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Manhattan can, famously, feel like endless rows of apartment blocks and office towers for most of its length. At least above 14th Street, a regular grid of streets and avenues, bisected only by Broadway, has transformed the city into a dream for real estate developers. The green spaces interrupting the pattern—Union Square, Gramercy Park, Madison Square Park—are few and far between, with one enormous exception: Central Park. Running from 59th Street to 110th Street, and between Central Park West (Eighth Avenue) and Fifth Avenue, it is one of the world’s largest urban parks, measuring some 843 acres. It is the masterpiece of the 19th-century landscape architect Frederick Law Olmsted working in collaboration with Calvert Vaux. Inside its borders are stately allées and naturalistic scenes, ice-skating rinks (in the winter), an enormous reservoir, and a faux castle. The park is hugely popular, and so to call it an escape from the bustle of the city is often not accurate, especially on mild summer days and the first warm ones in the spring when thousands of residents head to its playing fields, bike and run along the road that loops the park, and enjoy picnics on the Sheep Meadow or one of its other lawns.

Every city worth its salt has at least one great pizza joint. So why go out of your way to visit this one? Three reasons: (1) the pizza, (2) the neighborhood, and (3) the pizza. The eatery started as a delivery pop-up, with thin-crust pies made in a shared kitchen, and its hours and phone number shared among Bywater residents like state secrets. The name proved as accurate as it was uncreative; demand was vast, and the place finally landed its own spot. Pizza Delicious doesn’t attempt to be cute or overly wry with toppings, but it sets itself apart with fresh ingredients and an eye to perfection. Pro tip: Get a pie to go and head over the arching footbridge at the end of the block and enjoy dinner at Crescent Park with its waterfront view.

Named for the wife of Governor Lachlan Macquarie, who presided over New South Wales in the early 1800s, this site provides one of the most spectacular views in town. Find the historic carved-rock ledge in the Royal Botanic Garden, east of the Opera House, where you’ll drink in a vista encompassing the Bridge, harbor and distant mountains, along with historic sites like Kirribilli House (the prime minister’s residence), the island of Fort Denison and the Navy Dockyards at Woolloomooloo.

If you are looking for a fun, buzzing eating scene in the Wall Street area, this is it. Stone Street is a narrow, cobblestone street lined with restaurants and bars and filled with outdoor, communal tables. During lunch on nice days, an energetic crowd of casual business types from the Wall Street area fill the alley with loud laughter and clinking glasses. And after work—especially on Wednesday and Thursday nights—it’s a busy social scene. Stone Street was the first paved street in NYC. It starts at Hanover Square (off William Street 2 blocks south of Wall Street). Look for the imposing brownstone India House with the famous Harry’s Bar in the basement and walk around the building. Directions may sound complicated, but once you get in the area, follow the buzz of the crowd or ask one of the locals. About ten years ago, this historic corridor had a $2 million restoration of its cobblestone streets and vintage lamp posts, which helped usher in the new restaurants and the young crowds. Popular eateries include Adrienne’s Pizza Bar, Vintry Wine & Whisky and Ulysses Pub. Also on this street is Harry’s; opened in 2006, it is a new generation offshoot of the historic Harry’s at Hanover, a high-profile eatery in the financial district from 1972 to 2003. Food festivals also attract a hungry crowd. Look for Stone Street Fest in May and the Oyster Festival in September.

If you need a sugar fix after hours in Central Park or the Museum of Natural History with the kids, try Sugar & Plumm, a sweets store and bistro on the Upper West Side. Outside, the store beckons with its sweet colors and whimsical decor. Inside, it is a high-end mash up of Willy Wonka, Candyland and Dylan’s Candy Bar. Here you will find a varied choice of desserts, all of which are guaranteed to entice kids (and adults with a sweet tooth) - homemade French macarons, cookies, cakes, all-natural chocolates, ice cream, smoothies, sundaes and sorbets all made daily. There is a sit-down bistro, but your best bet is to buy something at the takeout counter and take a leisurely walk in the neighborhood - better for your wallet and your waistline! Sugar & Plumm’s flagship store is located on Amsterdam Avenue, with a smaller store on Bleeker Street in the Village. www.sugarandplumm.com 377 Amsterdam Avenue (at 78th Street) 257 Bleecker Street

I have eaten a lot of pizza in my time, but Kesté is different. It’s been been firing up serious, foodie-level delicious pizza on Bleecker Street since 2009. Owner Roberto Caporuscio was born and raised outside Naples, Italy, where he studied the art of pizza making with the masters. His pizzeria has won accolades from national food critics, as well as pizza lovers. The 950-degree oven turns out perfectly-cooked pizzas—with bubbling, chewy, slightly burned crusts—in less than two minutes. The wide-ranging menu covers traditional pizzas, gluten-free options, panini (lunch only), and creative pies, including: Pistacchio e Salsiccia (pistachio pesto, sausage, pecorino romano, homemade buffalo mozzarella, basil); Pizza del Papa (butternut squash cream, red and yellow peppers, zucchini, imported smoked buffalo mozzarella); and Sorrentina (imported smoked buffalo mozzarella, sliced lemons, basil). My favorite is Salciccia e Friarielli (broccoli rabe and sausage with imported smoked mozzarella). The slight bitterness of the greens, the hearty sausage, and the smoky, creamy cheese on their trademark crust smells, looks, and tastes heavenly.

The Southernmost Point buoy, at the corner of Whitehead Street and South Street, marks not only the spot for the southernmost point of the continental United States but also the distance (90 miles) to the next country, Cuba. The buoy, installed by the city in 1983, is visited by thousands of people each day. (Before the buoy, a small sign stood at the spot alongside a line of seashells for purchase.) Taking a photo in front of the buoy is imperative for a first visit to Key West, so bring a tripod, or ask a stranger to snap a few shots. Buskers play music, and street vendors sell food and goofy souvenirs and slash open coconuts to drink.

Perched high above the Bay of Positano, Il San Pietro is the epitome of Italian seaside glamour—the hotel has attracted a coterie of international VIPs since its opening in 1970, including Gregory Peck, George Clooney, and Julia Roberts—but retains the charm of a family-run inn. Michelin-starred Zass restaurant culls ingredients from the property’s organic gardens, which spill down to the sea across 10 terraces teeming with local produce, and rooms feature custom ceramic tiles made in local factories using traditional techniques. If the 400 steps down to Positano’s only private beach sound daunting, an elevator cuts through the rock to water level, where tangerine loungers on the stone sundeck give way to a cove with sandy shores. Here, breezy Carlino restaurant serves up lemon spaghetti beneath a cheerful thatched roof. Prefer more active endeavors? Hugging the cliff face above, seaside tennis courts serve up sets with a dazzling view.

Located at the Casa del Mar Beach Resort, this casual, indoor-outdoor restaurant starts serving breakfast at 7:30 a.m. and stays open until 10 p.m. Whether you visit morning, noon, or night, you can look forward to everything from local fish to oversize salads and hearty sandwiches. Cocktails are another specialty—in fact, the restaurant hosts happy hour three times a day with two-for-one drink offers. Other nightly specials popular with both visitors and locals include all-you-can-eat ribs on Tuesdays and karaoke on Wednesdays, made all the more fun by the breezy location and ocean views. Die-hard sports fans don’t even have to miss the game, since the restaurant tunes its TVs to whatever patrons request.

Over the past few years, the Catskills region has been heating up with boutique lodgings that make it easy to soak in fresh mountain air in style. One such spot is Eastwind, a 1920s bunkhouse with 16 cozy, Scandinavian-inspired rooms (think reclaimed-wood flooring, Turkish rugs, Frette linens, and en-suite baths with farmhouse sinks and walk-in showers). For those who prefer to commune more closely with nature, the hotel also offers three minimalist, A-frame glamping cabins with private fire pits, as well as a hot tub and sauna for soothing steams after a day spent hiking Kaaterskill Falls or swishing down the slopes of nearby Windham Mountain. Each morning, guests can enjoy an impressive breakfast spread of pastries, eggs, make-your-own crêpes, and more in the bar-cum-living-room, equipped with a communal table, velvet armchairs, and a wood-burning fireplace. Come evening, they can return to the same space for expertly made cocktails and games like chess and backgammon.

A stone’s throw from downtown Split, Marjan is a hilltop park about the same size as New York City’s Central Park. Known as “the lungs of the city,” it’s the ideal urban escape, offering places to run, bike, swim, and even rock-climb. A serene path through fragrant pine forests leads up to Telegrin Peak, revealing charming chapels and sweeping sea views. Along the park’s waterfront, there are also several popular beaches, Kašjuni Cove being the favorite.

Requiring some expert navigating through the graffiti-covered back alleys of town, it’s not easy to find the restaurant/pub Osteria del Sole. But like most tricky things in life, this one’s worth it in the end. Lorenzo, the owner, has just recently returned to Genoa to open Osteria Del Sole after 13 years of running restaurants in New York City (thus, he speaks incredible English), and brings a metropolitan feel to his space (I love the couches in the front). Come early to grab a seat at the bar (a real rarity in Genoa). With a great liquor cabinet, feel free to order your favorite cocktail, and then stay for dinner. Lorenzo has a fabulous kitchen.

Bangkok, of course, is very much its own city. But New York districts, specifically Brooklyn, are exerting a strong influence in certain quarters. These Williamsburg stylings are, for the most part, mercifully unaffected with little of the self-consciousness often associated with hipster culture. One such vibrant enclave is located on Sukhumvit Soi 51 near the Thong Lor skytrain where ZudRangMa Records and WTF sit cheek by jowl up a small side alley. ZudRangMa specializes in retro Thai sounds and releases excellent compilations on its own imprint. Next door, WTF Gallery and Café has a winning combination of potent cocktails, eclectic sounds and occasional art happenings and events.

Switzerland is, and always will be, synonymous with the finest, smoothest, and above all, most delicious chocolate on earth. No wonder then that the Swiss indulge in this luxury more than any other country in the world. While each town creates its own unique taste of champagne, orange and other cocoa flavors, Zürich-born Teuscher, located on Bahnhofstrasse, is world famous and exports its chocolates to cities around the world, including Beverly Hills and New York. For the full history of Swiss chocolate Maison Cailler in Broc is great and offers a for a fully-interactive, automated tour with the added incentive of a tasting session at the end. The complete experience includes a train journey from Montreux on the Chocolate Train.

Don’t expect butlers, room service, or even a receptionist at this six-room lodge set at nearly 7,800 feet in Colorado’s Rocky Mountains. Owner Christian Keesee vacationed in Green Mountain Falls as a kid. When the New York–based art collector saw the town falling on hard times, he stepped in to restore this 19th-century lodge and start an arts festival. Keesee decorated the Outlook with works from his private collection, including original pieces by Kate Carr. The steep switchbacks of the six-mile round-trip Catamount Trail take hikers through a wildflower meadow. Modern and midcentury furnishings decorate the Outlook Lodge, where a backyard fire pit is perfect for s’mores.