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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.

After a string of personal losses, a writer heads to Tamil Nadu seeking solace from her sorrows. It takes two temples, a palm leaf astrologer, and the driver of a velour-lined taxi to make her feel whole again.

Port Maria offers a glimpse of Jamaica’s colonial past, and is one of the most scenic towns on the north coast. The area is believed to have been one of the first Taino settlements, before it was established by Spanish settlers who gave it much of its still-standing colonial era architecture. It’s a contrast of the old—with centuries old architecture—and the new, with bustling local activity. Architecture buffs will enjoy a slow drive along the coast to admire ancient buildings like the 1861 St. Mary Parish Church, towering over a postcard-perfect bay and winding coastline. There isn’t much to do here, but it’s worth passing through for a sense of Jamaica‘s past. And for the scenery, of course.

Swami’s Beach, off hwy 101 in Encinitas, has some of the best surfing in the nation, especially during the winter months. Due to the competition for the waves, mostly expert surfers and locals are found in these waters. In this photo- Swami’s beach is actually the furthest point on the beach. So called “Swami’s” because of the Self Realization Fellowship Center located on the cliffs above. Even if you don’t surf, this part of the CA coastline is gorgeous. After enjoying the beach, you can head down the road to have lunch or dinner at one of the many restaurants that line hwy 101.

The sprawling contemporary museum, MASS MoCA, is responsible for bringing North Adams to life, and offers some of the most cutting edge art around. Xu Bing’s Tobacco Project {above} is made from over half a million cigarettes arranged to mimic a tiger skin rug. It makes a thought provoking statement on the global tobacco trade, luxury and colonialism, and is typical of the installations you will see there. The complex also hosts a variety of musical events including dance and films. Luckily Split, the in house restaurant has coffee, treats and tasty lunches.

A writer seeks out the disappearing workshops that have been the source of elegance in Naples for generations.

Since 1974, Starr Interiors has showcased a handsome array of Zapotec Indian (Indians of the Oaxaca Valley in Mexico) weavings, which the owner hand-selects. Expect a great selection of gifts from coasters, place mats, wood carvings, Oaxacan Masks, hammocks and hand crafted sterling silver.

With idyllic landscapes and quality highways, one the best ways to experience Ireland is by driving it. The uncrowded roads of Counties Cork and Kerry offer beautiful views of the rugged Irish countryside and coast. After passing through Cork’s small towns and kissing (or not kissing) the Blarney Stone, end the trip with a drive around the famous Ring of Kerry.

Ireland’s best products come directly from the sea and soil, with fresh seafood, meat, and vegetables making their way into traditional Irish cuisine and the menus of award-winning chefs, from city center to the coast.

How to spend one week in Jamaica? Combine the west and south coasts for an ideal first timer’s look at the island. Start with the white sands of Negril, bathe in nearby rivers and waterfalls, and continue on to the charming Jamaican fishing villages of Treasure Beach before arriving back in Montego Bay.

You can take your rented bike and pedal down to a waiting Zipcar and get out of town. From the mountains to the coast—and everything in between—you’ll enjoy an easy break from the urban outlook, usually with an hour of driving, or less.

The capital of the state in which it takes its name, Oaxaca is a destination for both art and food. Casa de Las Bugambilias, a bed-and-breakfast inn in Oaxaca’s Centro neighborhood, features locally-made artwork and crafts throughout its rooms. Travelers with more modern tastes might prefer the nearby Azul de Oaxaca Hotel + Galeria, which is housed in an 18th-century building but decorated in modern furnishings. Foodies should stay at Hotel Casa Oaxaca and book a chef-led food tour.

Texas flavors are as big as the state--and its chefs bring monster-size ingenuity to the Dallas scene, summoning flavors from around the world as well as places closer to home. If you’re in the mood for barbecue, craving fare from an excellent Mexican restaurants, or want to try one of the state’s best Italian restaurants, Dallas is ready for you.

Even though it’s more like 218 steps down to this secluded beach, getting here does take a little effort. It’s worth it for the views, though, and to find a nearly empty stretch of sand with one of the best shore breaks in town. Popular with bodysurfers and skimboarders, Thousand Steps is also an ideal place to simply lay down your towel and bask in the Southern California sun. If you’re feeling adventurous, walk south along the shore and you’ll come to Laguna’s most famous sea cave—it’s actually more like a tunnel, with a full walk-through that’s fun to explore. You can also walk north to find the Totuava cave, but pay attention to the water as both caves are only accessible during low tide.

Less than an hour’s drive north of Boston, you can find the building that graces more canvases and paper than probably any other in the world. Located on Bearskin Neck wharf, it’s a central location for exploring the cultural center of this small quintessential New England town. An easy walk will take you thru galleries, shops and restaurants, as well as leading to the harbor that provides coastal vistas the area is known for.