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Get creative at Lagniappe, a homey New Orleans–style wine house with a backyard grill and live music every night. They don’t take reservations, so you’ll wait in line to order simple grilled fish or chicken or the cheese and charcuterie plates, and then head out to the garden oasis for twinkly lights and good vibes. The kitchen staff will cut up your cheese and meats and serve them with olives, bread, and jam for an additional fee (around $4). If it’s too hot, head indoors and sit in the comfy living room where jazz and blues bands perform nightly.

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.

This particular area of the Gold Coast is jokingly nicknamed the Viagra Triangle, but the Thompson Chicago doesn’t discriminate by age. The 247-room hotel is dark and moody, drawing artists of every generation to its swanky lobby bar at the back, peppered with colorful canvases and couples sneaking a snuggle in a booth. The whole town is awaiting the opening of Tavern on Rush, a reboot of the beloved steak house that used to reside just up the block. Rumors say this hangout will become a dining destination, what with its cocktail lounge, main dining room, patio, and private rooms spread across 16,000 square feet and multiple levels.


Set among all the best shopping in the Midwest, the Thompson’s midcentury-style guest rooms with hardwood floors provide the perfect minimalist location to unbox those favorite finds from Michigan Avenue around the corner. Digital nomads can book their work meetings in one of the rooms named after the Chicago Seven: countercultural anti-war protesters charged by the U.S. federal government with conspiracy and intent to incite a riot to stop the Vietnam War. The Abbie Hoffman room is a favorite.

Quirky is the word for Castle Leslie Estate in Monaghan—near the border between Northern Ireland and the Republic of Ireland—where rooms are arranged at the end of higgledy-piggledy corridors and long flights of stairs. The winding layout and overstuffed armchairs in the lobby make the vine-swathed, 19th-century castle feel like a family residence—and it feels even more homey when you see the castle’s nonagenarian owner, Sir John Leslie, Fourth Baronet (or Sir Jack to guests), chatting with visitors in his pajamas around midday.

There are a thousand acres to explore, three lakes to row around, forests to get lost in, streams to follow, and horse trails to trot along (starting in the equestrian center and livery near the main house). So at the end of the day there’s nothing left to do but sit by the fire and engage Sir Jack in a long chat. Rooms are scattered throughout the estate: in the castle, of course, but also in the former hunting lodge, stable mews, and village cottages.

While there are plenty of in-water activities around St. Thomas, one of the best is at the Coral World Underwater Observatory. At this interactive park, which is great for families, visitors can see marine life rescue efforts, play with crustaceans or hang out by the beach. They can also swim with the star residents of the observatory, the sea lions. Rescued several years ago from certain death, today the sea lions are crowd favorites. In a special interactive session you can learn more about the ongoing research and interact with them in a special pool. This activity is safe for the sea lions and the mental stimulation is an important part of their daily schedule.

Spend your days in Costa Rica going from national parks to open air restaurants. Along with some of the best rice and beans in Latin America—they show up at breakfast, lunch, and dinner—there’s plenty of seafood and other proteins. Local ingredients include seafood, corn, beans, and root vegetables so you’ll see a lot of them on Tico tables. And the culinary scene is expanding quickly so expect flavors from Asia and Europe in the mix too.

Seeing the Big Island by air will have you sitting on the edge your seat anticipating what will turn up around the next mountain or valley. Waipio Valley, one of the most beautiful areas on the Island, is best seen from the air to really get a perspective of the area’s vast beauty. If staying on the ground is more your style, hit the trail and do some hiking through the Waipio area or make your way to the ocean and enjoy the sound of the surf.

The Curacao Marriott is currently closed for renovations. It is slated to reopen in late 2018.

The Curacao Marriott Beach Resort may be one of the best located hotels I’ve ever been to. Situated on a private beach in Piscadera Bay, the resort feels like the height of secluded and elegant resorts. It’s also a short three-mile drive from the capital of Curacao, Willemstad; the free shuttle delivering guests to the heart of this colorful city. Whether or not you’re looking to just lounge by the pool or get out and explore the island, the Marriott makes it easy to do it all.

In 2009, Caleb Pedersen made a backpack. He wore it around town while riding his bicycle to and from work, hanging out with friends, etc. Little did he know, his bag’s exposure would lead to other people asking, “Where’d you get that bag?” So, he started making bags, which led to the launch of his brand: Chapel. All bags are handmade in the Chapel workshop at the Woodstock Exchange. In fact, you might just bump into Caleb when you visit the shop. Everything they use to craft their bags is sourced from South Africa. Bag designs are functional and universally stylish, so you’ll look good in Cape Town and everywhere else your travels may take you.

After a 10-minute ferry ride from Changi Point in Singapore City, you’ll arrive on Pulau Ubin—a small, densely forested island where life moves a little slower. Rent a bicycle and spend a lazy day pedaling around this sleepy fishing kampung (village). You can sample fresh grilled fish and prawns from seaside hawker stalls, sip Tiger Beer, and get a glimpse of what life was like in parts of Singapore as recently as 50 years ago. Visitors may also enjoy kayaking trips and nature walks led by local volunteers. Check the National Parks website for details and to book tours. If you don’t want the peace and quiet to end, stay overnight at the island’s resort or at one of its free beach campsites.

Liguria is an institution in Santiago. It’s the default for meeting friends and colleagues over chilled draft beers called schops, or dangerously loaded cocktails. The bar scene is animated and starts in the late afternoon around happy hour and ends in the wee hours of the morning. The kitchen pumps out tasty Chilean bistro-style fare ranging from countryside rabbit in mustard sauce to their much renowned “carne mechada,” a braised beef in tomato and red wine chopped up on pasta or sliced down into sandwiches. Get there early to score a table or make friends with the bartender. Best Locations: Metro Tobalaba on Luis Thayer Ojeda & Metro Manuel Montt (address listed here). Photo: Qantas

Wahso, part of the Bill White Enterprises family of restaurants in town, is the perfect example of White’s propensity to lavishly decorate his popular eateries. With Asian artifacts that White collected from around the world, and elegant touches like the velvet curtains encasing each booth, it doesn’t get more romantic than this. The food is excellent, and the prices reflect that. Try the green curry mussels, the watermelon and goat cheese salad with arugula, fennel, cherry tomatoes and lemon basil dressing, or the Miso Black Cod with aromatic rice, shiitake, bok choy and mushroom-ginger broth. By the way, “Wahso” is a phonetic play on the French word for bird, “oiseau.”

Aunty Doris is always behind the small counter dressed neatly in her red-and-white palaka shirt, with her hair fixed just so. She knows everybody and your madahs and fadahs and all da keeds too around here. Stop in for a taste of her old-fashioned crack seeds all lined up neatly on the shelf. Carry the jar over to the counter and talk story with Aunty as she spoons out your selection of sour cherry, football, olive seed, pickled ginger, li-hing mui, prune mui, dried lemon or wet seed. Chances are while you wait you’ll experience a “taste” of local color too. Eh no eat all da sweet sour cherry. I gotta get my fix!

Part of the Dorchester Collection, this Palace-designated hotel is deeply connected to its setting on the avenue Montaigne, the historic home of haute couture in the Triangle d’Or (Golden Triangle). Just across the street, Christian Dior opened his first shop in 1946 then showed his inaugural collection at the hotel. To this day, the subterranean Dior Spa (currently under renovation before a September relaunch) celebrates the link to the designer. The 154 guest rooms and 54 suites are likewise imbued with a chic couture vibe, whether you choose the classical style or newly renovated art deco rooms, punctuated with pops of red to echo the facade’s geranium-filled window boxes.

Tucked in a lush canyon perfumed with the smell of eucalyptus, Rancho Valencia Resort & Spa is one of the San Diego area’s most sublime getaways. Even if you’re not staying there, you can experience the magic by dining at the property’s signature restaurant, Veladora. Its hacienda-inspired dining room, with wrought-iron chandeliers and a Damien Hirst original, is a fine setting for enjoying dishes like a Chino Farm corn soup with vanilla popcorn and Alaskan king crab or a Brandt beef tomahawk steak for two served with duck-fat potato fondant, marinated ramps, and heirloom carrots. A deep wine cellar means an impressive selection of wines by the glass, from a chablis 1er Cru to an Andrew Rich pinot noir from the Willamette Valley.