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Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

The first new building to be constructed on the Bund in 60 years, the terraced, granite Peninsula opened in October 2009. Celebrating the city’s Roaring Twenties, the standalone hotel creates a grand sense of arrival with a sweeping driveway. Art Deco design elements occur throughout the property, and traditional decor employs lacquer, marble, granite, wood, and original art. Rooms and suites come with spacious dressing rooms with a full-length valet box for discreet delivery of laundry and packages; they also feature Peninsula’s industry-leading, intuitive in-room technology, with room functions controlled at the touch of a button, and VOIP telephones that allow guests to make free local and international calls. For arrival and departure in style, book the hotel’s Rolls-Royce Phantoms or 1934 Rolls-Royce Phantom II. The property also has China’s first hotel private yacht, a British-built Princess 54 model.

All I could say to myself at the Hotel Christopher was: “I don’t ever want to leave this place.” It was just before the Christmas invasion of celebs and sycophants to the tiny island of Saint Barthélemy or St. Barths. For a confirmed curmudgeon, even I was surprised by my response: I loved every moment at the Zen-like Christopher. Between the infinity pool overlooking the Atlantic and our oceanfront room, where we listened endlessly to the breaking waves and enjoyed daily views of the setting sun, nirvana was never far. Pool boys and girls, servers and greeters, all accessorized in Hermés orange, created an atmosphere of sophisticated yet relaxed luxury. One afternoon, with a glass of the hotel’s signature ice tea in hand, I overheard a fellow guest whisper into her phone, no doubt in response to, “What’s the hotel like?” “Dynamic and tranquil,” she responded. Indeed, since the hotel is located just 15 minutes by car from the island’s capital, Gustavia, we had no problem to-ing and fro-ing “downtown” -- whether to catch a bite, do some shopping, or just people (and yacht) watch. The picture-perfect beaches of Saline and Gouverneur are an even shorter drive from the hotel. But back to the Christopher -- which is what my husband and I said to each other every few hours. Frankly, if we hadn’t gotten married two years ago, we would have done it there. As it was, we were celebrating our anniversary; curmudgeon or not, I can’t imagine a more perfect spot.

Thanks to renovations following Hurricane Irma, the Christopher now features several large villas as well as a newly designed restaurant.

This playful picnic and wine shop is quintessentially Ojai. Set in an old Spanish house, Tipple & Ramble sells indoor/outdoor decor, vintage and new barware, retro games, coolers, and small-batch specialty food items. Stock up on artisanal s’mores kits for your next campout; cocktail mixers and trays for entertaining; or cheese knives and handmade cutting boards for a stylish picnic. Then step onto the patio, which feels like entering a neighbor’s bohemian backyard, a lush landscape of palms, cacti, and hammocks. On Thursdays through Sundays from noon to 7 p.m., the patio becomes a wine bar. Try a cheese and charcuterie board or hummus and seasonal vegetables, paired with wine, beer, or Mexican Coke from the bar, which is built into a vintage trailer. Pro tip: The patio faces east, the essential direction to enjoy Ojai’s Pink Moment—the famous sunset that turns everything a glowing pink. Plan to arrive early enough to get a glass of rosé and snag the table in the front of the yard for the best end-of-day view.

Just North of Moab, UT Arches National Park is a gem with over 2000 natural stone arches. The most popular hike is the three mile trail to Delicate Arch. It’s a fairly straight forward hike and it is uphill most of the way to the arch, but otherwise it’s an easy hike. The arch is amazing especially around sunset when the rock seems to glow a bright orange. There are also great views of the surrounding area from the Delicate Arch. There is a $10 entry fee for vehicles driving in, or $5 per person for walk-ins, bikes, etc. Both are good for 7 days. Campgrounds can book up during busy periods so plan in advance. Moab has plenty of shops to gear up, buy food and supplies, or join a guided trip mountain biking, rafting, climbing, off-roading, and a variety of other activities. Moab is also close enough, and has plenty of places to stay in case camping is not your cup of tea.

Facing the Arabian Sea and the Gateway of India monument, the Taj Mahal Palace Hotel blends Moorish, Florentine, and Indian architecture. The historic palace wing reopened in 2010 with 243 new rooms and 42 suites, including one that houses the sitar on which legendary Indian musician Ravi Shankar composed his Concerto No. 1. George Harrison checked into the Taj in 1966 to take lessons from the maestro.

Just a short hour drive away from Kelowna, and only a 5-10 minute drive from Penticton, Naramata sits hidden with acres of green vineyards cascading off of clay cliffs into Lake Okanagan. In the heart Naramara is the historic Naramata Heritage Inn & Spa. Built in 1908, some say it’s haunted with its history of being a school and the first cultural hub upon Lake Okanagan. Today it functions as an ideal getaway with nearby beaches, over 100 wineries and the variety of adventure activities nearby. I always make time to stop in during my wine tasting trips to sit in the sun with a glass of local wine and a variety of local cheese and charcuterie selections. This is foodie stop one shouldn’t miss while visiting the area if not staying with the hotel. Take a tour through the chefs garden, tour the quirky town of artists and vintners, or enjoy the cycling, zip lines, hikes, fishing and water sports all within the Central and Southern Okanagan.

The family-owned Yandup Island Lodge is located on a private island across from the remote Playon Chico community on the Caribbean coastline of San Blas, Panama. The eco-lodge offers two tours a day: a visit to a beach on one of the archipelago’s deserted islands and a cultural tour that connects guests to the local Kuna Yala indian community.

The name Nude Espresso might suggest something more racy than you find when you enter this Brick Lane coffee shop. However, if a perfect cup of coffee does it for you, then your pulse may race anyway. And not from the caffeine. Nude takes the creation of a good cup of coffee very seriously so this is the kind of shop for true connoisseurs, not those simply in need of a fix. From the website, “Obtaining the finest coffee is a labour of love. We scour the World hand selecting only the fittest, ripest green beans [...]. We grade them by eye and sort them before putting them through their paces [...]. Only then can they be tasted, blended and packaged, creating the perfect ingredient for a sublime sensory experience.” I couldn’t have said it better myself. Indeed, a cup of coffee at Nude lives up to the promise of being a sublime sensory experience. Nude really stands for stripping out anything unnecessary from the process of providing a truly excellent cup of coffee, and in simplicity that satisfies, Nude Espresso truly excels.

Hidden Pond blends Maine cottage living with its own quirky, Instagram-worthy take on luxury. The enclave of 14 colorful one- and two-bedroom clapboard bungalows is spread over 60 acres of birch groves and balsam fir, just a 10-minute drive from downtown Kennebunkport. Each private house comes with a full kitchen that practically begs to be used, with first-rate cooking equipment and serving pieces and, for guests staying in the two-bedroom cottages, the option to send along a grocery list prior to arrival. However, dining at Hidden Pond’s farm-to-table Earth restaurant, with its awe-inspiring chandelier made from a preserved apple tree, shouldn’t be missed. For an even more memorable experience, guests can supper in one of two private garden sheds, which are outfitted with a sole table surrounded by hurricane lanterns, pitchforks, and potted plants, and situated steps from a chef’s garden that supplies ingredients for every meal. The Tree Spa is aptly named: Treatment rooms are nestled in the treetops eight feet above ground and are reached via wooden footbridges.

Did you know that the world’s largest spring fed swimming pool is located in the high desert in West Texas? I’d heard of Balmorhea on a previous visit to Marfa, so when the weather got relentless this time, I drove north, in search of cold water to dive into.

Arriving at Balmorhea after an hours drive through the arid high desert felt like a mirage. It’s almost like you don’t quite trust your eyes. The pool is huge and the water a deep color of turquoise. It’s paradise, except for those pesky little black fish that nobody had warned me about. As soon as you stop swimming those little buggers come to nibble at you like a swarm of underwater mosquitoes. It’s funny, and trust me, it keeps you moving!

I only went to Balmorhea for the afternoon to cool off, but they do have overnight options there. Even if you’re only there for a few hours, bring some food–as the options to buy anything good are thin.

Open daily from 8 a.m. - 7:30 p.m. or sunset, whichever comes first
Entrance fees: adult: $7 daily, child 12 years and under: free

>>>Warmest thanks to the awesome team at El Cosmico for another unforgettable Trans Pecos Festival of Music and Love–an annual gathering of friends, music, art, camping, sandlot baseball and a night sky full of stars in Marfa, Texas. Love you guys.

Long considered one of the top hotels on Oahu, the Kahala has always been a particular favorite among the type of guests who travel with their own security detail. A number of past U.S. presidents, plus kings, queens, princesses Grace and Di, a handful of Nobel Peace Prize winners, rock stars, and movie stars, all have slept under its venerable roof at some point during the hotel’s 50-year history. The see-and-be-seen set moved on long ago, but privacy seekers still make a beeline here. They’re drawn less by the property’s fabulous beach (though that’s reason enough to stay here) than by its exclusive location—in a well-fortified cul-de-sac in the ritzy Kahala neighborhood. But there’s a warm and fuzzy side to the hotel, too. A pod of dolphins has full-time residency in the hotel lagoon, and visitors of all ages can swim with them (for a fairly steep fee). Rooms have a preppy beach house vibe—raffia ceiling fans, linen loveseats—and many come with heart-stopping sea views.

The ever-colorful Jaffa Flea Market, in operation for more than 100 years, inhabits a portside neighborhood of alleyways, covered walkways, and outdoor verandas. Wander the endless market streets to find restored antiques and handicrafts, Judaica and Persian tiles, as well as designer boutiques and art galleries. Even if you don’t buy a thing, it is the perfect spot to sample local fare. Once the sun sets, and the vendors head home, a food scene springs to life—a wonderland of twinkling lights with dozens of trendy restaurants, bars, and chic cafés. (The flea market is called Shuk Hapishpishim in Hebrew.)

About half an hour south of Cancún stands the rickety wooden entrance sign to La Ruta de los Cenotes, a small highway leading into the jungle, populated only by the occasional souvenir stand or rental cabins. But the real attraction here is the cenotes: natural springs connected to the Yucatán Peninsula’s extraordinary underground river system. Ideal for swimming and snorkeling, the pools often feature diving cliffs, picnic grills, and maybe even a small zip line. Most forbid sunscreen and bug repellant to protect the water’s pristine quality. Top options include Las Mojarras, Verde Lucero, Boca del Puma, and Siete Bocas.

I love visiting big iconic bridges during the sunset. Trips at dusk to the Golden Gate Bridge and the Brooklyn Bridge have resulted in spectacular photographs of the urban landscape. The Sydney Harbour Bridge was another great experience! The bridge is accessible by foot or by bike and is surrounded by some of the biggest attractions in Sydney. More adventurous types might opt for the Bridge Climb Tour (http://www.bridgeclimb.com/) where participants get to scale the summit of the 134-meter arch for panoramic views of the city. And yes, they offer a Twilight Tour near sunset (and a dawn tour at sunrise). We were content walking across the bridge on the pedestrian walkway. It was a brisk spring evening in Sydney, and we didn’t envy the tourists climbing the bridge overhead. The views from the bridge are stunning in every direction, and it is a magnificent vantage point to see the Sydney Opera House and the Central Business District.