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On the still-bucolic site of a former coconut plantation just west of Montego Bay, Round Hill is another of the legendary hotels created in the early 1950s to accommodate wealthy Brits and Americans who were discovering the pleasures of a Jamaican winter. Since then, it has evolved into a thoroughly modern resort that manages to retain its original, exclusive, clublike spirit. In the beginning, Round Hill consisted of a group of shareholders (British playwright Noel Coward was one) who rented out their private villas when they were absent. That’s how it still works, although the celebrity shareholder most mentioned these days is designer Ralph Lauren, who rents neither of his two villas. Along with 27 other villas, which can be divided into 86 suites, there’s the Pineapple House, a seafront block of 36 rooms, all decorated, predominantly white on white, by Lauren. The ambience is quiet luxury, the service is relatively formal (the doorman wears white), and the children among the guests are treated as the heirs and future holiday decision makers that they are. Almost every villa has a story, whether it has to do with Coward, the Kennedys, or How Stella Got Her Groove Back. And Montego Bay, whose city lights can be seen only from the highest villa (#28), is still another world away.

This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.

Part of the University of British Columbia, this museum houses one of the finest collections of Northwest Coast Aboriginal art, including bentwood boxes, feast dishes, totem poles, and canoes from the Haida and Coast Salish people. Some of these artifacts are displayed in a soaring grand hall with views of the Point Grey cliffs. Visitors can also look forward to a respectable European ceramics collection, with earthenware and stoneware from the 16th to 19th centuries, and a rotunda with works from Haida artist Bill Reid, including the massive Raven and the First Men, made out of laminated yellow cedar.

When Philadelphia‘s battered asphalt and noise begin to tire, head for an afternoon at Longwood Gardens, a verdant hamlet 35 miles West of the city in the Brandywine Valley. 1,077 acres of horticultural magnificence occupy one of Pierre S. du Pont’s many estates, including an impressive conservatory that stretches about 1/2mile. Ornamental gardens and topiaries, which rotate regularly, can be appreciated all year round in addition to seasonal illuminations (the Christmas light display is so well-received, guests must reserve tickets in advance). It’s not only the sheer size of the property that draws in visitors from around the world but the robust display that easily rivals the impeccably manicured gardens of Europe. The indoor children’s garden, treehouses, model trains (seasonal) and concert series make Longwood a great option for traveling families.

For something beautiful, unique and quintessentially Chinese, you’ll want to pick up a yak-wool knit from Shokay. This incredible social enterprise works with yak farmers in Western China to teach them how to harvest the finest down from their yaks. From here the wool is sent to a group of trained spinners who work their magic, turning the down into the most luxurious, soft yarn. Further transformed into elegant wraps, scarves, jewelry, hats, mittens, throws and pillows, Shokay’s collection offers perfect locally-made, ethically-sourced, beautiful gifts to take home. Store Location: InShop, 1605 West Nanjing Road (Just above JingAn Temple Metro Station, Line 7/Gate 10). Tucked back on aisle “D”, you’ll find Shokay’s pieces in an open space boasting a collection of Shanghai-based designers and labels. And for a true adventure, SHOKAY has transformed its knitting cooperative on Chongming Island into an open textiles workshop. Just over an hour away from Shanghai, the creative space welcomes visitors to spend the afternoon relaxing, joining in knitting classes, or custom ordering hand knit pieces from yak down. For more information, visit their website.

Swimming and snorkeling around Xtabi (pronounced “X-tah-bee”) Resort’s underwater caves are a unique experience and a well-kept secret from first-timers. While it’s a great place to stay, overshadowed by places like Rockhouse Hotel, you don’t have to be a guest to enjoy this “meeting place of the Gods” as the name describes. You’ll want to have lunch at the casual, outdoor restaurant first--choices are excellent and include club sandwiches to jerk chicken (even if a tad pricier than from the street grills). After lunch and a rest, change into your swimwear and make your way carefully down the steps until you reach a sandy cove entrance into the sea, beside caves and jutting rocks. Splash in and come out on the front side of the cliffs, where there are ladders to exit or enter as well, if you’re feeling a bit timid. A laid back environment, gorgeous waters--just a tad more jade-colored on this end, for some reason--and underground caves ideal for photo ops make Xtabi a great spot to spend the afternoon. When you tire, climb back up to sip on a Dirty Banana and sunbathe on one of the platforms beside splashing waves.

Much more than just a restaurant or smoothie stop, Choice Health Bar is a culinary fusion of food, lifestyle, and positivity. This small restaurant in the Lahaina industrial park serves fresh kale salads and heaping acai bowls. The place is a favorite hangout for island locals from surfers and paddlers to vegans. Just because it’s healthy, don’t think the food will taste like cardboard. Creative concoctions pepper a menu that is constantly being reinvented, and you’d never expect that a quinoa quiche could possibly taste so good. Locals also love Choice for the laid-back atmosphere and powerful, positive vibes. A sign on the door informs all patrons that this is officially a “bummer free zone,” and instead of simply “super-sizing” your meal, you can “make it epic” with ‘superfoods’ like kale and cacao. Consistently voted as the island’s top pick for healthy, vegan cuisine, Choice is the absolute best spot on the West Side for infusing your body with nutrients.

Atenas (whose name means Athens, as in Greece‘s capitol) is actually a quaint agricultural town in the province of Alajuela, about a 45 minute drive west of San Jose. With a population of only 27,000 people, and surrounded by coffee plantations and mountains, this is the absolute perfect place to experience Costa Rica as it truly is. The village has cute shops, some eateries, and stores that will carry any items you may need during your stay. The town square is adorable, and the various restaurants (all very casual) have excellent food based on local fresh catches and fresh-from-the-farm fruits and vegetables. The particular view above is from a lookout point on a private gated property. However, there are three housing developments in the area, and various owners rent out their places for very reasonable rates, and plenty have a view like this. Another fast fact about Atenas: it’s claimed to have one of the best climates in the world according to National Geographic, and you will come to know the phrase ‘El Mejor Clima del Mundo’ because it is proclaimed everywhere - and it’s true.

A beautiful drive through the mountainous west coast past the bayside city of Mayaguez opens up to windy roads lined with banana trees. Your destination is the coffee town of Maricao—a small, unassuming city that plays host to festivals, coffee tours, and aquaculture. Also the home to the hidden gem of Salto Curet waterfall. To get down to your starting point, a car with 4x4 is preferred but not always necessary (Going during the rainy season? Drive a truck or SUV). You’ll park in a vacant lot at the bottom of a hill and follow the trail over a river and up the mountain. You’ll eventually reach an abandoned ranger station; at that point you’ll turn left and trek up river. Just a short distance later is the isolated waterfall. Take a swim in the cool water, or hunt down the even smaller trail off to the left that takes you up the rocks to the higher and more roaring waterfall above. This is my most loved waterfall site. It’s secluded and never sees many guests at one time. Bring your camera and a waterproof bag, as it’s likely you will be caught in the rain. It is a rainforest, after all!

Come here and you’ll find a solar-powered bookstore, a Guatemalan restaurant, pubs, galleries, cafés, and this brick wall tribute to Gregory Colbert’s “Boy Reading to Elephant.” (The words that come to mind when I pass this street art are “tell me a good story and I’ll never forget.”) Just a few blocks north of downtown, and a few blocks west of the University of Arizona, Tucson’s Fourth Avenue district is a pedestrian eat-work-drink-play neighborhood with a new streetcar/trolley system. Construction is done, shops and restaurants are open, and you’ll find hardly a chain along the eclectic streetscape. From college kids and downtown workers, to artists, professors, and out-of-towners, Fourth Avenue is where the Old Pueblo welcomes techies and yuppies along with the ex-hippies... And, every winter and spring, for decades now, the neighborhood hosts a Street Fair—hundreds of thousands of people come for the arts, crafts, food, and music.

The Rosedeer Hotel is one of the first buildings you see in Wayne, sitting squat on a narrow piece of land between the railroad tracks and the hills behind. It looks like a movie set, and has been. Running Brave, Shanghai Noon, and In Cold Blood were shot here along with numerous commercials and music videos. A ten-gallon hat riddled with bullet holes wouldn’t look out of place. Don’t expect fancy cuisine—burgers are the norm, and if you want a steak, you’ll be delivered the meat and instructions on how to use the BBQ out back. But people don’t come for the food. Wayne is an authentic Western outpost, built before the road and at one time a thriving town, thanks to the nearby Rosedeer Coal Mine. People come in now for photo ops, for a chance to see one of the few remaining holdouts of the Wild West, and because the 100-year-old hotel and adjacent saloon are said to be haunted. But owner Fred Dayman, who was born and raised in the hotel, won’t talk about it. Book a room, if you dare, and find out for yourself.

Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.

My relentless pursuit of photographic glory leads my travel partner and I to suspect locations every now and then. She would say more often than that, but I choose to plead the fifth. At any rate, I found Cabo Vidio by scouring Google Maps/Earth, my GPS, and a local road map for a location with interesting topography. Often, this sort of research leads us on a wild goose chase into the middle of nowhere (more on one of those adventures later), but every now and then, we find what we’re looking for. The image here is Exhibit A; a rocky, wind-battered headland born to be photographed. It’ll be a few weeks before I’m back on North American soil and have a chance to edit and cull my images properly, so I thought I’d share something I took on my phone. It doesn’t even feel like cheating! If you ever get the chance to visit the gorgeous little fishing port of Cudillero, make the 20+ minute drive west to the lighthouse at Cabo Vidio. You’ll be all alone on the rocks with nothing but the wind and your thoughts. Depending on the tide, you’ll be thrilled, or more than a little nervous.

Coney Island’s history dates back to the 1800’s, when it was envisioned as a working man’s paradise. For pocket change, you could enjoy rides and hot dogs. While you’ll need a little more than pocket change now, this venture outside Manhattan has a true charm, and can connect with most anyone’s inner child. Over the summer you’ll find packed beaches, Friday night fireworks, and the famous Nathan’s hot dog eating contest on July 4. But if you’re coming from Midtown or the Upper East/West Sides, be sure to take an express train or you’ll be in for a ride not quite as amusing as the Cyclone.

I’m not sure any other city epitomizes the California dream as well as the surf-centric college town of Santa Cruz. The Dream Inn is the perfect base for exploring and has affordable rooms, a retro-chic design, and a beachfront location within walking distance of the famous boardwalk. The hotel can arrange surf or SUP lessons (you’ll want to rent a wetsuit, even in the summer!). For those who’d rather take in the action from the shore, rent a bike from nearby Pacific Ave Cycles and peddle along West Cliff Drive until you reach the famous surf break, Steamer’s Lane. You’ll be able to watch talented surfers (and ambitious novices) surf some serious waves. A short drive away you’ll find Henry Cowell Redwoods State Park. From the parking lot, take the Meadow Trail to the Loop Trail to Pipeline Road. Follow the road along the river and turn left at the Ridge Fire Road and follow it to the Observation Deck. You’ll be rewarded with spectacular views of the Santa Cruz Mountains. For an even greater reward, grab a seat at the Dream Inn’s new Jack O’ Neill lounge and try one of the great cocktails (the Old Timer is a mix of Knob Creek, lavender sweet tea, and muddled fruit) and if you’re lucky, there might even be a live band.