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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.

Anywhere breakfast is served all day usually scores in my book. At Caficultura in Old San Juan, the food is “farm to table” and is as delicious as the creative menu sounds. In addition to the mostly healthy options, the highlight is the maple syrup made with rum, and coconut milk–dipped french toast topped with coconut shavings. The atmosphere was pretty cool—large black chandeliers hang from large wooden beams, and the picture windows face Plaza Colón outside.


Definitely a cool local place to stop into and grab a coffee or brunch while sightseeing throughout Old San Juan’s historic district.

Kaplash is located on the curve of Road 115 as you head toward the town of Rincon. The little unassuming orange and blue building boasts a beautiful view of the ocean and—in the opinion of myself and others—the best empanadillas on the whole island. Kaplash was featured in an island-wide food photography book by a local writer who ventured to all the great known local spots. That’s how I decided to try them, and I wasn’t disappointed. They are now the only place I stop for empanadillas (turnovers) and the only place I take family and visiting friends. Try all of them—they specialize in seafood—but I can’t get enough of the pizza one.

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.

Conquistadors built Panamá Viejo, the first European settlement on the Pacific Coast of the New World, in 1519. The original site was abandoned in 1671 after Henry Morgan’s pirates attacked and the residents relocated down the coast. This second settlement, now called Casco Viejo (old town), is the historic district of Panama City. Together, both locations make up a UNESCO World Heritage Site. At Panamá Viejo, visitors can explore an archaeological site with famous ruins, while Casco Viejo is abuzz with the markets, cafés and nightlife found along its narrow streets and in its classic waterfront buildings.

A visit to the incredible 365-island archipelago (also called the San Blas Islands) within the communal lands of the Guna Yala indigenous nation provides some extraordinary seaside experiences. The islands making up the outer archipelago are unspoiled and feature gorgeous white-sand beaches, turquoise seas, and a one-of-a-kind encounter with Guna culture. Visitors lodge in natural-material huts (cane walls and interwoven palm-frond roofs) or—if you’re in the mood—sleep under the stars in palm-strung hammocks. Local women sport colorful dress made in the style known as mola, a traditional Gula artisanal weaving technique. A highway was built several years back that lets you travel from Panama City to Puerto de Cartí in as few as two hours.

Reachable only by boat, Puyuhuapi Lodge & Spa has incredible views of virgin forest, mountains, and water. The Aysén region is one of the least accessible, less touristy areas of Chile, and it’s really worth going the extra mile. The hotel was created by businessman Eberhard Kossmann, who in 1986 sailed with his family through the fjords south of Puerto Montt. He fell in love with this spot and by a stroke of luck was offered to buy the plot of land a few years later—and so began his first venture into tourism.

Built from local wood, Puyuhuapi Lodge & Spa sits alongside the Termas de Puyuhuapi (Puyuhuapi Hot Springs), and all the hotel’s hot water and heating is sourced from the thermal waters. Guests spend days exploring this beautiful part of Chile on excursions that range from hiking and kayaking to bird-watching and trips to glaciers. Evenings are spent soaking in the hot springs and relaxing in this picture-perfect wooden lodge on the waterfront.

This small, chic hotel came into being after an Argentine PR director and her English record producer husband couldn’t find the perfect place for their visiting guests to stay during their Buenos Aires wedding. They needed a place with a bar, a spa, a nice pool, good cocktails in a friendly environment—and so in 2005 they opened Home, one of the pioneer boutique properties in Palermo Hollywood. Strategically located within blocks of much of the city’s nightlife, Home has become something of a base for those coming to the city looking to indulge in it.

Generally though, Home’s reputation is quite positive. Few modern design elements have been left out, from Knoll furniture and vintage wallpaper to the Chilean wool rugs and tech-friendly amenities like iPod-ready stereos and LCD TVs. A spacious walled garden area is the focal point of the property, holding the heated swimming pool plus deck chairs and ferns, alongside a bar and restaurant.

Avenida Central was the city’s great commercial core in the first half of the 20th century; though its heyday has ended, the swarm of humanity packing into its various shops, bars, hotels, restaurants, and other businesses attest to ongoing vibrancy. The classic stretch extends from Plaza Santa Ana to Plaza 5 de Mayo, where art deco and streamlined moderne landmarks are still on view. El Banco Nacional, the former Kodak building, and “La Pollera”—thus nicknamed for the resemblance its balconies bear to the traditional full skirts of the Los Santos region—figure among them. These avenue blocks are pedestrian-only; peddlers and street vendors selling every imaginable snack and trinket abound.

If there were ever a hotel with history, it’s the Singular Patagonia. Opened as a hotel in November 2011, the original building once served as a post-Victorian cold-storage factory built by the British in 1915 for the purpose of processing sheep’s wool and meat to be shipped back to England. Overlooking the waters of Last Hope Sound, the long, red-brick building is located just outside the town of Puerto Natales. After operating for almost 70 years as a factory, it was declared a national historic landmark before being transformed into a luxury hotel.

History is by no means forgotten. The hallways are still stocked with brightly colored machinery—from steam condensers to boilers and forges—all stamped with the name of the British city in which they were built: Derby, Birmingham, London, or Glasgow. Designed by Chilean interior designer Enrique Concha and local architect Pedro Kovacic, the 57 bedrooms stretch along a new wing that was added to the original buildings, and these rooms are furnished with Victorian-inspired furniture.

Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.

Cuevas del Indios (Indian Caves) of Arecibo offers a tidbit of ancient history of a lost people. An easy-to-find natural wonder, with a simple $2 fee for parking, this you won’t want to miss. Bring some sunscreen and your camera. Begin your hike up sharp and spiky cliff sides (no worries, I was able to do it all in sandals). Work your way up to the top of the cliff and enjoy the fantastic view below. Ocean spray from the massive waves breaking against the side of the rocks will cool you off with a little salty mist. Dare to look over the edge to see a landscape of arches and tunnels, burrowed below your feet. Climb down into the rocks to find a wonderful—and surprisingly well-preserved—variety of Taino Indian petroglyphs. A small climb down a somewhat sturdy, handmade ladder lands you at the base of the cave with stone carved images surrounding you. Now is your chance to experience some history. Wander through the smaller tunnels, and listen to the ocean making its way inside the cave with every massive wave crashing outside.

Convenient to Montevideo’s cruise ship terminal, the Mercado del Puerto was first inaugurated in 1868 and long served as the city’s principal meat and produce market. The clock here is almost as famous as the building itself. Constructed, like the entire market, in England and then shipped to Uruguay, it dominates the central hall of the cast-iron building. The Mercado del Puerto no longer operates as a market and today houses a number of popular restaurants serving typical Uruguayan dishes.

One of the newest - and most popular - attractions to hit these shores, “Xoximilco Cancun,” is a floating fiesta, offering entertainment, colorful anecdotes, history, good food and drink - and three hours of sheer delight. Thanks to the entrepreneurial genius of the Xperiencias Xcaret visitors can experience an improved recreation of Mexico City‘s renowned Xochimilco. Both are replicas of the canals in the ancient Aztec capital of Tenochtitlán and the lake it was founded on. A series of floating gardens (chinampas) separated by canals became the marketplace for flowers and agriculture, which were transported in flat boats known as trajineras. The party in Cancun begins at 7: 30 p.m., when you’ll be given the name of the boat you need to board. When the marine bell rings, you head off on your dinner “cruise,” featuring delectable Mexican cuisine and local refreshments, including Tequila. As you glide along the canals, an assortment of musical ensembles glide by, treating you to traditional live music, including: mariachi, bolero trio, jarocho quartet and marimba medleys. A small gift shop offers plenty of souvenir options Recommended for children 10 and older.

Guadalajara visitors craving an escape from the city should know that the ocean breeze isn’t far away. The bohemian beach town of Sayulita is about a four-hour drive, and even closer by plane. Popular in the 1960s among American and Canadian surfers, the sleepy fishing village has more recently become known for its laid-back vibe and impressive food scene. If you’re looking to get even farther off the grid, the surrounding area is filled with beautiful bays that are less trafficked by tourists than the main town.