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Behind one of the most popular surf spots in Rincon is a breathtaking view of the northwest coast of PR. Domes Beach during fall/winter will be packed with surfers, but if you want to enjoy the location without being slapped by boards or crowds, then take the short dirt walk behind the “dome” (old nuclear center) and hike along the raised seawall for a gorgeous and unobstructed view of the rugged, lush, tropical cliffside and the waters below. You can take this trail all the way to Pools Beach (in Puntas, the upper part of Rincon) and watch more surfers pick off waves in another great surf spot. This photo was shot with my iPhone 4S, and edited as HDR.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

Locals love the Sunday Supper at City House, when chef-owner Tandy Wilson serves his highly creative Italian-influenced menu, but you really can’t go wrong any night here. Wilson, a 2016 James Beard Award winner, is a Nashville native who spent time in Italy and California before opening his restaurant in the former home of a sculptor in the trendy Germantown neighborhood. Since then, he’s been drawing visitors and locals alike with his belly ham pizzas, corn bread gnocchi, and main dishes like roasted chicken and corn meal–crusted catfish with peppers, garlic, anchovy, lemon, and parsley. Those in the know bookend their visits with a perfectly crafted cocktail at the bar and a dessert from pastry chef Rebekah Turshen, like the almond ricotta skillet cake with lemon marmalade and lemon ricotta gelato.

The mallorca (“my-your-cuh”) is the iconic Puerto Rican sandwich that’s typically eaten at breakfast, washed down with a cup of coffee. When I was in Old San Juan, I had more than my fair share at Cafeteria Mallorca. The mallorca is a soft, buttery bun that’s classically sliced in half, both sides generously buttered and then the sandwich is pressed between the hot steel plates of a griddle. Before serving, it’s generously dusted with powdered sugar. Oh yum! How can you go wrong with butter and sugar? It took me one bite to get hooked and before you know it, I had ordered another one but this time – jamon y queso….ham and cheese. It too came with a generous dusting of powdered sugar. Ham, cheese, sugar. I know, it sounds like an odd combination but don’t knock it til you try it because it’s good, so good, it’s addictive! The bread was slightly crunchy on the outside, soft on the inside. The mallorca was warm, buttery, sweet and savory, every bite made my tastebuds sing with joy! If you decide that mallorcas are not your cup of tea, the menu also offers up eggs, pancakes and cereal along with coffee, tea and juices. Conveniently located in the heart of Old San Juan, Cafeteria Mallorca is a homey and unpretentious place that’s a throwback to the simple cafeterias of days gone by. Great place to bring the kids!

Harry’s Roadhouse, a favorite haunt of locals and visitors, is conveniently open seven days a week. The massive breakfast menu melds regional Mexican and New Mexican fare with items like huevos rancheros and hearty chilaquiles (eggs any style with salsa and cotija cheeses). For your sweet tooth, try the french toast or lemon ricotta pancakes, washed down with a cup of joe.

The Heladería de Lares, a 45-year-old family business, sells about 50 unusual flavors of ice cream up in the mountains. Salvador Berreto, known to the locals as Yinyo, founded the shop to commemorate the Grito de Lares, a battle for freedom that had taken place exactly one century before. Yinyo started with corn, a flavor at the heart of the Puerto Rican diet and the current bestseller. Other flavors are cod, coquito (the Puerto Rican version of eggnog), and rice and beans. Fortunately, you can taste two flavors before deciding what to buy, and the ice cream is cheap, so you can stock up. Every weekend, people form what locals like to call lines, but are really boisterous blobs extending half a block down from the shop’s entrance. While eating, people skim through newspaper clips about when Denise Quiñones, a girl from Lares, won a Miss Universe pageant, or study photos of the 1945 Fuego de la Candelaria (a fire in Lares). After reading about the history behind Lares’s anthem and running their hands over the guiro (a musical instrument played by scraping its serrated surface), people often wander outside to the Plaza de la Revolucion. Here, on a typical Sunday, artisans sell paintings of the three magi (the Puerto Ricans’ second Santa) and of flamboyanes (the national trees with orange flowers). If you have doubts as to whether it’s worth it, just ask Bill Clinton and his daughter Chelsea. In 2008, Clinton forced $100 into the hands of Yinyo’s son for a mango ice cream.

Bringing riders on a journey through the heart of the Grand Canyon since 1901, Grand Canyon Railway takes you from a starting point in Williams, Arizona, to the South Rim and back for a full-day excursion, complete with on-train entertainment from strolling musicians. Multiday packages include a Wild West kickoff show, narrated motor coach tours along the South Rim, and free time to explore the canyon on your own. Overnights take place at the Maswik Lodge North and the Grand Canyon Railway Hotel, along historic Route 66.

Dating to 1521, the Cathedral of San Juan Bautista isn’t just one of the oldest buildings in San Juan—it’s the second-oldest cathedral in all of the Americas. Go inside to see the tomb of Spanish explorer Ponce de León, who founded the first settlement on Puerto Rico and in 1509 was named the island’s first governor. The remains of St. Pio, a Roman martyr, can also be seen in the cathedral—the saint’s mummy has been displayed here in a glass box since 1862.

Those in search of sublime culture in an exuberant natural setting will find an ideal refuge in the Instituto Moreira Salles, a modernist residence hidden on a lane above the Gávea quarter that’s home to a cultural center. The delights on offer at this off-the-beaten-path spot—visual-arts and photography exhibits, literary salons, film series, and a stunning garden by famed landscape designer Burle Marx—are made all the more amenable by a restaurant as well as petite art– and Rio-focused bookstore. The IMS also happens to be the city’s most extensive photographic archive. If you’re looking to learn Rio history, a visit to this rare gem—nestled into the Carioca jungle—is a must.

It may look a little like your childhood summer camp, but Phantom Ranch feels like the Ritz by the time you make it to the bottom of the Grand Canyon, whether by foot—a steep 10-mile hike—mule, or boat down the Colorado River. Set near a creek in the shade of a cottonwood grove, the lodge is the only property located beneath the rim of the canyon, making it an extremely popular destination. Book early; the concession uses a lottery system for reservations beginning 14 months in advance. There are two lodging options: log cabins that sleep up to 10 people and are furnished with cold water sinks and toilets (there are common shower facilities), and four dormitories—two each for men and women—that sleep 10 in five bunk beds. Linens are provided and, thankfully, all of the buildings have air-conditioning in the summer and heating in the winter. Also be sure to reserve meals ahead of time. Seating in the canteen is limited, and the steak and meat-stew dinners, served family style, are surprisingly tasty.

Suppose I told you there was a small, remarkably idyllic and fairly unpopulated island in the Caribbean just a short distance from the mainland United States, an island so immaculate, plans were in the works to make it a National Wildlife Refuge, an island with a beach rated one of the best beaches in the world, an island where you could basically do whatever you wanted along its iridescent shores with little chance of being interrupted by prying eyes.... What’s the first thing you’d do? Well, if you were the U.S. military back in 1901 and the destination in question was the island of Culebra, you’d blow it all to hell! For nearly 75 years, bombs pounded Flamenco Beach on Culebra, la “Última Virgen,” while the U.S. military used it for target practice. Protests drove the Navy away, but some relics remain on the once pristine sands as a reminder of how never to treat one of the best strips of beach in the world. During the weekends, Flamenco Beach can get fairly crowded with “mainland” Puerto Ricans taking the ferry over for a day in the sun, so I recommend you make time during the week for a more secluded experience. There are vendors nearby, but not too near, to make your stay a pleasant one with local cuisine and plenty of ice-cold beer.

Jamaica’s interior beauty includes several botanical gardens. Shaw Park, located in Ocho Rios’ surrounding hillside at up to 800 feet above sea level, is a great stop for families, with a large waterfall cascading through, gorgeous flower gardens and plenty of picnic space. When you want to get away from the heat and chaos of downtown Ocho Rios, head up to the hills and relax here. It’s a US$10 entrance fee and the park is open during regular business hours.

The actual name of the place is Adega Rio Douro (since it’s facing the river) but everyone knows it by Tasca da Piedade, named after the owner Mrs. Piedade. It’s also known for having “fado vadio” - traditional Portuguese music, here sang by non-professionals every Tuesday in the afternoon from 4pm until 7pm. While the music flows you can try a lot of Portuguese “petiscos”, such as stewed chicken guizzards, meat croquettes, “bifanas” and the crown jewel “iscas de bacalhau” - boiled codfish loin enveloped in a parsley omelette. The symbiosis between food and music is guaranteed, as everything here is done with passion. You might even be lucky to listen to the owner singing a few “fados”.

This novel walking tour combines a power work-out with sightseeing. You’ll climb a steep hill to reach a look-out spot with sweeping views of Vallarta and Banderas Bay, then descend to see Elizabeth Taylor’s and Richard Burton’s former homes (and the bridge that connected them), a tortilla factory, Cuale gardens, and a chocolate shop. Lots of samples and healthy snacks are included, as are plenty of photo ops.

This sleek outdoor mall sits in the lavish neighborhood of Puerto Cancún, known for its marinas, golf course, and luxury homes. The shopping center features international brands like Zara and Sephora, along with a stylish, upscale food court featuring its own bar, views of the marina, and cuisine from all over the globe (think Thai fusion, raw bar, gourmet burgers, French bistro, sushi). For entertainment, the expansive Cinépolis movie theater has a VIP section with cozy recliners and table service right to your theater seat. Though designed for tourists, the theater is popular with local crowds, as well, thanks to its convenient location between the Hotel Zone and downtown. On weekends you can catch performances throughout the mall, including live music and acrobatic shows.