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Fort Tryon Park is a jewel. Much more off the beaten path for tourists and even locals, the 67-acre park is located in far northern Manhattan on towering cliffs with panoramic views of the Hudson River, the George Washington Bridge, and the New Jersey Palisades. The park’s pedigree features impressive lineage. It was named after the last British governor of colonial New York and was designed by Frederick Law Olmstead, Jr., whose father was the architect of NYC’s beloved Central Park. John D. Rockefeller, Jr. purchased the land in 1917 and gifted it to New York City in 1931. Due to its secluded location, there are far less crowds than other parks. Visitors can luxuriate in quiet corners and tranquility as they stretch their legs. This is the perfect spot for a (hilly) bike ride, run, stroll or walk. Be sure to visit the overflowing Heather Garden and the shaded views from Linden Terrace. The park also has two dog runs, world-famous medieval museum The Cloisters, and upscale eatery New Leaf Restaurant & Bar.

It’s a weekend ritual for my cousin and his friends to pop into either The Loading Bay or Origins Roast right next door for breakfast. With a gorgeous view of the mountain, both cafés have coffee to die for and stellar food. This particular beauty of a breakfast was from The Loading Bay; banana topped with walnuts accompanied with creme fraiche, served on top of toasted rye and drizzled with honey. Both venues are open for breakfast and lunch; the Loading Bay is also open for burger night, on Thursdays, served with their famous fries (sprinkled with truffles).

For much of its history, the western edges of Manhattan neighborhoods like the West Village and Chelsea consisted of small manufacturing buildings and warehouses that served the piers on the Hudson River. Over time, those factories were replaced with residential developments, and shipping largely moved out to Brooklyn and New Jersey. What remained, however, was an abandoned light-rail line, located above street level. After 10 years of lobbying the city, state, and federal governments, the first section of the High Line park opened in 2009. It now extends for 1.45 miles, from Gansevoort Street in the south to 34th Street at its other end. An innovative design by James Corner Field Operations uses native species to preserve some of the feeling the old rail line had when it was overgrown with weeds. It has quickly become one of New York’s most popular attractions, both with residents and visitors who stroll the length of it, as well as a model for other cities attempting to find new uses for old infrastructure.

You may not expect to find the world’s best frozen pina colada at a joint hidden behind a gas station and underneath a condo unit, but that’s where to order the drink—lovingly dubbed the “Erik Estrada” and mixed with coconut milk and spices with a dash of Angostura bitters—and that’s how co-owner T.J. Lynch rolls. He took the hidden-gem aesthetic from his New York bar, Mother’s Ruin, and translated to the laid-back vibe of Folly Beach. In addition to the island’s best cocktails, Lowlife’s loyal following saddle up at the indoor/outdoor bar for the Old Bay-dusted local shrimp roll, the bold, rich tuna poke, and the Duke’s mayo-doused, addictive double cheeseburger.

The Bean Counter is a locally owned café in the heart of Georgetown. This small, cozy eatery with chartreuse walls is a neighborhood favorite. Stop by for a quick breakfast or come for lunch, when you’ll find a nice selection of soups, salads, and made-to-order sandwiches and wraps. If you want to do like the locals, try the laudable Cuban sandwich. In the afternoon, the Bean Counter is the perfect place for a cup of freshly brewed organic, fair-trade coffee and a homemade cookie. Order at the counter and then slip out through the narrow side alley to enjoy the secret garden in the back.

The Washington National Cathedral stands high over D.C. as a beacon of faith for the nation. The impressive Gothic architecture evokes comparisons to Notre-Dame (despite being built more than half a millennium later). Flying buttresses, spires, and stained glass windows inspire heavenly awe, while statues of modern missionary and civil rights figures such as Mother Teresa, Helen Keller, and Martin Luther King, Jr., ground us in earthly good works. The stained glass Space Window includes a lunar rock donated by the crew of Apollo 11, reminding us of our small place in the universe. Bring binoculars to scan the gargoyles for a Star Wars surprise, and climb the steps to the towers for panoramic city views. While overseen by the Episcopalian church, the cathedral welcomes all people.

The city’s most famous snowbird, architect Frank Lloyd Wright, spent winters at his home and architecture school in the Sonoran Desert. Taliesin West brings the horizontal lines and organic materials of Prairie School design to the desert landscape in low, skylighted buildings. Behind-the-scenes tours visit the pop-up structures that students have designed as living spaces amid the barrel cactus and paloverde trees.

Cozy, romantic, and right on the beach, this Sanibel restaurant is perfect for a special-occasion dinner. Book a table for the hour leading up to sunset, then linger over New American cuisine like lobster tempura, blue crab cakes, and roasted oysters with chorizo. Also available are meat-centric dishes like short ribs, grilled filet mignon, and Hudson Valley foie gras.

One of New York’s most iconic landmarks is also one of America’s: the Statue of Liberty, standing in the middle of New York Harbor as it has since 1885. The statue was famously a gift from France, built to a design by sculptor Frédéric Auguste Bartholdi and with structural engineering overseen by Gustave Eiffel. The statue was one of the first large-scale curtain wall structures—that is, one where weight is supported by an internal frame and not by the exterior walls. As one of New York’s most visited sights, some tickets sell out far in advance. There are two different levels of tickets: pedestal and crown. Tickets to the pedestal and especially those to the crown are often gone months in advance, so plan accordingly.

The Evergreen Brick Works, a reclaimed quarry in the lush Don Valley, is a showcase for sustainable and green living, as well as for urban design. A community has been established in this once-derelict industrial site and former landfill. Toronto’s largest farmers’ market sets up shop on Saturdays, and spotlights food from all over the province. On Sunday, the market shifts its attention to crafts. A full schedule of activities and diversions make this a perfect weekend escape: There’s a children’s garden (with weekly programming), bike trails and rentals, and a hike that leads to a rewarding view of the city’s skyline.

Located atop The McKittrick Hotel—site of the immersive theater experience “Sleep No More"—Gallow Green is a beguiling outdoor space overgrown with flowers and vines that offers up views of the Hudson River and the High Line. It’s as popular for late-night drinks as it is for weekend brunch; art lovers can fuel up here and then hop around the Chelsea neighborhood afterward. During warmer months, the rooftop hosts “Potions and Plantings,” a monthly tea party for kids (ages 5-10) and their adults. The event outshines all other kids’ tea times in the city (and there are many) and will make the grown-ups want to return for their own happy hour.

A five-year restoration and renovation project transformed a factory on the Williamsburg waterfront, originally built in 1901, into the stylish but laid-back Wythe Hotel. This property has a distinct Brooklyn stamp, from the Brooklyn-made wallpaper to the Brooklyn-sourced minibar. The little details here stand out, including concrete floors with under-floor heating and the use of reclaimed wood (from the former factory) in the ceilings. The spacious lofts are particularly noteworthy for their floor-to-ceiling views of the Manhattan skyline and standalone pedestal tubs. Visitors and New Yorkers mingle over cocktails on the rooftop bar as well as at the spacious restaurant, which was recently taken over by restaurateur Jon Neidich and his team at Golden Age Hospitality (owners of popular New York spots ACME, Slowly Shirley, and The Happiest Hour).

Montréal’s main artery, rue Ste-Catherine, runs for seven miles along the length of the city. From its origins as a dirt road lined with farmhouses and orchards, the street today is now a thoroughfare passing through a number of neighborhoods. The best-known stretch runs roughly from rue Guy to rue Aylmer, where La Baie department store stands. This is the heart of the city’s busy downtown shopping district, with a mix of familiar international brands and only-in-Canada department stores and shops. Continuing east, the street passes through the Quartier des Spectacles before forming the main street of Montréal’s Gay Village. There, it is closed to cars in the summer, and patrons of bars and restaurants spill into the streets.

First, Brooklyn’s Coney Island is not, in fact, an island, having been attached to the rest of the borough by landfill since the 1920s. What the area is best known for, however, is its heyday from around the 1880s through World War II when it began as a posh seaside resort area and gradually became a beloved beach destination, thanks to a number of amusement parks. The appeals of Coney Island declined after the war (historians attribute this to the proliferation of both air-conditioning, which made escaping to the shore less important, and the automobile, which made it easier to reach nicer sandy stretches on Long Island). In recent decades it has increased in popularity again. Brooklyn residents, and visitors to New York, have embraced anew the retro charms of the boardwalk and the rides that are still operating, like the Cyclone roller coaster and the Wonder Wheel Ferris wheel. The towering Parachute Jump has been abandoned, but it still stands as an impossible-to-miss landmark. Brighton Beach sits next to Coney Island and is a largely Russian neighborhood where restaurants are happy to serve any diners who appreciate copious amounts of vodka and Russian specialties.

Taking advantage of the 20,000 sugar and red maple trees surrounding their 800-acre Madava Farms property, located 90 minutes north of Manhattan, husband and wife Robb and Lydia Turner create arguably some of the purest maple syrup, which has graced some of the U.S. and Hudson Valley finest restaurants even appearing at President Obama’s Inaugural Lunch. Head inside the “Sugar House” and learn about the processes involved in the journey from bark to barrel combined with tastings of their certified organic syrup varieties - Golden, Amber, Dark, and Very Dark - and a farm-to-table lunch. Wondering about the secret to its great taste? It lies in their advanced reverse osmosis machines that evaporate the water from the sap without heating it.