity once you hit the Caribbean’s pristine white sands and cool turquoise surf; the lagoon’s shallow, brackish waters, just steps from the ocean, provide ideal fly-fishing and kite-surfing conditions.

For a truly special and elegant dining experience, book dinner at K. The restaurant, on the grounds of the Sofitel la Ora Beach Resort, is set under a cathedral ceiling made from wood from the Tuamotus, from which crystal chandeliers dangle. The tables are draped in white linen and decorated with shells and driftwood. Candles create a romantic glow and the floor is sand. Dinner is a 3-, 5-, or 7-course tasting menu by renowned Chef Guillaume Burlion, and the house has a superb vintage wine list that sommelier Fabrice Jarry is happy to help pair. For an even more romantic option, have dinner set up at a private table on the beach.

Be Tulum describes itself as a resort, but with 64 rooms and a no-child-under-12 policy, the property feels considerably more intimate than its name and marketing might suggest. The hotel enjoys beachfront status, with powdered-sugar sand inviting guests to do little more than lounge around all day. For those wanting a bit more activity, bikes can be borrowed from the front desk and used to cycle out to the Maya site of Tulum. The spacious rooms—all suites and all at least 500 square feet in size—most of which have either a Jacuzzi or their own pool, as well as polished wood floors and rough, white stone walls.

There are many reasons to stay at Stargazer, but my personal favorite is the great snorkeling located less than a five minute swim from this gated property’s deserted half-mile stretch of sugar sand and fossil covered beach. The lights of Grace Bay Beach, just a 10-minute drive from this six-bedroom villa, provide a twinkling backdrop when floating in the trio of infinity pools at night. But Stargazer feels wonderfully remote thanks to its secluded residential locale, and privacy of 2.4 gated acres of colorful gardens and indigenous trees. The six bedrooms are located in three buildings, including the impressive 15,000-square-foot main house set up for entertaining.

An often overlooked fishing village located just 10 miles south of Negril, Little Bay’s small, crescent-shaped shores and white sands will tug at your inner beach bum. There are a couple of local guesthouse options in these parts, and not much else happening within walking distance—except a slice of daily Jamaican life and some sea activities such as kayaking and snorkeling off the nearby reef. Bob Marley loved Little Bay so much, he had a house here and wrote lyrics from this beach. It’s an easy day trip from Negril and a nice spot for shutterbugs.

You don’t have to go far to find fun at Hawks Cay, nor do you have to go far to relax by the water there. The resort, which takes up much of tiny Duck Key, is known for its lagoon, five pools (including one reserved for adults and another featuring a pirate ship slide), and a Dolphin Connection program that offers complimentary viewings and hands-on experiences. Water sports are plentiful as well, with kayaks, paddleboards, and boats to rent, and guests can book fishing trips, scuba and SNUBA diving, and kiteboarding instruction. There’s also a Cliff Drysdale tennis program, a spa and fitness center, and a kids club. The resort closed for one year after Hurricane Irma, reopening in September 2018 after a $50 million renovation to the main hotel, a project that included the redesign of all 177 rooms and suites, as well as the creation of a new upscale steakhouse, a seafood-focused café, and a marketplace with to-go options—these supplement the three poolside grills and cocktail bars. Privately owned two-and three-bedroom homes are also available to rent through the resort.

Off the coast of Port Antonio is a small, uninhabited plot called “Pellew Island,” otherwise known as “Monkey Island"--there used to be a colony of imported monkeys here. To get here, you could first head to San San Beach, a beautiful and private stretch open daily (10 a.m.4 p.m daily, US$5). Rent a kayak and snorkel gear and make your way over to the small plot, within clear view ahead. The island is completely covered in vegetation, there’s a small white sand beach, and the waters are shallow. Rest your kayak on shore and snorkel around the island for as long as you please. Visibility is incredible and this is one of the best snorkeling spots in the area. Just watch your step if you’re barefoot, as there can be sea urchins on the seabed.

One of the great things about the Caribbean is that its rich history was often written at beautiful, easily accessible locations. One of the best places to learn a bit of that history is pictured above. That’s the beach at Columbus Landing in my home island of St. Croix. It was here, in 1493, that Columbus sent ashore a small contingent of his men to scout for fresh water. What they found instead were a group of Indians who weren’t too keen on visitors. What’s the whole story of Columbus and his less than stellar (to say the least) track record throughout the region? That may take a bit more book learning, but feeling what these new visitors may have felt coming ashore in this corner of paradise starts on these sands.

In the Old Souq at Deira and in traditional boutiques in malls you’ll see colorful jalabiyas or women’s kanduras, which are increasingly being bought by foreign women. When out in public or in the company of men who aren’t family, Emirati women wear the ubiquitous black cloak-like abaya and black shaylah wrapped around their head - tightly if devout, more loose if less conservative. The most religious women we’re a Saudi-style niqab that ties around the head and covers all but the eyes. When worn with gloves and socks, so not an inch of skin is revealed, it’s known as hijab. Underneath the abaya and shaylah, young Emirati women wear designer fashions and jeans and t-shirts. However, when they’re at home with family, along with older ladies, more traditional-minded women will wear a jallabiya or women’s kandura. Some of these are very simple, made from floral cotton prints, while others, like those in the photo above, are a lot more elegant, made from silks and linens, and decorated with applique, sequins, gems, tassles, and crocheted and embroidered features. In the days before the discovery of oil, Emirati women didn’t wear abayas and shaylahs. They wore these dresses in public with a gauzy face veil and baggy pantaloons. These days the pantaloons have been replaced with smart matching trousers. Over the years, jalabiyas and kanduras have increasingly become a popular souvenir. If you’re going to get one, make sure to buy some pretty sequined slippers to match!

Located along a stretch of coastline that’s sometimes called the birthplace of jerk cuisine, the Boston Bay Jerk Center is hard to miss. Various meats are cook on open pits using a technique that may explain why jerk never tastes so good at home: Uncured pimento logs are placed over a bed of hot coals, and the meat is laid directly on the green logs. The whole operation is then covered up by a sheet of corrugated zinc and cooked until it’s black on the outside and tender underneath. You can place your order by the quarter, half, or full pound. Don’t forget to add jerk sauce, which you can also buy by the bottle as a souvenir.

Move over cupcakes: Popsicles are the next big dessert craze in Orlando. After my stroll around Lake Eola, I stopped at the popsicle shop Hyppo. You won’t find the popsicles of your childhood here. Hyppo’s version is inspired by Mexican paletas (ice pops) and comes in two varieties: milk-based and ice-based. When you walk in, you’re greeted by a colorful cooler of pops with seasonal flavors that might include pistachio-coconut, the Elvis (peanut butter, banana, and honey), cantaloupe-black pepper, strawberry-basil, key lime, and even some bourbon-based options.