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Downtown Orlando is a very social place, with blocks of bars and restaurants that stay busy from happy hour through late night. Along Orange Avenue—but delightfully removed from the more boisterous downtown stretch—this rooftop lounge overlooking Ivanhoe Row is a local favorite for drinking craft cocktails al fresco. Ride the glass elevator up the third-floor deck, where a horseshoe-shaped bar is shaded from the sun but open to the breezes. Seasonal sangrias spiked with whatever fruit is at peak ripeness go down easily. And another house favorite is the Majors Mule, which puts a tequila twist on the ginger beer and fresh lime classic.

Going to dinner at Little Ochie is as fun as it is delicious. Pick your dinner—from a cooler of freshly caught fish—by species and by weight, then pick the style in which you’d like it cooked: jerk, grilled, escoveitch, and more. Pick a side of bammy, a thick round of cassava bread, to go with it. Your next decision is where to eat—head outside and choose a picnic table under one of the thatched huts carved in the shape of a fisherman’s canoe. The combination of beachy atmosphere and great fish makes this relaxed yet lively slice of Jamaica well worth the hour-long drive from Treasure Beach.

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.

Since the 1960s, the magnificent Christmas display on the property of the Bishop of the United House of Prayer of All People (aka “The Bishop’s House”), has attracted thousands of local area residents and church members from United House of Prayer congregations all across the United States and worldwide. Members of the congregation begin decorating as early as October and turn on the lights beginning at dusk on December 1. A feast for the eyes, it features a dazzling array of lights on nearly every tree and bush on the property, a life-size Nativity scene, angels, Santa Claus, toy soldiers, snowmen, polar bears, snowflakes, and a globe-shaped sign bearing the words “Peace on Earth.”

This unique concept store is crammed with distinctively Cambodian objects, from vintage shop signs typically found in rural Cambodia to hand-crafted wooden ox and buffalo carved by a farmer discovered by the owners of trunkh, art director and designer Douglas Gordon and Marianne Waller. Expect kitschy tea-towels featuring iconic symbols and sights, such as Angkor Wat, to quirky fish-printed travel pillows and Christmas stockings in the shape of elephant trunks. All the Cambodian made products are either found or designed by the owners or sourced locally. The shop is located on gritty albeit increasingly hip Hap Guan Street in an emerging shopping, drinking and eating area the local business owners have branded Kandal Village. It’s one of my favorite Siem Reap spots and despite its compact size you can while away hours here.

A contemporary take on a classic 1970s Adriatic resort, Hotel Lone is Croatia’s first and only member of the Design Hotels network. The gleaming-white, Y-shaped building may sit amid the forests of Zlatni Rt Park (a 10-minute seafront stroll from the Old Town of Rovinj), but its five-story lobby forgoes nature for flowing golden fabrics, rich murals, and a suspended steel sculpture. The Scandinavian-style accommodations are decidedly more minimalist, with lots of wood and natural light aplenty—plus plunge pools on park-facing terraces in the 16 Jazz rooms. Facilities include an 18,300-square-foot spa with an indoor pool, eight treatment rooms, and a unisex sauna complex, as well as the stellar ResoLution Signature Restaurant.

For the time it takes most Angelenos to commute to work, you can be ferried into the alternate reality of Catalina Island, a romantic escape far from the daily traffic jams and urban sprawl. The evergreen-shrubbed hills spotted with an artists palette of summer homes and surrounded by bright hues of blue waters, coves and marinas feels more like the islands off the coast of Spain than the United States. It is rejuvenating to arrive at a place so close to the city yet feel so completely removed.

Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.

Contemporary touches meet Moroccan influences at this hilltop escape overlooking the medina. Homemade pastries greet you on arrival in the neutral-hued guest rooms, which balance floor-to-ceiling windows, sleek furnishings, and glass-walled marble baths with brightly patterned rugs, decorative vases, and Moorish lamps. The minimalist hammam is the highlight at the hotel’s Givenchy spa, while the Atlas mountain backdrop serves as eye candy beyond the chaise-lined infinity pool. Should you seek more spirited diversions, a stylish rooftop bar pulses with live music and DJ sets on the weekends. Sip champagne as the sun sets over Fes, then sample local delicacies like quail and almond tagine or roasted cockerel stuffed with raisins and semolina by candlelight at Amaraz restaurant.

One&Only Royal Mirage, the calmest and most elegant of Dubai’s mainland beach resorts, consists of three Arabian-styled palace hotels set amid a lush, 65-acre palm garden fronted by a three-quarter-mile white-sand beach. The Palace, the oldest and largest hotel, still has the feeling of an intimate escape despite the past decade’s frenetic high-rise construction along the coastal highway. The Arabian Court draws local couples and, in winter, sheikhs who take trained falcons to tea in the lobby. The most exclusive joint, the Residence, is closest to the spa where guests indulge in massage-themed vacations. All rooms share a French-Moroccan decor and courteous staff who continually offer fruit skewers, cold towels, and drinks around four of the U.A.E’s most beautiful outdoor pools.

Set in the Catskills, the Graham & Co is a boutique hotel that has reimagined the classic weekend mountain getaway. Located about two-and-a-half hours from New York City, this retreat offers spacious minimalist rooms, some with kitchenettes. Details include Mexican blankets, Tivoli radios, and custom bath amenities that are available for purchase at the front desk. The Graham & Co is designed as a place to sit back and read while putting your feet up next to the fire pit. Plenty of outdoor activities (fishing, hiking, skiing) are nearby, but many guests settle into the property and its Adirondack chairs, hammocks, and picnic area for a welcome escape from the bustle of city life. Explore the town of Phoenicia on a complimentary bike or simply stay put at this unpretentious mountain property.

While it’s located mere minutes from Tel Aviv’s trademark beaches, the Brown TLV Urban Hotel is decidedly city-centric. Not coincidentally, it’s also in the center of town, surrounded by an array of distinctive neighborhoods like the UNESCO World Heritage-designated “White City,” the old Yemenite area of Kerem HaTeimanim, and the seemingly endless street market that is Nachalat Binyamin. Beyond being a strategically positioned home base, however, the hotel makes for a great escape. Once you’ve explored the city on a free loaner bike, you can retreat to the rooftop hot tub, the indoor-outdoor Garden Bar, the den-like living room, or—if you’ve booked one of the Zen-inducing Relax Rooms—your private balcony, ideally after an en suite spa treatment.

It’s hectic, crowded, hot, and loud. But Piraeus port is an unforgettable experience—all modes of humanity coming together on this intersection of land and sea. Luxury cruise ships, bigger and whiter than you ever imagined, slowly approach, dock as if in slow motion, and unload their thousands for the day. Greek ferry lines like Blue Star or Hellenic Seaways efficiently shuttle locals to their weekend island getaways. Fisherman, cargo loaders, captains, and all kinds of other workers get busy doing their jobs. And lately, refugees from less fortunate lands are visible, looking for work, connection, or escape. There’s not much glamour in Piraeus Port, but there’s nothing quite like taking a bit of time as you wait for a ferry and watching life pass by.

Originally opened in 1946 as a luxury hideaway for the rich and famous, the Hotel Bel-Air’s brilliance as a Hollywood icon has, if anything, increased since its renovation, finished in 2011, by the renowned design teams at Alexandra Champalimaud and the Rockwell Group. Surrounded by 12 acres of fragrant, exotic gardens, the decadent rooms have housed everyone from Grace Kelly to Oprah, from Richard Nixon to the Prince of Wales, all of whom sought serene privacy—and the staff’s renowned discretion.

Escape the bustle of the city by ducking into the quiet courtyard garden of Begijnhof. Located just a few minutes on foot from the Koningsplein and the Singel canal, this tranquil oasis dates back at least as far as the 14th century. Look among the row houses around the perimeter to find the city’s oldest home, the Houten Huys, built in 1420. And within the courtyard is the Engelse Kerk, or English Church, first constructed in 1390 and refurbished after a fire 100 years later.