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This little village fuels many a Chilean’s vision of the south—Germanic towns nestled among sapphire-hued lakes—and is often synonymous with summer vacation. Frutillar, just north of Puerto Varas, seems to be straight from Bavaria with its majestic “casonas,” built in the German tradition—a nod to the strong ancestry and settlement in the region. Frutillar’s lakefront has black-sand beaches, the shimmering lake dotted with white swans, magnificent views of the Osorno volcano, manicured lawns, and darling boutiques and cafes along the town’s streets. During the last week of January and first week of February, music lovers flock to Frutillar for the classical music festival where maestros from all over the world play in the Teatro del Lago, with some of the best acoustics in Chile. Besides strolling the relaxed lakefront, Frutillar is perfect to stop for a coffee and “kuchen,” a delectable German cake found throughout the lake district made with seasonal fruit.

We took a four night trip to the Peruvian jungle and the Macaws at this clay-lick were a highlight from the boat trip up the river.

San Juan’s oldest restaurant has been serving up Puerto Rican and Spanish flavors since 1848. La Mallorquina, set right in the heart of Old San Juan, is known for rustic, home-style dishes like salt cod fritters, arroz con pollo (chicken with rice) and pasteles (similar to tamales).

Chef Peter Schintler’s San Juan restaurant remains one of the capital’s top fine dining destinations after more than a decade in operation. Marmalade, located in Old San Juan, has allowed Schintler to experiment with international flavors and techniques picked up at previous stints in kitchens around the world, including one at New York’s fabled Le Cirque. While beloved by omnivores and travelers who will jet-set for cocktails, vegetarians especially appreciate Schintler’s menu, which includes a spiced cauliflower meze and hand-rolled black truffle pappardelle. Reservations are definitely recommended.

Occupying 28 ocean-front acres on the northwest coast of the Bay of Culebra, Andaz Peninsual Papagayo evokes its natural surroundings at every turn. Costa Rican architect Ronald Zürcher took an organic approach to the design of the buildings, modeling rooflines on shapes found in the shells and cocoons that appear on local shores and in the jungle canopy.

Even standard rooms—which are sprinkled over a hillside that’s bookended with beaches—elicit a strong sense of place with hand-carved artifacts, forest views, and walk-in rain showers that open to large balconies, blurring the line between indoors and outside. (Luxury seekers can upgrade to a suite to take advantage of soaking tubs and private plunge pools.)

For the actively inclined, there’s a golf course, tennis course, and access to nearby zip-lining, though no one would blame you for kicking your feet up by a pool overlooking the bay; there’s an adults-only infinity pool as well. Ostra serves fresh seafood caught in local waters, while Chao Pescao offers the ultimate expression of pura vida with tapas and small plates, a first-rate mixologist, and live music and dancing on Saturday nights.

Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.

Before Columbus arrived in the West Indies, indigenous tribes had lived on Puerto Rico for at least 2,000 years. The Igneri were the oldest recorded inhabitants, followed by the Taino, and artifacts from both peoples have been found at the Tibes Indigenous Ceremonial Center, a settlement just outside of Ponce that flourished from roughly 400 C.E. to 1000 C.E. Many of the artifacts are on display at the on-site museum, and a replica Taino village shows how native Puerto Ricans lived in the pre-colonial era.

The best fast food in Singapore‘s central business district can be found at Lau Pa Sat (Raffles Place MRT stop). This 150-year-old former fish, fruit, and veg market was converted into a collection of hawker food stalls in the 1970s. The market, which has recently undergone a facelift, is shaped like an octagon with eight alleys emanating from the center. There are about 75 different stalls to choose from, selling everything from curries and dosas to dumplings and pig organ soup. You are sure to find whatever it is you are craving. When in doubt, do what the Singaporeans do and join the longest queue! Here are my top picks: Shanghai deep-fried pork and spring onion buns from the stall in the center. These are to die for. Help yourself to a little plastic saucer of chili paste for dipping. Thunder Tea Rice - Stall 01-26/31 - A healthier option with brown rice, herbs and tofu thrown into delicious combinations. Try their signature dish. I prefer to add the cold green broth to the rice bowl before eating. Murtabak (stuffed roti prata) - get a plate to share from one of the Indian Muslim food stalls. Mamacita’s Costa Rican cuisine (near Thunder Tea Rice) - an unexpected but perennially popular stall. Fresh lime juice or iced kopi (coffee) from the beverage stand in the center of the market. Don’t forget to bring your own napkins/tissues/wet wipes. Stalls don’t give them out and they also come in handy to save your seat while you’re ordering your meal.

A recent addition to the Puerto Rican capital’s culinary scene are food hall–style spots where diners can choose among multiple kiosks, or stalls, each featuring a distinct kind of cuisine. Lote 23 is one such spot, located in the working-class neighborhood of Santurce. More than a dozen food entrepreneurs have fare on offer here, from pizza and tacos to bao and burgers. If you just need something to cool yourself off in the tropical heat, there are popsicles and cocktails, too. The alfresco eating area has plenty of picnic tables where you can sit and enjoy whatever you’ve ordered.

Though the DR isn’t traditionally known for its surfing, the little town of Cabarete (a 30-minute drive from the Puerto Plata airport) is fast becoming a hot spot for newbies and those wanting to take their board skills to a new level. Cabarete boasts several surf camps including SWELL, “a purpose-built surf camp” that attracts surfers and wannabe surfers from all corners of the globe. A cross between a hostel and a just-the-basics boutique hotel, the camp has co-ed quad dorms and private rooms accommodating some two dozen travelers of all ages — a healthy mix of singles and couples, mostly urban professionals. Days here start really early, but what does it matter when you’re on the water catching waves? (There’s always the rest of the day to make up for that lost shut-eye.) Once you’re done with your surfboard, wander into Cabarete to grab a cerveza and a bite. Be sure to check out the town’s other favorite pastime, kitesurfing. Just look to the sky.

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.

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.

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.