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  • San Juan-Caguas-Guaynabo, PR, Puerto Rico
    This is my favorite hike by far. Cueva Ventana (“Window Cave”) is a beautiful, scenic hole in the side of a mountain that opens up to a lush, green valley down below. You’ll trample through mud, hunker down under low-hanging stalactites, dodge around stalagmites, and never look up (there are bats, of course) while wandering through the cave. All this winding around through two caves leads you to one of the most spectacular views in all of Puerto Rico (but I may be biased). The hike to this cave is half the fun. You climb down into a small opening under enormous, ancient tree roots, and you get the feeling of a tomb raider. But, if you’re claustrophobic or don’t feel up to lowering yourself down a cave wall, there’s an additional path that bypasses the first cave and leads you straight to the easier hike to Cueva Ventana. There’s something for everyone! I’m pretty sure I saw one Puerto Rican woman doing the whole thing in heels. This is a must-visit site for anyone touring the northwest central part of Puerto Rico. Another tidbit is that it’s practically free! You can find the directions on PuertoRicoDayTrips.com, park at the adjacent Texaco gas station. UPDATE (2014): There is now an easier way to access this awesome view! There are now boardwalks for ease of access, and you must pay $11 to tour the site. You get a flashlight and hardhat for safety.
  • Dr. Lavista 189, Doctores, Cuauhtémoc, 06720 Ciudad de México, CDMX, Mexico
    The concierge at the hotel was skeptical. The cab driver was amused and skeptical. Lucha libre, or Mexican wrestling, is clearly an unsophisticated embarrassment, tantamount to telling a visitor to the U.S. to watch Keeping Up with the Kardashians. Attending a match, though, is a way to see a side of Mexican culture not found in museums or historic churches, but one that definitely uses some of the same mythology, iconography, and pageantry seen there. The crowd shouts, chants, and laughs through performances featuring dancing girls, inept referees, men in lavish and ridiculous costumes (a caveman with a plastic club, fur boots, and a skimpy loincloth), and some honest-to-God astounding feats of athleticism. Matches—loud and funny and thrilling—take place on Friday nights and occasionally during the week. Tickets can be bought in person at the arena, but arrive early to avoid a long line and use your time to shop the stands set up outside for handmade lucha libre wares (wrestling capes, masks, T-shirts, onesies for infants).
  • 110 Rue Notre-Dame Ouest, Montréal, QC H2Y 1T1, Canada
    A church—or, at least, a small chapel—has stood on the site of the Basilica of Notre-Dame since shortly after Ville-Marie (Montréal’s predecessor) was founded in 1642. The current building, however, dates to 1829 and was constructed in a soaring Gothic Revival style. At the time, that aesthetic choice raised some eyebrows—Gothic designs were associated more with Protestant churches than Roman Catholic ones. (Perhaps the fact that the architect was an Irish-American Protestant didn’t help the situation.) Whatever initial resistance there was evaporated in the face of the beauty of the completed building. In the decades that followed, Gothic became the popular choice for churches in Canada of every denomination in large part because of Montréal’s basilica. In the 1870s, in what was perhaps a case of gilding the lily, the basilica became even more stunning when its interiors were painted in bright colors to resemble Paris‘s Ste-Chapelle.
  • 17 4th Ave, Houghton Estate, Johannesburg, 2198, South Africa
    The tony suburb of Houghton, whose best-known resident was Nelson Mandela, is home to leafy lanes lined with stately estates. Not too far from the Mandela family manse is the Residence, a stylish boutique property that lives up to its name, evoking a private lair of a chic distant relative that guests are fortunate enough to visit for a spell.

    The rooms are plush, with velvet headboards, sumptuous rugs, and glittering chandeliers, but the bathrooms are a sight to behold: the gleaming marble tiles and outdoor showers and tubs merit a special mention. Nods to the nautical can be found in the Boat Lounge, where mini sailboats and life preservers inspire the decor. There’s often a pianist tickling the ivories in the Piano Lounge, where guests can retire with a post-prandial cocktail.
  • Oia 847 02, Greece
    Imagine sitting in your own private jacuzzi sipping Greek wine, while the shops, restaurants, and homes in the village of Oia are bustling with people and lit with their warm glows. It is from the balcony of the Endless Blue Suite at Aspaki Hotel that you can experience this magic. While there are an abundance of accommodations at your fingertips in the stunningly beautiful, white-washed village, the traditional Aspaki Hotel is unique and truly luxury with a personal and friendly touch. Set on one of the most-photographed private pathways in Oia, the Endless Blue Suite is gorgeous with its peach and light blue colored exterior, and can be seen throughout the town and spotted from the water below. The suite has a loft-style bedroom, spacious living area and kitchen with windows throughout, but it’s the outdoor balcony with jacuzzi that sets it apart from the rest. With an uninterrupted panoramic view of the Caldera and village, it feels as if you’re hanging on the cliff’s edge overlooking the Aegean Sea. It doesn’t seem quite real and is like your own Greek island home that you don’t want to leave. I highly recommend the Endless Blue Suite for a couple on their honeymoon or celebrating a special occasion, and Aspaki Hotel also offers other suites perfect for any stay.
  • 2000 N Fuller Ave, Los Angeles, CA 90046, USA
    The trek to the HOLLYWOOD sign may be the most famous L.A. hike to outsiders, but if you’re looking for downtown views, celebrity sightings, and a typical L.A.-style glamour hike (not necessarily strenuous, but very fashionable), the 3.3-mile Runyon Canyon loop is your best bet. You’ll still get a great view of those giant letters, but you’ll also be able to spot the who’s who of the Hollywood Hills, with plenty of locals out on their routine pre-Sunday-brunch ritual. (And there are lots of grade-A brunch spots nearby, such as the Griddle Café, if you too are in search of a pancake-heavy menu.) The trails are dog-friendly, and dog-loving Angelenos take full advantage, so your pooch will have no shortage of company if you decide to bring him along.
  • Pub Street Area , Mondol 1 Village 284, 2 Thnou St, Krong Siem Reap, Cambodia
    While cute souvenir shops and even haute couture boutiques exemplify the changing face of the retail scene in Siem Reap, the city’s famous Old Market remains a heady hub of traditional trade and commerce. Located right in the heart of town, Psar Chas is amply stocked with lots of things that you might want to buy—as well as plenty of things you probably do not. That said, perusing the labyrinthine aisles full of silverware, silks, handicrafts, spices, stone carvings, and other assorted ephemera is worth a couple hours of anyone’s time. Stay calm and haggle politely with a smile on your face, and you’re sure to find a bargain or two.
  • 9207 TX-17, Toyahvale, TX 79786, USA
    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.
  • Set on a hill some 2,000 feet above Papeete, with impossible views of the sea and Moorea beyond, O Belvédère is the place locals take visitors for thrilling sunsets and good food. The restaurant and bar have the air of a tree house—the outdoor terrace is even built around the trunk of a tree. An inviting swimming pool on the hill below and occasional live music add to the already strong appeal. Arrange for a 5 p.m. pickup from your hotel to reach the restaurant in time for a celebratory sundown cocktail. The fondue is highly recommended.
  • 3599 Hayden Avenue
    Verspertine isn’t so much a restaurant as an experience—a collaboration between chef-owner Jordan Kahn and architect Eric Owen Moss. The futuristic four-level structure, wrapped in undulating steel with glass walls and minimal design elements, sets a dramatic stage for the art on the plates. The restaurant serves dinner only—and by reservation only. Pull up to valet parking and they already know who you are. Wait briefly on the garden’s heated benches for the elevator up, where chef Kahn—whose bona fides include French Laundry and Per Se—is the first to greet each guest by name. Tables seat four people at most, keeping things intimate for a sensorial multi-course meal that’s unique each night. Sculptural dishes could include delicate snowy white asparagus with sword fin squid and macadamia nut, or hirame (fish) served in a glittering black bowl that appears empty at first glance. (They do accommodate dietary restrictions and can offer modifications.) Essentially, get ready for a lot of surprises. One thing that doesn’t change: the layered, effects-heavy original score created by the band This Will Destroy You specifically for Vespertine. Pro tip: Opt for the I beverage pairing option (III features nonalcoholic juices and infusions), which offers a libation for each course.
  • KM3.2 State Road 200, Vieques Island, PR 00765, United States
    This property is closed due to damage sustained during Hurriance Maria.

    The W Vieques Island is a luxury boutique waterfront hotel located on pristine Vieques Island, located eight miles off the southeast coast of mainland Puerto Rico. What’s interesting about the island is that despite being so close to the mainland, it still has a very raw, untouched feel, with tourism weaving itself into the landscape instead of taking it over. Guests of the hotel can explore ecotourism on the island through kayaking tours of the bioluminescent bay, beach trips, scuba diving, mountain biking, fishing, horseback riding, outdoor yoga, farm-to-bar social hours at sunset, and visits to the the local farm to see where the restaurant’s ingredients are sourced and even to create a meal for themselves. There’s also a sumptuous spa. Inspired by the holistic nature of the surroundings, the spa seems to blend into the landscape, with rivulets and canals flowing throughout the space, front-row views of the Atlantic Ocean, vine-covered treatment rooms, a reflection pool, and a spa pavilion surrounded by lush gardens.
  • Piazza San Marco, 1, 30122 Venezia VE, Italy
    The Ponte dei Sospiri was given its English name by part-time Venice resident Lord Byron, who wrote in Childe Harold’s Pilgrimage: “I stood in Venice on a Bridge of Sighs, a palace and a prison on each hand.” Byron’s travelogue nails it: When you stand on the famous crossing, the Doge’s Palace and a public prison are on either side. A local myth (that turned into the plot line for the film A Little Romance) says that lovers who kiss on a gondola at sunset beneath the Bridge of Sighs will be granted eternal love. Access to the bridge itself is through the Secret Itinerary tour of the Doge’s Palace.
  • 5900 Lower Honoapiilani Rd, Lahaina, HI 96761, USA
    When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.
  • 71 Wale St, Schotsche Kloof, Cape Town, 8001, South Africa
    The Bo-Kaap was one of the few Cape Town neighborhoods to escape apartheid’s bulldozers—the cluster of bright buildings, once known as the Malay Quarter, housed many of the slaves who worked for the 17th-century Dutch colonialists. In this colorful area, you can also see some of the oldest, most beautiful mosques in the country, including the Auwal Mosque on Dorp Street. Upscale shops have been moving in lately, but don’t miss one of the originals, the spice merchant Atlas Trading Company. To go back in time, explore the Bo-Kaap Museum, furnished like the house of a typical 19th-century Muslim family.
  • Emniyetevleri Mah. Eski Büyükdere Cad., Emniyetevleri, Yamaç Sk. No: 7, 34415 Kağıthane/Kâğıthane/İstanbul, Turkey
    In Istanbul, the most authentic place to smoke nargile (also known as hookah and shisha) is Corlulu Ali Pasa Medresesi. The 300-year-old Medrese evolved from a religious school and dervish lodge during the Ottoman times to bazaar stores in the mid-20th century to its current form—a respite for locals and tourists from the bustling Grand Bazaar district. Relax amid the bubbling sounds of the nargile while indulging in the wafting aromas of fruity tobacco. Alcohol is not served; instead, savor a Turkish tea in a tulip-shaped glass or try “boomba” tea with lemon, hibiscus, and mint at the café on the left as you enter the complex. In winter, the warm milky cinnamon drink called salep is a local favorite. The customers are mainly men, but ladies, don’t feel intimidated. It’s a great place to people watch and meet locals who speak many languages. Corlulu Ali Pasa Medresesi is open till 2am and located on the tram line between Cemberlitas and Beyazit/Grand Bazaar stations. If you want my recommendation, try the apple and mint or rose and mint nargile—best shared with old and new friends. Afiyet Olsun (bon appetit)!