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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.

The Zone is located in the leafy suburb of Rosebank, with a Gautrain station located just across the road. It has a great collection of stores, restaurants, fast food joints, drinking spots, a cinema and even an arcade with an awesome bowling alley! On one particular occasion, I met up with some friends for a Big Lebowski themed night at the bowling alley. After we’d knocked over some pins and smashed some strikes, we made our way to the froyo store a few steps away to end off the night with a bit of a sweet treat.

Families that would rather not be in the middle of the hustle and bustle of the main section of Grace Bay Beach will dig the condos at The Tuscany Resort. Ranging in size from one bedroom to three, each is condo includes a full kitchen, laundry room, spacious living area and a screened in balcony. There is no restaurant on site, but there is a pool with loungers and access to the quiet side of Grace Bay Beach from a tree-lined catwalk. Unlike the middle portion of the beach, development here is still pretty void, so you can expect to have much of the white sand expanse to yourself (meaning your kids can run and play without issues). On the downside, if you want to get to most of the eating and activities, you’ll need a car as it isn’t really walking distance. And while there isn’t a restaurant here, you can arrange to have your kitchen pre-stocked before arrival meaning you can eat in and save a lot of cash in the process. Each condo is slightly different from a decor perspective as they are all privately owned and decoration is at the owners discretion.

Perched just up the hill from the white sands of Oneroa Beach on Waiheke Island, the Boatshed fulfills the wainscoted, shuttered, pitch-roofed holiday images that dwell in the minds of beach lovers the world over. Originally the vacation cottages of designer David Scott, the Boatshed now offers six sun-drenched accommodations that complement the laid-back island vibe—a magnet for a free-spirited set of artists, vintners, chefs, and water lovers. Many furnishings were custom-designed by the Scott family and exude the feeling of a boat cabin, especially when placed among the built-in shelves and cabinetry of the bachs—the local word for an authentic New Zealand beach shack. Accommodations range from old boat sheds to a three-story tower that feels like a lighthouse, and outdoor decks provide many opportunities to enjoy the sea breeze. The boutique hotel was the realization of Daniel Scott’s dream—to share the simple pleasures of the beach life with travelers from around the globe.

Travelers hoping to find the lap of luxury need look no further than the Ritz-Carlton. Backed by the aquamarine waters of Palm Beach, the resort’s 320 rooms are generously sized, with cheery turquoise-and-yellow color schemes and balconies overlooking the ocean. Leisure pursuits can be as easy as a daytime doze in a poolside cabana or as strenuous as a catamaran sailing trip complete with diving lesson. Need a break from all that sun? Indoor facilities include a spa that specializes in island-inspired treatments (think full-body massages with local aloe and divi-divi tree oil) and a state-of-the-art gym that’s open 24 hours so guests can sneak in early-morning workouts. Before you roll your eyes, consider the four on-site restaurants (BLT Steak, from noted chef Laurent Tourondel, is a favorite). For an even more memorable experience, staff can arrange a private sunset dinner on the beach to the tune of a serenading violinist.

Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.

No surprises – pork is the focus at West Seattle’s Swinery deli. When you walk into the tiny shop, you’ll see a huge deli case full of steaks and chops, bacon, smoked meats, sausages, pates and confits, as well as all the pickled veggies, slaws, sauces, and sliced deli meats you need to assemble a truly kickass charcuterie platter. If you can’t wait, order a sandwich in the adjacent Courtyard Cafe. The focus is on BBQ pork and burgers, but the smoked turkey sandwich is smoky and flavorful, and the red onions and Carolina sauce add some tangy brightness. For big appetites, try the “Danger Fries,” hand-cut and fried in rendered pork fat, tossed with salt, fresh garlic and chives, and smothered in a bacon blue béchamel sauce.

“Everyone from the late blues musician Stevie Ray Vaughan to the Butthole Surfers has played at the Continental Club. Musicians who do big gigs in Austin like to play small shows here afterward,” says Liz Lambert.

The Tremont House is a very comfortable place to stay if you decide to spend a night on Galveston Island. It’s on the eastern side on the strand right by all the fun. Be sure to grab a drink on the rooftop bar for great views of the harbor. Photo via wyndham.com

Bermuda’s Hog Penny Pub has the friendly ambience and laid-back vibe of your favorite neighborhood watering hole. Come prepared to enjoy traditional British pub fare, from fish and chips to Indian curries, in an atmospheric half-timbered room. One of Mike Swan’s pieces of advice for every traveler to Bermuda is to, “Get to know some locals and you’ll discover the island is a ‘small town’ in the middle of the Atlantic.” Visit Hog Penny, and you’ll likely have some new Bermudian friends before the evening is over.

The Grounds café—run out of a former pie factory in the warehouse district of Alexandria—makes coffee, juices, smoothies, baked goods, and rustic breakfast and lunch dishes with equal care. Order a flat white (a cross between a cappuccino and a latte) or a piccolo (a mini latte)—there’s also a coffee tasting board and a deconstructed iced coffee—to pair with your seasonal porridge or Big Brekkie (spicy chorizo and serrano ham with braised white beans, smoked peppers, halloumi, avocado, poached eggs, and thick slabs of house-baked toast). After brekkie, peek into the roastery and Potting Shed restaurant next door, and admire the enchanting garden and event space, complete with a coffee cart, barbecue joint, plant stall, and petting zoo.

For those who aspire to travel as trendsetters in Jamaica, it helps to know that Port Antonio, way out on the eastern end of the island, is the destination to head for. And the address to shelter at is the Trident Hotel, whose 13 waterfront villas would not look out of place on South Beach. Nor would the crowd that hangs around its infinity pool or in its restaurant, Mike’s Supper Club, where local musicians and the occasional celeb sit down to knock out tunes on the 1917 Ferrari-red grand piano. The Trident Castle, a kind of fantasy annex, is a former private residence whose grand rooms, sea-view terraces, and dollhouse-size chapel make it ideal for destination weddings. A hard road to get there? Not for guests who avail themselves of the helicopter pad.

The Caves, just west of Negril, is aptly named. While the 12 cottages and one villa sit atop honeycombed cliffs, the Blackwell Rum Bar, a private dining venue, and the massage table of the hotel’s Aveda Concept Spa are actually in underground grottos open to the sea. The setup is very Treasure Island, and the flicker of candlelight and the echo of waves off cave walls make it uniquely romantic. Each of the thatch-roofed cottages is as colorful as a paint box, and each gives a sense of being alone at the end of the land. This is one of music mogul Chris Blackwell’s Island Outpost properties, so the vibe at the Jacuzzi, sauna, or salt-water swimming pool is hip but relaxed. Although famed Seven Mile Beach begins almost where the cliffs end, the hotel itself has no beach, which is why a tradition at the Caves is to begin the day by jumping from the cliffs into the usually calm Caribbean below—or at least thinking about it.

In a haven for healthy eating like Laguna, The Stand stands out for its vegan menu full of plant-based, cruelty-free dishes. Established in 1975, the Thalia Street mainstay has switched hands from one local to another over the years, but has always maintained its focus on good-for-you fare. Come here for everything from freshly squeezed juices and nut-milk shakes to sandwiches, salads, and burritos made with steamed whole-wheat tortillas. If you’re feeling adventurous, opt for the special tamale and guacamole plate, which features a homemade vegetable tamale with organic pinto beans, guacamole, salsa, cabbage salad, and The Stand’s original sweet-and-sour dressing. Just be sure to save room for the fresh fruit soft serve, which you can top with vegan chocolate chips, raw almonds, big flakes of coconut, and more.

When it comes to music venues in Los Angeles, there isn’t anywhere more sacred to rock and punk fans than the Echo. Located in the now-hipster neighborhood of Echo Park, the concert venue has hosted plenty of legends, including Beck, Green Day, and LCD Soundsystem. Its sister venue, the Echoplex, located just below the Echo, has an equally impressive roster, with the Rolling Stones, Nine Inch Nails, and Thom Yorke having performed there in the past. These sister clubs have additionally provided a launchpad for the careers of Foster the People, the Airborne Toxic Event, and Warpaint, to name just a few. Despite being a place to catch shows by heavyweights in the rock sphere and to see soon-to-be-famous bands before they hit it big, the Echo and Echoplex are intimate spaces that let you get close to the stage and all the heart-pounding, drumstick-spinning, sweat-dripping action.