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For a New York experience that’s equally extravagant and convenient, visitors should consider a stay at this five-star hotel, located just blocks away from Midtown Manhattan sites like Central Park, the Museum of Modern Art, and Carnegie Hall. Built in 1904 by John Jacob Astor, the Beaux-Arts building houses 239 rooms across 20 floors, plus an incredibly prized means of accessing each one—an original brass-and-marble staircase runs from the lobby level to the 19th floor (a development that cost Astor $1 million of his $5.5 million investment in the hotel). Once guests do land in their rooms, it will be tough to leave thanks to the signature butler service, available 24/7 for any number of requests, from the everyday to the once-in-a-lifetime. One of your asks should most definitely be a reservation at the on-site King Cole Bar, where bartender Fernand Petiot allegedly invented the Bloody Mary in 1934.

More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.

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.

Since opening its doors in 1866, the Venice-based jewelers, Atillio Codognato, have been turning out exceptional, rings, bracelets, and earrings known the world over. Their shop is located just off San Marco and has been a favorite haunt of the likes of Coco Chanel, Elizabeth Taylor, and Nicole Kidman. Even if you can’t afford one of their pieces, it’s nice to pop into the shop anyway just to view their collections, mostly inspired by the 15th-century Venetian artist, Carpaccio, and the 18th-century painter, Pietro Longhi. The fourth-generation owner, Attilio Codognato, is a jovial and curious Venetian. His shop is small and cozy, and when you’re invited in, you find that he is as well versed in contemporary art—his private collection includes works by Jasper Johns, Robert Rauschenberg, and Roy Lichtenstein—as he is in artisan jewelry. If you’re interested in Venetian artisans, or jewelry in general, A. Codognato is an excellent introduction to the Venetian influence on jewelry.

When you hear the name of this unusual museum—the National Museum of Funeral History—you can’t help but have a little morbid curiosity about what’s inside. The motto here is “Any day above ground is a good one,” and the inside is filled with death-related artifacts and exhibits that have included a “fantasy coffin” collection with casket shapes including a shallot, a Mercedes, and a chicken; a re-creation of a 1900s casket factory; a tribute to Batman star Adam West; a diorama on embalming practices during the Civil War; and a full-scale replica of Pope John Paul II’s crypt. Admission is $10 for adults, $9 for seniors and veterans, $7 for children under 12, and free for children five and under.

An easy, 10-minute trail leads to these paired cascades on the west side of the mammoth Morne Trois Pitons National Park—the higher, lefthand fall is known as Father (279 feet) and the smaller as Mother (131 feet). While the path stops at the viewing platform, visitors often descend and bathe in the pools, moving cautiously over the slippery rocks.

Named after the Creole word for “almond tree,” this flower-filled, open-air restaurant enjoys pride of place at the pioneering eco-boutique Rosalie Bay Resort. The kitchen employs healthy ingredients fresh from its organic garden in dishes like vegan gumbo, hummus with plantain chips, and a beet-goat-cheese salad. Omnivores should try the grilled lobster tail or citrus-honey chicken.

When Berlin was divided, Checkpoint Charlie was the most famous of the border crossings between the eastern and western halves of the city. It was here that Allied soldiers registered before crossing over into the Soviet-controlled sectors. Thanks to its appearances in Cold War thrillers from Bond movies to John Le Carré novels, it has become a symbol of that era in the city’s, and world’s, history. A small museum nearby includes a replica of the guardhouse that once stood here.

Sutter’s Fort State Historic Park is what remains of the first settlement in Sacramento. John Sutter was given a land grant from the Mexican government in 1839 (when California was still part of Mexico). He used this land to develop agriculture and set up the first non-Native American settlement in the Central Valley of California. Now Sutter’s Fort sits right in the center of Sacramento, surrounded by Midtown apartment buildings and restaurants, but offers a place to see a bit of California history. The large white fort has been restored to look as it did in the 1840s. Original rooms include a kitchen, stables, store, carpenter’s shop, mill, doctor’s office, and other places that served the small local community at that time. A free audio tour is available. The grounds of the park include the California State Indian Museum and a small but nice area to walk with ponds, fountains, and heritage trees. Sutter’s Fort is open 10:00 a.m. to 5:00 p.m. daily. Entrance fees are $5 for adults and $3 for kids over five. Street parking is available, and free street parking can be found one to two blocks south on 27th Street.

When President John F. Kennedy was shot in Dallas in November 1963, the world was introduced to the Texas School Book Depository building, which became the primary crime scene for the assassination. It was from a sixth-floor window in this brick warehouse that the shots are said to have rung out toward the Grassy Knoll and the motorcade along Dealey Plaza—and it’s that same floor that now houses this excellent museum dedicated to the event and its aftermath. The engaging permanent exhibits focus on everything from the political climate of the era and the actual assassination to the immediate chaos, the investigations, and even the conspiracy theories; you’ll also have the chance to watch and analyze the Zapruder film, and stand at the famous window itself. Rotating temporary installations may showcase topics like artwork inspired by the event, while a library and reading room offer opportunities for a deeper dive.

After years of development, San Antonio’s revived Pearl Brewery district is now a hotbed of activity, with an array of restaurants, shops, and residential buildings, plus an outpost of the Culinary Institute of America housed in a former 19th-century brewery. At its core is the 146-room Hotel Emma, set in the complex’s former brew house, and named for the wife of the original brewer. Envisioned by noted design firm Roman and Williams, the décor melds salvaged items with lots of rich woods, buttery leathers, and handwoven textiles, resulting in spaces that are warm and cushy. Adding to that cozy feel are higher-level rooms that feature claw-foot tubs or fireplaces, a bi-level library stocked with over 3,700 tomes, and the clubby Sternewirth Bar, which serves potent cocktails in an old fermentation silo. Food is also a focus here—in addition to Chef John Brand’s Supper, serving farm-fresh New American fare, and Larder, a café and gourmet market set in the former fermentation cellars, the hotel offers a Culinary Concierge to help connect guests to the best of San Antonio’s booming food scene.

Guests at Ultima Thule can rest assured they’re in good hands: The lodge is run by the intrepid Claus family, particularly Paul Claus, the legendary bush pilot and adventurer who is known as much for his skilled glacier landings as his mountaineering exploits (he’s gone as far as Everest and as close to home as nearby Mount St. Elias). Hand-hewn logs from the original cabin built by Paul’s father, John Claus, still form a wing of the main lodge, though much has been added to create the world-class resort. There are now five private cabins outfitted with Craftsman furniture, plush featherbeds and bearskin rugs; a wood-fired sauna; and a large vegetable garden whose harvest—along with local game and fish—forms the foundation of many of the meals. But the real appeal here lies in the unscripted adventure excursions, some led by Paul himself in a two-seater Super Cub, which may take guests from exploring an abandoned gold mine one moment to viewing herds of Dall sheep roaming across vast Wrangell–St. Elias National Park the next.

This hotel has changed ownership and is now the Ambassador Chicago.

In 2011, hotelier Ian Schrager reopened the iconic but faded Ambassador East Hotel as the Public, instantly infusing Chicago‘s Gold Coast with some flash. Its Pump Room restaurant was the city’s first posh, post-Prohibition, celebrity hangout (everyone from Fred Astaire to John Belushi has come). Keeping its name but little of the old decor, the revitalized Pump Room has a 24-foot bar with a 12-karat white gold–leaf ceiling and a changing menu by Jean-Georges Vongerichten. The high-ceilinged, columned lobby feels both grand and intimate, and it’s now divided into a lounge with a computer-equipped workstation and an elegant library/coffee bar with deep couches and original art, including photos by Hendrik Kersten. Residential high-rises along Lake Shore Drive obscure views of Lake Michigan from the hotel, but drop-dead gorgeous rooms elegantly infuse the pre-WWII architecture with white stuffed couches, bronze textiles, and white sheepskin throws for an effect of lush minimalism befitting one of the city’s oldest and toniest neighborhoods.

Combining the service of the Four Seasons, which took over the property in 2012, with a Santa Fe vibe—albeit a contemporary take on Southwestern style—this hotel manages to feel luxurious without sacrificing authenticity. Its location, about 10 miles outside Santa Fe, also gives guests a true taste of the high desert—plus views of the Jemez and Sangre de Cristo Mountains and the Rio Grande River valley—while still granting easy access to downtown (via a complimentary shuttle, if you so desire). The Four Seasons invested over $1.1 million in landscaping improvements, the Monte Vista Terrace, and other additional offerings like the Adventure Center and Chef’s Table. Originally a privately owned ranch, the property dates back to the early 1900s. Previous owners include Guestward Ho! authors Barbara and Bill Hooton (then, the estate was known as Rancho del Monte) and, between 1968 and 1992, Betty Egan, who gave the property its current name (a reflection of Santa Fe’s tagline: The Land of Enchantment). John Wayne and Jimmy Stewart are just two of its legendary guests.

Every city has a building with great views and Chicago’s most famous is the 103rd floor of the Willis Tower. But a little Chicago secret is that the John Hancock building has better views and their Signature Lounge on the 96th floor has free admission so you can enjoy a cocktail while you take in the sights! My favorite time to visit is late afternoon for a happy hour Old Fashioned while the sun sets and the Chicago lights start to sparkle. It’s a great place to take visitors, it’s a great place for tourists, it’s a great place to start or end an evening but I wouldn’t bother with the food, which is overpriced for the quality and selection. The drinks are pricey but the view is truly worth it.