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Is it is possible to be romanced by a property or courted by a restaurant? My luxurious and beautiful dining experience at the Fairmont Orchid Resort’s Brown’s Beach House Restaurant had me hooked as soon as I arrived on the resort property just after sunset. Immersed in aloha, and comfortably seated on the restaurant’s outdoor patio, a solo voice and the sound of ukulele danced through the air in concert with the tropical ambiance. Sustainably grown and locally sourced foods are exquisitely prepared to please the palate, and an air of romance is enhanced with the lull of the surf rolling into the sand, only steps away. For a truly memorable experience, private dining is available on a knoll under swaying palm trees. Reservations recommended.

Perhaps due in large part to the city’s notoriously harsh, never-ending winters, Montrealers have a profound appreciation of their green spaces, always jumping at the chance of spending a couple of hours outdoors, basking in the sun. The Mont-Royal Mountain is the most popular, however, simply by its size (529 acres!), its fabulous views over the city and its architect — Frederick Law Olmsted. Parc Lafontaine and Parc Sir Wilfrid Laurier are also local favorites, where sunbathers, young families, BBQ-ers and joggers mingle happily, enjoying every minute of the all too short summer months. The two parks are located near delicious take-out counters (Ma poule mouillée and Lapin pressé, respectively) making it a perfect pique-nique opportunity.

A two minute walk from the bustle of downtown Calgary, Prince’s Island Park—which is surrounded by the Bow River—is home to festivals all summer long. The Calgary Folk Music Festival and 52,000 of its closest friends rock and/or folk out on the park the last weekend of July.

Located in Wood Dale, Yesterday’s Farm Museum is trip to a different era. The barn pictured above is part of the Wood Dale Historical Society, and it was constructed back in the 1850s. This massive structure is referred to as a ‘T’ barn due to the unique design for its time period. It features a hayloft, a feeding area for the horses, and a place for the cows to get their grub on as well (pictured above). But the coolest part is that during October, as Halloween approaches, the folks here provide hayrides for family and friends, and also feature spooky ghost stories at night in the barn. They don’t currently have a website, so please call 630-595-8777 for information and upcoming events.

Tucked in an area known as Poncey Highlands, Manuel’s Tavern has made a name for itself as the everyman’s bar, a watering hole for politicians, college students, old timers and everyone in between. It’s one of a few bars downtown that has its own parking lot, so it’s a popular spot for birthdays, meetings and events. Manuel Maloof opened the bar in 1956, which soon became popular with senators, mayors, athletes, musicians and of course, local students, for the cheap prices. Manuel’s boasts an extensive beer selection, but you can’t beat the deal on $6 pitchers of Miller High Life and Pabst Blue Ribbon. The food is also a step above your standard bar fare, particularly the burgers, barbecue sandwiches and Philly cheesesteaks.

Don a headset, approach an exhibit, and wirelessly listen to African thumb piano or Mongolian throat singing at the vast Musical Instrument Museum. Besides browsing some 15,000 artifacts that represent different musical genres, visitors can catch a concert, take a drumming class, or recharge at the café, which serves global fare made from local products.

One of the few remaining tidal wetlands on the southern California coast, Batiquitos Lagoon in Carlsbad is full of hiking trails and a beautiful lagoon. Bird watchers will love trying to spot the 185 bird species, which naturalists can take in unique flora like pickleweed, lemonadeberry, and iceplant.

Dinosaurs, pyramids, cave paintings, sharks—if you don’t like the Field Museum then you must never have been a kid. Home to an extensive assortment of magical displays highlighting all facets of natural history from around the world, the Field Museum is a great way to spend a day getting your culture fix. If you start to lose steam, just pop into the café for a meal to reenergize before continuing to explore the multitude of exhibits that await you. And while the museum is a showcase for natural history, it’s been at this spot since 1893, which makes it a part of history as well.

If your dream vacation involves the ultimate in luxury, the St. Regis should be at the top of your list. The 151 rooms feature hand-crafted chandeliers, original artwork, and macassar ebony furnishings, as well as Italian marble bathrooms that have soaking tubs and TVs hidden in the mirror. But the real draw is the service: All guests have access to the butler desk, which can fulfill requests both big and small, from unpacking your suitcase to delivering the morning newspaper, and designated pool chamberlains mist guests with Evian and deliver frozen-fruit skewers and coconut water at the 40,000-square-foot Pool Piazza, complete with red-striped chaises and waterside bar. While the promise of massages in the Remède Spa and afternoon tea in the English-style Astor Court make it hard to leave the resort-like premises, the hotel’s location a five-minute walk from the Buckhead shopping complex may sway you. And if you need help hauling your spoils to your room, remember there’s a butler waiting just around the corner.

Wymara Resort Turks & Caicos (formerly the Gansevoort aims to be as much a scene as it is a hotel. Of course, with tots wandering through the lobby with sand buckets, it isn’t quite the party you might have in South Beach or NYC. But then, trendy urbanites don’t have this—the white-sand beach of Grace Bay, or an infinity pool with wood-deck islands that can be reserved for sunbathing, private dining, or just making everyone else feel less important. The 91 rooms are designer chic, with an open floor plan and plenty of space to stretch out. Also available for booking are seven luxury oceanfront villas, located on an elevated hillside overlooking the bay and Turtle Tail. Each features four to five bedrooms as well as two private pools, expansive indoor-outdoor living areas, sunken outdoor lounge areas with firepits, and over-the-water swimming platforms with direct ocean access. Stelle, the Mediterranean-influenced restaurant, has a DJ who spins on Friday nights. And Exhale Spa counterbalances the chill party vibe with sunset yoga in an outdoor pavilion.

In a peaceful pocket of the vibrant Chelsea neighborhood, the High Line Hotel is a charming boutique with many stories to tell. There is the tale of the grounds once being home to a 17^th-century apple orchard, or the history of the cloistered seminary inspired by the architecture of Oxford and Cambridge. This Federal Historic Landmark (where “‘Twas the Night Before Christmas” was written) softly transports guests to another era with its gas lamps, Gothic-inspired brick buildings, and original details including fireplaces. This property was thoughtfully created, from its historic preservation to the hand-selected furniture of antique fairs and vintage markets. With hardwood floors, whimsical prints, and tall windows overlooking the Parisian-inspired garden, these rooms feel more exclusive guesthouse than sleek hotel. Kick off your day with a latte from the Intelligentsia lobby bar.

Many New York hotels have style, but not all have character—the Marlton is a fine example of a property where the two are powerfully present. Originally built in 1900 as a cheap place to stay (and attracting the likes of writers including Jack Kerouac) this nine-story property was taken under the wing of hotelier Sean MacPherson (the Bowery Hotel, the Jane) and transformed into a downtown hot spot where no one seems to care that the rooms are tight on space, even according to New York standards. What square footage the rooms lack, the common spaces make up for—there’s a fire burning in the lovely lobby, complete with an espresso bar, along with a cocktail bar and French-feeling restaurant, Margaux, at the back, with a gorgeous, sunny solarium (a charming feature that has inspired many return guests). Rooms are thoughtfully designed, with inviting bathrooms. Striking the right balance between hip but not too fancy, the Marlton is a comfortable property that provides much more than just a place to sleep.

Music producer turned hotelier Chris Blackwell has made a name for himself converting Caribbean properties (Pink Sands on Harbour Island, GoldenEye in Jamaica) into jetset destinations with studios where his rock-and-roll friends can kick back while recording their next album, but it all began at Compass Point. Bob Marley, the Rolling Stones, and Eric Clapton have all stayed in some of the resort’s 18 rainbow-hued stand-alone huts, which are inspired by the colors of Bahama’s Junkanoo carnival and are simply furnished to encourage engagement with the outdoors; though the interiors are air-conditioned, most have sea-view balconies that are sighted to catch ocean breezes. In keeping with the theme, each comes with a surround-sound system and a library of CDs by artists who have recorded at Compass Point, but you’re just as likely to keep them off, preferring instead to listen to the waves that crash on the hotel’s small beach.

There are helipads but no cell phones or young children at Triple Creek Ranch, a 600-acre luxury Western playground on a slope of 10,157-foot Trapper Peak, Montana’s highest mountain, near the Idaho border. Owned by Craig and Barbara Barrett (he, the former CEO of Intel; she, a former astronaut and U.S. ambassador to Finland), this elegant, high-end dude ranch offers sapphire pan mining, scenic trail rides, fishing from stocked trout ponds, and guided hiking, cross-country skiing, and snowshoeing (including starlit expeditions), as well as themed weekend stays focusing on art, food, and wine. The owners’ no-hunting policy has resulted in large herds of elk and other game gravitating to the property, and guests frequently spot animals from huge log cabins decorated with leather furniture and original Western-themed art and equipped with wood-burning fireplaces, private decks, bar, Blu-ray players, and working Wi-Fi connections. (Though the ranch deliberately has no cell phone signal.) From May through October, for additional fees, the ranch pairs up guests with professional rodeo trainers and Orvis-endorsed fly-fishing operators. In winter, the lodge facilitates transportation, tickets, and equipment rental vouchers for the nearby Lost Trail Powder Mountain downhill ski center (300 inches of snow annually) and Chief Joseph Cross Country Ski Area.

The ancient art of wax-resist dyeing reaches a whole new level at Caribelle Batik, located on Romney Manor. At the factory, you can watch artists as they boil hues, apply wax, and dye fabrics, creating the brightly colored, intricately patterned clothing that’s typical of St. Kitts. After taking in the process, browse the wide selection of wraps, dresses, men’s shirts, bandanas, bags, wall hangings, and more, which are among the most desired products in the Caribbean.