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The Cloisters, a museum devoted to medieval art and architecture, is a delightful respite from the hustle and bustle of NYC. This tranquil treasure is definitely worth a half day (or more) trip on your next visit. A branch of the Metropolitan Museum of Art, The Cloisters opened in 1938 and is located in Fort Tryon Park in northern Manhattan. Perched on a towering cliff, the museum offers commanding views over the Hudson River to New Jersey and the George Washington Bridge. The buildings include elements from medieval sites from Europe (primarily France) and renowned artwork includes the Unicorn Tapestries and the Annunciation Triptych, but the heart of the museum is the cloistered garden. This lush space consists of an interior courtyard surrounded by covered walkways. The flowering garden within invites contemplation and appreciation of a different time. The Cloisters includes a broad terrace with expansive views across the Hudson. The view is so prized that in 1901, J.P. Morgan purchased 12 miles of the New Jersey coastline to protect it from excessive quarrying and in 1933 John D. Rockefeller, Jr. donated 700 additional acres of NJ to preserve The Cloisters’ view. Be sure to include time in your visit to explore beautiful Fort Tryon Park.

This restaurant feels like you stepped back in time - think Mexico in the 70s. The story goes - it all began in the VW van in Playa del Carmen. Tacombi used to sell tacos out of the van, and now he has a nice, cozy spot in Soho where the van is parked. It’s a garage with lights strung in the air. It just feels cool to be in. The design is great, but the food is even better. Virtually any tacos you order are wonderful. I also recommend the guacamole appetizer - yum! And don’t leave without ordering a drink.

Visitors take their best Chicago photographs in front of the iconic Millennium Park sculpture called Cloud Gate (known colloquially as the Bean, for its shape). Conceived by British artist Anish Kapoor and constructed from 168 stainless steel plates with no visible seams, the polished surfaces of this 33-foot-tall sculpture reflect infinite variations of the Chicago skyline. The work’s design was chosen from among more than 30 others commissioned by the city, and it was inspired by liquid mercury.

Sure, Faneuil Hall and Quincy Market make up the most touristy part of Boston, complete with street performers, a light show, and the obligatory Yankee Candle store and Cheers restaurant; we nonetheless defy you to stay away. This part of the Boston waterfront has thrived on commerce since colonial times: Faneuil Hall was crowded with merchant’s shops as early as 1743, and the larger Quincy Market was added in 1824 to provide more space (it also was the site of speeches by Samuel Adams and other early patriot leaders). If you’re looking for a Red Sox hat or a “Boston Strong” T-shirt, you’ll find it here.

The JP Morgan Library’s grand, old-world elegance immediately transports you to turn-of-the-century New York. And at that time, there was almost no one more powerful than financier JP Morgan. He launched U.S. Steel and even served as the unofficial central bank of the U.S. for a time. Though some considered him a national hero, his tight control of banks, corporations and railroads led others to label him one of the original “robber barons.” Morgan was an avid collector of art and books with holdings so vast they were housed at multiple locations in New York and England. Eventually, he decided to consolidate his holdings in a huge library next to his mansion in NYC. Designed by renowned architect Charles McKim and completed in 1906, the Italian Renaissance palazzo-style library holds a staggering collection of illuminated books, historical manuscripts, and old master drawings. The library is rightfully considered McKim’s masterpiece—a majestic, soaring space which is both intimate and warm. It features 30-foot ceilings, three tiers of bronze and walnut bookcases, stained glass, a huge marble fireplace and grand tapestries. Also visit Mr. Morgan’s study, with its red silk damask walls and antique wooden ceiling brought over from Florence. The library is off the typical tourist’s radar. Imagine yourself as Morgan in your private quarters, reveling in the power and wealth at your command.

Few cities in the U.S. can claim to be ‘sandwiched’ by a National Park; Tucson might well be the only one. Saguaro National Park is divided into Eastern and Western divisions that flank the city--plenty of wilderness hiking within a half-an-hour’s drive from the middle of town. If you’re here, like most visitors, in the winter, a perfect half-day’s hike is up to Wasson Peak in Saguaro National Park, on the western edge of the city. Seven-miles round-trip with a nearly 2000-ft elevation gain: it’s a moderate climb with 360-degree views from the top. (You do NOT want to hike this in the summer; there is no shade.) At 4687ft/1428m, it’s low compared to some of the 9000+ ft peaks on Tucson’s other horizons, but the panoramas are unbeatable, and the trek up through a saguaro forest is unforgettable. There are several routes, but perhaps the most popular is the Kings Canyon trailhead--directly across the road from the Arizona-Sonora Desert Museum. Hike the peak in the morning (give yourself around four hours so you can enjoy lunch and the view from the summit), and spend the afternoon visiting the animals across the road. (A new aquarium featuring the Sea of Cortez just opened; fall through spring also offer ‘raptor free flight’ demonstrations.) (From the top, the views: trail to the peak, looking south toward the distant Santa Rita mountains, looking over the NW part of the city to the forested peak of Mt. Lemmon in the Santa Catalina Mtns.)

The tram gives Portland visitors stunning views of the city, river, and mountains beyond. Grab the streetcar from downtown out to the waterfront. You’re delivered to the lower terminal for the three-minute ride carrying you 3,300 feet at 20 MPH to the upper terminal at OHSU. Linger for photo ops then head back down to explore. If it’s nice, skip the streetcar and walk back along the river. Daily workout, check. Roundtrip cost: $4. At the lower terminal, the Daily Cafe is an easy find in the atrium of the OHSU Clinical building as you disembark the pill-shaped car, built with precision by the Swiss. Head for the river and stroll along the shore in any weather. Double back along SW Bond Ave and consider lunch at Bambuza Vietnamese Bistro. Check out the pricey high-rise condos on the market in the real estate office windows, then relax in one of the pocket parks to people watch. It snows in Portland. A couple of times a winter, even downtown gets dusted and it’s a huge mess. I’ve dreamed about getting my ski gear on, grabbing my boards and heading for the PDX Tram at the South Waterfront. I’d casually climb aboard with the patients and medical folks heading up to “Pill Hill” and blow their minds.

We all have a mental image of upscale European alpine villages from countless spy movies and Vogue fashion shoots. There’s the little café with etched glass and women sipping Alsace with perfect hair and puffy parkas. The men are capable sorts, usually lean and well-traveled. Jet-setters, rich ski bums, and other dubious types mill around low-slung Citroëns with skis on the back, while the air feels charged with intrigue and adventure simmering under the laissez-faire insouciance. Sorta like the Arrabelle at Vail Square. “There’s no other place like this in North America that captures the iconic ambience of classic Old World European cities like Salzburg, Innsbruck, and Prague,” says John Dawsey, director of sales. “During the design phase, we really wanted to capture a feeling aligned with a cultured European central plaza.” The Arrabelle consists of 86 suites overlooking the town square, which converts into a skating rink in winter at the gondola base of Vail Mountain. The charm is in the details: working wood shutters, copper drainspouts, and subtle fairy-tale stenciling around the Bavarian Biedemeier-style architecture. The lobby’s windows are Czech, no less. Off the lobby, the Tavern is always buzzing with locals and visitors in the shadows sipping hot chocolate and Grand Marnier. The menu is meat-friendly. Try the Bone-in Veal Schnitzel with saffron risotto because that’s what spies and dangerous women eat.

Sunday brunch at Perry’s is not your usual run-of-the-mill affair. Yes, there is an all-you-can-eat buffet bar filled with typical brunch fare. Yes, there are the usual boozy drinks to go with your brunch meal. Yes, there is music piped over stereo speakers. But this is far, far, far from an ordinary brunch because it has fabulous drag queens to entertain you while you eat! Perry’s Drag Brunch is among D.C’s most loved institutions. There are two seatings each Sunday and they don’t take reservations. The line forms outside around 9am for first seating which is at 10am. Make sure you’re in that line. As soon as the doors open, ask to be seated toward the center of the room—the bad seats are on the periphery. A split second after you get to your table, throw your stuff down and RUN to stand in the buffet line. After you get your food, then flag your waiter down to get your drinks. At about 11am, the show will begin. The drag show features queens that are campy and witty, and the show is raunchy and HILARIOUS! Perry’s Drag Brunch is definitely not for the timid, though! You may get called out, and next thing you know you’re a part of the show. Whatever happens, you can be certain your friends will have captured the moment on their smartphones and before the red blush leaves your face, they will have already posted it up on Facebook! It’s all in good fun! Just remember to bring along a wad of $1 bills for tips. The ladies do work hard for the money!

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

D.C.'s most recognized landmark—and the world’s tallest freemasonry structure—transports visitors on a 70-second-long elevator ascent to its 500-foot observation deck. A National Park Service Ranger accompanies you and shares the history of this obelisk dedicated to the President and General who was regarded as “First in war, first in peace, and first in the hearts of his countrymen.” Consider that at completion in 1884, only men were allowed to use the then-steam powered elevator because it was deemed to dangerous for women whose only option was to climb 897 steps to get to the top. Timed tickets are now required to enter and are available on a first come, first serve basis at the monument lodge located along 15th Street NW. Tip: although the ticket window opens at 8:30am, it’s best to line up 1-2 hours early as tickets are usually gone by late morning.

Note: The monument is closed for renovations until early 2019.

This sprawling, 165-room mansion may be known as Hearst Castle, but officially, it’s called La Cuesta Encantada (“The Enchanted Hill”), former owner William Randolph Hearst’s affectionate name for the property. Designed by legendary California architect Julia Morgan to the newspaper magnate’s specifications, Hearst Castle was considered completed in 1947, even though it was still unfinished. Now a national historic landmark and museum dedicated to art and excess, it’s filled with Egyptian, Greek, and Roman antiquities, along with Old Master European artwork, Chinese and Near Eastern art, and art deco items—25,000 artifacts in all. There’s always something blooming in the 127 acres of gardens, whether it’s sweet-smelling hyacinth, walls of magenta bougainvillea, fragrant star jasmine, or orange California poppies (the state flower). Don’t get overwhelmed by the numbers during a visit here. Most tours of the estate focus on certain areas, instead of the entire grounds. Pro tip: The Hearst Castle private tour, a four-hour, in-depth exploration of the lavish grounds and mansion, is well worth it. The customized route can access any areas of the estate that are available to the public, but since it’s limited to a maximum of six guests, you can cover a lot of ground with your private guide and get information that shorter tours can only touch upon.

To reach this state park off the north end of Captiva Island, you’ll need to travel by private boat or Captiva Cruises ferry. Once there, though, you’ll find 2,400 spectacular acres, including nine miles of pristine beach perfect for shelling and swimming. Keep your eye out for manatees and dolphins, which are often spotted in the surrounding waters. If you’re feeling adventurous, you can even pitch a tent or rent a primitive cabin and spend the night in the real Florida.

Older than both Stonehenge and the pyramids of Egypt, the monument at Newgrange was built around 3,200 B.C.E. Its use is a mystery, although it was most likely a place of worship, and there are legends that it was used as a burial chamber. The main circular mound has a passage with small chambers off it, and each year on the winter solstice, the sun travels along the passage and lights up the main chamber. Many of the curbstones at the front and stone slabs lining the passage have decorative examples of megalithic art, with zigzags, spirals, and other geometric designs. Access to Newgrange is by guided tour, and it’s part of the Brú na Bóinne complex, a UNESCO World Heritage Site, which also has the passage graves at Knowth (on view by guided tour) and Dowth (not open to visitors).

Following its reconstruction in the postwar years, the facade of the venerable Vienna State Opera House (Wiener Staatsoper) had taken on a black patina, as had all the monumental Hapsburg buildings along the Ringstrasse. In the 1980s, however, the slow removal of grime revealed a stunning honey-colored exterior to this magnificent concert hall built by August Sicard von Sicardsburg and Eduard van der Nüll—and made famous by Gustav Mahler and, later, the conductor Herbert von Karajan. Even if you don’t attend a performance at the Wiener Staatsoper, you can discover its rich history on a guided tour, giving you a chance to learn about such highlights as the first performance in 1869 (Don Giovanni) and the one at its re-inauguration in 1955 (Fidelio), when Austria regained its status as a sovereign state.