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Haj Mohamed has made his name both as one of Marrakech’s top antique dealers and, for over three decades, one of its top tour guides, with clients ranging from U.S. presidents to celebrities like Nicole Kidman and Brad Pitt. Both of his passions come together at his 11-room hotel, which he crafted with teams of skilled artisans and furnished himself. Set in an 18th-century riad, it features a traditional central courtyard and pool as well as warm, intimate guestrooms, complete with rich textiles, carved wooden doors, and cushy, low-slung seating. The same welcoming aesthetic can be found in the hotel’s common spaces, which include a small plunge pool, various pillow-laden lounges, a rooftop terrace, and a courtyard where guests can enjoy live music. Riad Kniza is also known for its gourmet Moroccan restaurant, which features just nine tables and requires reservations at least one day in advance, as the chef purchases ingredients fresh from the markets each morning.

Nothing defines Boston quite as much as the town’s devotion to sports (10 championships since the turn of the century doesn’t hurt), and with all due respect to the five-time-Super-Bowl-champion Patriots, it’s Fenway Park, not Gillette Stadium, that’s the temple of sports fandom. Opened in 1912, the quirky green bandbox between Lansdowne Street and Yawkey Way is almost as famous for its obstructed-view seats as it is for its fabled Green Monster wall in left field, but that’s a price Sox fans gladly pay in exchange for maintaining Fenway’s historic layout. It’s both intimate and loud on game day even in years when the Sox aren’t contenders (tickets are often hard to come by, so plan ahead); the old ballpark also is open for one-hour, behind-the-scenes tours that take you inside and atop the Green Monster. You’ll be able to stroll around the field (the warning track, not the grass), and visit the press box, the Pesky Pole, and (on days with no games) the dugouts and bull pens.

This cenote’s name, which means “Two Eyes” in Spanish, refers to its two separate pools that lead into a large cavern of incredibly clear water. At more than 40 miles long, Dos Ojos is the largest underwater cave system in the state and among the most popular and adventurous dive spots on the entire Riviera Maya. Snorkelers of all ages are welcome to take in the amazing scenery and gaze at divers as they explore far below. The cenote lies just a few minutes north of Tulum, a little over a mile off the main highway.

Scandinave Spa, at the edge of the forest beside Lost Lake, is a Nordic–inspired spa that recommends alternating dips in the hot and cold pools, steam rooms, and brisk waterfall rinses. There are myriad ways to stitch together a rejuvenation regimen: Breathe deeply in the eucalyptus steam bath, then follow up with a series of hot baths before a shocking plunge under a chilly cascade, followed by a series of cold, colder, and almost freezing baths, or go the other direction. You can finish the treatments in around 90 minutes, but some choose to make a day out of a visit to Scandinave, tossing in a massage or facial, hanging out in the solarium to read or snooze, or even napping in one of the hammocks strung around the large property. The spa’s café, an open timber-paneled space with floor-to-ceiling windows, serves freshly prepared soups, sandwiches, salads, and smoothies.

Sitting near Mount Hollywood in Griffith Park, the Griffith Observatory has a vantage point that allows visitors great views of the HOLLYWOOD sign during the day, and even more fantastic views of the stars at night. The space has plenty of telescopes for stargazing, but it’s also a great informal setting for learning about the universe, thanks to a large exhibit space and a 290-seat planetarium that puts on rotating shows about topics ranging from the northern lights to water—and possibly alien life—on other planets. There is no entrance fee for the institution and just a small admission price for the planetarium itself.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

The dishes are as gorgeous as the environs at this Lincoln Park eatery, where chef and partner Lee Wolen serves contemporary American fare by way of seasonally driven and artfully composed plates. Grilled bass with charred eggplant and cucumber or slow-roasted-beef short ribs with gem lettuce and sweetbreads are just a few displays of the award-winning chef’s creativity—but he shares the stage with pastry chef Meg Galus, who centers her masterful desserts around one main ingredient of the season (like summer’s Blackberry, with huckleberry, black sesame, and crème fraîche, or autumn’s Pear with wattleseed, pistachio, and buckwheat).

Smokemont’s horseback-riding routes, which average $30/hour per rider, can easily fill the better part of a day spent outside. The most popular ride is a 2.5-hour expedition that climbs uphill to a hidden mountain waterfall. It’s possible to extend the ride to four hours, adding a second waterfall and a scenic trip along the Oconaluftee River. For those not inclined or physically able to ride a horse, calmer horse-drawn wagon rides are even more affordable and offer many of the same views of the river (there’s also no minimum age for a wagon ride, but only children five and older are allowed on horseback). Smokemont’s season runs through October, making it one of the finest ways to take in Appalachia’s changing autumn colors.

The quiet street known as Avenida Nader, where several pioneers lived during the city’s 1970s genesis, ranks among the most “historic” neighborhoods in this all-but-brand-new city. With City Hall’s rear garden to the west and an upscale neighborhood of winding streets to the east, the avenue has transformed in recent years, going from quaint and residential to an eclectic mix of hipster bars, lantern-lit outdoor restaurants, and hidden street art. The strip embraces its historic roots while also providing a bit of vie de bohème you might not expect at a beach resort.

Great Wolf Lodge Colorado Springs is a family vacation resort and conference center whose showcase feature is a 50,000-square-foot water park, heated to a humid 84 degrees Fahrenheit (a treat in the middle of the high Colorado desert). It’s next to Interstate 25, just north of Colorado Springs. Though the water park is accessible exclusively to guests at the hotel, the Adventure Park is open to the public, with completely dry activities including a ropes course, climbing wall, mini-golf, gem-panning, bowling, arcade, and several hotel-wide scavenger hunt games. Meals are not included in the room price, but there are restaurants on the property, including healthy options, allergy-friendly kitchens, and, exclusive to the Colorado property, Barnwood, a farm-to-table restaurant and bar in the lobby, which sources as many local ingredients as possible. To avoid crowds and lines, the water park at Great Wolf Lodge Colorado Springs is only open to guests of the hotel, which has 311 suites, differently configured, themed, and sized to accommodate families of all sizes; rates begin at $199 per night and include access to the water park. In celebration of the grand opening, they’re offering discounts of up to 30 percent on multi-night stays through the end of March. Pro tip: bring your own bathrobe and flip flops.

The gallery, boutique, and tearooms of Morocco’s most famous living artist, Hassan Hajjaj, is an essential stop for any art lovers staying in the city. Tucked away down a narrow alley behind the Rahba Lakdima (otherwise known as the Place des Épices), it’s like stumbling into a jewel box filled with pop-art treasures. Hajjaj made a name for himself with a series of photographs titled Kech Angels, which depicted local girls on mopeds dressed in eye-popping robes. The collection has been exhibited all over the world in such illustrious venues as the Victoria and Albert Museum in London and the Institut des Cultures d’Islam in Paris, but nowhere beats enjoying the work on home turf. While you’re there, treat yourself to his iconic recycled home and fashion pieces, such as a sardine-can lantern, a pair of babouches (Moroccan slippers) cut from a flour sack, or a stool from an oil drum. And if you hang around for a pot of mint tea in the courtyard, you might even meet the man himself.

Hit Seven Mile Beach, a beautiful and—as the name would suggest—long stretch of shoreline to see why it’s one of the Cayman Islands’ most fabled features. Facing out to sea, you’d be forgiven for thinking you were beholding a life-size Rothko installation, with bands of the palest aqua, the richest cobalt and every gradation of blue-green in between. Also keep an eye out for the schools of fish that sprint along the water parallel to the shore.

Royal Street is to antiques and fine art what Bourbon Street is to booze. This elegant urban thoroughfare is not only home to some of the best examples of the city’s early-19th-century Creole town houses, but is also loaded with high-end antiques retailers. These feature mostly ornate 18th- and 19th-century European sculptures and paintings, early furniture, chandeliers, and dinnerware used by the upper crust. Most of the inventory has a decidedly Continental air to it. Among the better-known shops are Waldhorn and Adler (343 Royal St.); Ida Manheim Antiques (409 Royal St.), run by the same family since 1919; and haute-upscale M.S. Rau (630 Royal St.), with its warren of hidden back rooms open only to serious customers.

Some people dream of private islands with snowy sand and palm trees. Others fantasize about sleeping in a John Lautner house. For the latter, nothing beats this remote 1947 compound of luxury “living units” designed by the Frank Lloyd Wright protégé, the only Lautner residence open to public bookings. All concrete, redwood, glass, and steel, the four flats, which sleep two adults each, are distinctly designed with vintage furniture, organic cotton pillow-top mattresses, Heath Ceramics–tiled showers, and contemporary kitchens. Spend the day sunbathing from your private patio and cooling off in the saline plunge pool, and stargaze from the skylight above your bed at night. The micro-resort is self-catering, but that makes it all the more special—instead of eating in a restaurant, up to 12 people can dine under a communal redwood pergola; arrangements can be made for private chef dinners there, too. A hidden speakeasy-inspired bar for guests of the Ranch House (this additional accommodation, not a Lautner, sleeps four) only fuels the retro fantasy. Plan ahead: Weekends fill up months in advance.

Simplicity reigns at The Charter Oak, the gamechanging restaurant owned by Christopher Kostow (who also helms the kitchen at The Restaurant at Meadowood). The family-style menu by chef Katianna Hong features “elemental” cooking, with dishes that highlight only one or two ingredients at a time. The best representation of this is the crudités, raw vegetables from the restaurant’s farm, served on a bed of crushed ice with a side of fermented soy dip. Another example? Crudo of kanpachi with grilled Rangpur lime and herbs. Most of the menu’s larger dishes are seasonal and prepared in a hearth at the center of the restaurant. Highlights include roasted pork shoulder with spiced molasses and winter squash, and beef rib grilled over cabernet barrels and beets dried over the fire. The most Instagram-worthy part of the meal may be the moment the server explains where to find the silverware—forks, knives, spoons, and napkins are stored in hidden drawers on the side of each table. During warm summer evenings, precede your meal with a few rounds of handcrafted cocktails in the open-air courtyard out front. The happy hour of half-priced beers and $3 shots of Fernet-Branca can’t be beat.