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The wonderful thing about the medina in Marrakech is the way in which it endlessly reinvents itself. Barely a week goes by without some hip, new trailblazer shimmying onto the scene and giving you just one more reason to love the place. When La Famille opened a couple of summers ago, it was like one of Ibiza’s secluded countryside restaurants had dropped in from across the Med. The leafy garden, driftwood furniture, herb- and flower-infused waters (no alcohol here, dears), organic salads served in Kilner jars, vegetarian quiches, and healthy cakes attract the city’s most beautiful groovers and shakers, who waft about in designer kaftans plotting their latest interior design projects for their riads. Drop in for an hour, but like all the best places, don’t be surprised to find you’re here for at least three.

A charming collection of shops on the water, Lido Marina Village would seem of another time, were it not for its completely modern mix of design boutiques and eateries. Built in the 1970s, the outdoor shopping center was revitalized in 2017, attracting a prestigious lineup of Southern California brands—Jenni Kayne’s breezy-chic clothing, the bold leather goods of Clare Vivier, and Broken English’s evocative jewelry—along with Le Labo fragrance apothecary, home goods shop Serena & Lily, and even destination restaurant Nobu. Wooden boardwalks are strung with bistro lights, hand-painted signs direct patrons from shop to shop, and a relaxed savoir faire pervades the village. It’s not all shopping either: Coffee at Zinque, Curl Fitness’s yoga classes, and blowouts at TReSs Apothecary + Salon make it a locals’ hangout too. It’s the kind of place people linger, especially on Thursdays, Saturdays, and Sundays, when a local musician plays on the main deck. Even more fun: Arrive by boat, into one of the 47 marina slips.

SUR Beach House is everything a beach retreat ought to be. This chic Medano Beach property offers a relaxed, almost private-residence feel. Breakfasts range from healthy, green, and juicy to the indulgent croque madame. Pair any meal with a handcrafted cocktail; the SUR Caesar is a nice play on the classic Canadian cocktail and comes with crispy rib eye tips and roasted habanero sauce. The raw bar is like a love letter to the sea. Not least of all, the kitchen turns out delightful oyster preparations, but don’t leave Cabo without trying the raw chocolata clams. Named for their color, not their flavor, these meaty mollusks are best with just a little lime and hot sauce. (Come early for stand-up paddleboarding; Cabo SUP is located on-site and offers rentals as well as lessons.)

It is easy to indulge yourself without too much guilt in San Miguel—walking the town’s hills burns up plenty of calories. The restaurant Cumpanio operates three local bakeries, each called Panio (pictured here), which make out-of-this-world croissants, tarts, and cakes. San Miguel’s longtime stalwart bakery Petit Four serves many more tasty options than the namesake sweets. Enjoy baked goods served family-style at a large community table at Robin’s La Mesa Grande. Don’t worry when La Buena Vida sells out of its famous orange doughnuts, because more are made throughout the day. You can find a couple of the best purveyors of sweets with your eyes: Panadería El Maple is known by its Canadian maple leaf sign, while everyone calls La Colmena “The Blue Door Bakery,” for its impossible-to-miss entry.

Hardly a “shack,” the stylish and cosmopolitan Ortega is a superb place to dine in New Zealand‘s capital city. Of course, seafood is a major focus on the menu, with highlights including lobster-and-prawn ravioli, or sautéed paua (New Zealand abalone) with braised pork cheek in an unctuous Asian-style sauce. Befitting its location in the best craft-beer city in the land, Ortega sports a beer list that’s diverse and well-considered, combining top drops from Wellington makers like Garage Project, Tuatara, and ParrotDog, and other excellent beers from around New Zealand and the world. Booking ahead for one of Wellington’s best restaurants is recommended, especially on weekends.

Walk through the foyer of Ojai’s Beacon Coffee and into this light and airy crafter’s paradise. When you emerge, you may have a new project or two in your hands. Beautifully curated by husband-wife team Kirk and Anna Nozaki (who have a background in fashion and graphic design, respectively) Cattywampus Crafts is filled with all-natural products that seem made for an Instagram or Pinterest feed. The store brings texture to life: inventory includes luxurious fabrics, books, plant dyes, ceramics, jewelry, and clothing. As you look, you’ll realize that they’re more than things to buy—they’re also ideas to inspire your own creativity. Go it alone with a book and materials, or choose an in-house craft class from a wealth of offerings that cover knitting, crocheting, macramé, weaving, stitchery, mending, and dyeing. Pro tip: Cattywampus sells objects by local artists. Don’t miss Margins’ beautiful moon calendars that are available in a variety of colors.

The beaches of Bermuda are justifiably famous, but this strand in St. George’s owes its fame to its awesome expanse of sea glass. Sitting under the Alexandra Battery, a fort constructed in the 1860s, the entire stretch of coast is blanketed in weathered, colorful glass pieces. The mother lode of treasures is found in an adjacent cave, which is best accessed at low tide. Among the smoky fragments of amber, green, and white glass, there are scattered remnants of pottery and the occasional blue piece. There’s even more sea glass to be found snorkeling offshore; this area too is easiest to navigate at low tide.

Since launching her handbags and accessories line in 2008, accessories designer Clare Vivier has mastered the delicate combination of Parisian chic, American prep, and California cool. While her brand has spread to seven boutiques across California and New York, her flagship shop in Silverlake may best personify her brand. Two walls of windows let the California sun stream in each morning and afternoon, and shadowboxes designed by local architect Barbara Bestor hold the goods that lure passersby along Sunset Boulevard. Technicolor best sellers such as the La Tropezienne, Simple Tote, and coveted Foldover Clutches may sit on copies of the most recent Paris Review or Louis Vuitton City Guides, which are also for sale. Everything in the well-rounded space has a connection to France, Los Angeles, or Vivier herself. The shop stocks jewelry by her friends Annie Costello Brown and Grace Lee, for example, along with French Veja sneakers and candles from West Hollywood’s iconic Chateau Marmont. Pro tip: Head here for a last-minute gift—clutches and other leather items can be monogrammed on the spot.

Talk about a beach day. This feet-in-the-sand eatery serving burgers, chicken wings, and fries is more than a laid-back fish shack. Sure, there are all the requisite beach-bar amenities—a cool cocktail list, live music, and a line of loungers facing the water. But additional perks include free Wi-Fi, showers, and lockers; what’s more, concession stands are on hand to rent out water-sports gear. The bay itself is breathtaking with limestone rocks creating a barrier protecting it from the open ocean, meaning the shallow turquoise waters are perfect for paddleboarding. Tobacco Bay is also one of the best snorkeling spots in Bermuda.

Casa Sol was newest and the best hotel we stayed in during our trip down to Mexico. Everything about it was wonderful. The owners, the staff, and the large beautiful rooms overlooking a private little cove. The simple breakfasts and the Honor Bar kept me happy while I lounged. (I love myself an honor bar). And I even loved the little walk through the woods to the busy end of the beach. The owners, Craig and Jorge also run the Red Tree House in Mexico City, where they have done an incredible job running a top notch guesthouse. Casa Sol is bound to do just as well. Go check it out!

There is something truly distinctive yet quirky about staying in a former fine department store. Situated in a plum spot on West Broad Street, a convenient 30-minute ride from the Richmond airport, is the Quirk hotel, which is part of the Destinations Hotel Group. This is the labor of love of owners Katie and Ted Ukrop, who spent more than 10 years transforming a 100-year-old department store into a 75-room hotel with a rip-roaring rooftop bar scene, arguably the finest in the city. You’ll sleep on cushy beds made with joists salvaged from the former store, and bathe in the Barbie-like aura of the “love and happiness” rooms (incidentally, Sherwin Williams has a paint swatch by that same name). Rooms have lovely details like scallop-patterned nightstands, Tivoli radios, generously sized bay windows, and well-worn floors that look vintage. You can slake your caffeine addiction at the chic coffee bar in the lobby, or do a bit of retail therapy in the “Gallery” boutique off the lobby. It sells branded pink-and-white plaid pajamas and items like custom Na Nin hand-poured double-wick candles, crafted by Richmond resident Kate Jennings. The coffee for sale comes in brightly patterned signature rose tins that won a packaging award. “There’s no decade or theme to this gallery,” one employee assured me, but the vibe is decidedly mod-chic and whimsical, befitting the hotel’s name. The communal-style restaurant, Maple & Pine, is situated right in the middle of the lobby and is truly convivial. The culinary program is headed by chef David Dunlap, who was formerly with the Ashby Inn. Room rates from $225.

When temperatures soar, the best thing you can do for yourself, and anyone you are with, is to buy a pass to one of the hotel pools. The Riad Alkantara is situated at the heart of the medina and offers a long, deep, aquamarine-colored pool surrounded by a small but lush garden busy with butterflies and warbling songbirds. It’s usually very tranquil, but it’s worth arriving around 11 a.m. to be sure of a sun bed in high summer. Note also that service is painfully slow, so if you want to order a simple lunch (sandwiches, salads) be sure to order at least an hour and a half before you actually want to eat.

In the Ville Nouvelle, the Marriott is another good option and a better bet if you have kids in tow, as it has a shallow pool for children as well as a large pool for adults. Plentiful sun beds, not to mention a decent Italian restaurant that serves cold beers and chilled Moroccan wines as well as child-friendly pizza and pasta, add to the perfection. The Hôtel Les Mérinides is situated high on a ridge above the medina and it has a medium-size pool surrounded by a dining terrace with expansive views. It’s more exposed than the other two, but rounding off the day up here with a gin and tonic as the sun goes down over the ancient city is arguably one of the most magical summertime experiences you can have.

Finally, if time and budget allow, it’s worth booking transport to ferry you out to Dar El Mandar, less than an hour’s drive away from the city center, near the Middle Atlas town of Imouzzer (pass price includes lunch). Perched on a hillside overlooking the Saiss Plains, you can spend a delightful day lolling poolside amid terraced gardens dotted with cushion-strewn Berber tents for those all-important afternoon siestas.

Sailing is Anguilla’s national sport, but it’s also the best way to explore the island’s dreamy Caribbean shores—and the best way to explore its marine life while in transit. Spend the day with Tradition Sailing Charters, gliding across iridescent blue waters on a 1978 50-foot sloop, drifting from one cay to another. You’re welcome to watch and learn how to sail if you’re a newbie, or to participate if you have experience. After a lunch stop at the only restaurant in Prickly Pear Cays, get underwater to check out this reef-protected bay where sea turtles, blue tang, and numerous other tropical critters thrive. There’s also a brown booby colony on land here.

This long stretch of upscale shops north of Palermo’s historic center has been called the Champs-Élysées of Sicily. If you’re looking for the best spot to take a stroll while perusing luxury brands and fashion boutiques, the Via della Libertà is the place to do it. Dress up.

The Castelo de São Jorge, is one of the Alfama neighborhood’s most historically significant monuments. Plan a visit late in the afternoon so that you can explore every nook and cranny and learn about the castle’s abundant history. Stay for golden hour so that you can capture the light as it dances on the castle walls, and later to watch the sunset dip below the horizon.