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  • Tanglin Rd, Singapore
    Singapore may not have bicycle lanes on its roads, but the country does have a wonderful and growing network of bike-friendly asphalt paths along its many canals and rivers that are sometimes joined up with pathways in parks and along old rail corridors (in Singapore, they’re called park connectors). An easy 3-mile round-trip stretch to sample runs along the Singapore River. Join the riverside pathway just off Zion Road near the Great World City shopping mall—you can rent your chariot nearby from Bike Connect, at 23 Hoot Kiam Road—or grab a two-wheeler from the now ubiquitous bike-share steeds parked everywhere. Pedal all the way to the old shophouses of Boat Quay where the river empties into Marina Bay and then the South China Sea at the heart of Singapore’s colonial core. From there, get a glimpse of the grand Fullerton Hotel (once the national post office), the Asian Civilisations Museum (originally intended to be the city’s courthouse), and several historic bridges.
  • 12 S Michigan Ave, Chicago, IL 60603
    This hotel is on our list of The 11 Best Hotels in Chicago.

    Set directly across from the Art Institute of Chicago, this former members-only men’s gymnasium is now the Chicago Athletic Association, which is part of Hyatt’s Unbound Collection. Enter at street level off Michigan Avenue and walk toward the back to find a staircase that leads to the old swimming pool, now a venue for parties and pop-up concepts. Take the nearby elevator to the restaurant, Cindy’s, easily the best rooftop scene in the city, with highly Instagrammable terrace views overlooking Millennium Park, the swooping Frank Gehry–designed bandshell, and Anish Kapoor’s Cloud Gate (aka the Bean).

    Park yourself in the second-floor lobby and hang with locals as they tap away on their laptops and sip lattes by the two oversize fireplaces. Walk through that expansive by Roman & Williams–designed room, where light beams in through ornate stained-glass windows, and you enter a warren of table games and darts, all festive and typically open to the public. There’s also the secret six-seat bar, the Milk Room, a relic of Prohibition, and the James Beard Award–winning Cherry Circle Room—a sexy, dark restaurant with a circulating martini cart and a meat-centric menu.

    Upstairs in the 1893 landmark, 240 guest rooms reflect the building’s former life, with gym horses as foot beds, working fireplaces in some rooms, plasterwork ceilings, ornate carved wood wainscotting, and a clubby vibe. Some of the rooms are rather small, but the location is hard to beat, and the cozy, wintry ambiance makes it a popular (and fun) place to spend a weekend. And because the CAA keeps an eye on its water conservation, sources its food locally, and adheres to strict recycling standards, eco-conscious travelers can feel good sleeping here.
  • Black Rock Lodge is the ultimate Belizean jungle lodge, located a few miles outside San Ignacio and down a dirt road that leads you into a high-walled, karstic river valley. All the cabinas are perched on the hillside with spectacular river views and wildlife viewing opportunities from the front porch. The main dining area offers more opportunities to spot birds and monkeys on the opposing hillside or watch intrepid guests go over the waterfall on an inner tube directly below. The lodge is a great place to base yourself for a range of activities and sights, such as Maya ruins, cave exploration, canoeing and rafting, hiking and bird watching.
  • Balboa Park, San Diego, CA, USA
    A 1,200-acre green space filled with museums, theaters, and gardens, Balboa Park is the center of art and culture in San Diego. It’s also one of the city’s most historic sites, built for the Panama–California exhibition in 1915. While the museums are definitely worth seeing, there are also a number of free attractions, including the photogenic Botanical Building, which houses more than 2,100 plants (including Venus flytraps); the Desert Garden, filled with succulents from around the world; and a sculpture court with works by Miró and Rodin. For one of the area’s best views, purchase a timed ticket to climb the California Tower in the Museum of Man. The ornate structure reopened to the public in 2015 after being closed for nearly 80 years and features a spiral staircase to the eighth floor, where you can catch a glimpse of the Cuyamaca Mountains, the Cabrillo Bridge, and even Mexico’s Coronado Islands.
  • 5 Rochester Park, Singapore 139216
    There are two Min Jiangs in Singapore, and both are set in lovely heritage buildings: one in the early-20th-century Goodwood Park Hotel, and the other in Rochester Park, a cluster of colonial-era black and white bungalows repurposed into restaurants. Min Jiang’s menu is packed with Sichuan and Cantonese classics, but the big star is the wood-fired Peking duck served with traditional pancakes, crispy slivers of skin and meat, and sweet bean sauce. Still hungry? The hot-and-sour soup, prawn-and-pork stir-fry, and lobster with eggplant and minced chicken in Sichuan chili sauce are also irresistible. If you’re dining with a significant other, grab a table outside on the veranda: The candlelight and tropical foliage create a romantic and cozy vibe.
  • Take one evening to skip the usual beach sunset. Instead, hop on a guided glass-bottom boat and ride down the Negril River. You’ll start where the river meets the sea on the edge of Seven Mile beach, and cruise down its banks. Take in the gorgeous scenery of mangroves and birds flying against a yellow sky. The ride lasts about an hour and you’ll likely be the only one there, away from the clamor of tourists.
  • Pantai Cenang, 07000 Langkawi, Kedah, Malaysia
    The unmistakeable beach-bistro atmosphere makes the Lighthouse Restaurant & Bar one of the best places to eat in Langkawi. With two floors of seating, the ambiance changes in each room and even stretches out onto the beach. Dine on the sand under palm trees, at the casual bar downstairs, or near the large windows upstairs for a birds-eye view. Both their Malay and Mediterranean meals are tasty but you’re there for the ambiance (well worth it!).
  • Imerovigli, Thira 847 00, Greece
    Some of the world’s most jaw-dropping images of hotel infinity pools have been taken on Santorini, aka the honeymoon island. What makes The Grace stand out? With only eight rooms, 12 suites, and one villa, guests receive the staff’s undivided attention. Even before your arrival, you may be asked whether you’d like to organize a romantic surprise for your partner, or if you’d like your bathrobe to be personalized with your initials. Of course, the hotel’s pool, perched like a bird’s nest over the caldera and the blue hues of the Aegean, makes a pretty strong argument. Guests spend much of their time lounging around its perimeter and dining outdoors on a variety of dramatic terraces. Naturally, all the clean-lined rooms have equally stunning views of the sea and, after a 2016 revamp, are all white with brushed-concrete floors and handmade walnut desks, putting the emphasis on the azure setting. Drop your bags, then grab a cocktail at the Champagne Lounge to take in that sunset everyone keeps raving about.
  • 98 San Jacinto Blvd, Austin, TX 78701, USA
    Set right on the banks of Lady Bird Lake as it passes downtown, the Four Seasons Hotel Austin performs the impressive juggling act of feeling like both a glamorous city stay and a picturesque, elegant resort. On one side is Live Oak, a local hot spot for live music, on the other the sun-lounger–lined saltwater pool that looks out over the sprawling lawn and the lake beyond. This outdoorsy-meets-hip dichotomy is part of what defines Austin, and the hotel is right at the heart of it: Lady Bird Lake Hike and Bike Trail is the closest of many urban trails, and the food trucks and record stores of the trendy Downtown and Bouldin Creek neighborhoods are within walking distance—a rarity in this expansive city.

    A Hill Country–inspired spa and Latin restaurant draw locals, while elegant rooms (updated in 2017) with lake views and signature Four Seasons service—think seasonal lemonade or hot apple cider on arrival and s’mores (weather permitting) on the back patio—make stays extra special.
  • Plaza de la Independencia, 7, 28001 Madrid, Spain
    Don’t miss Parque del Retiro—a stunning area complete with a lake, playgrounds, gardens, and fountains. It’s the perfect public space where anyone can enjoy the day by taking a walk, playing a game, going on a boat ride, or exploring to your heart’s content.
  • Waialua, HI 96791, USA
    Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.
  • 2 15th St NW, Washington, DC 20024, USA
    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.
  • Limuru Road
    Right in the heart of Nairobi, the Karura Forest is a tranquil oasis with fragrant eucalyptus trees, open expanses of wild grassland, a waterfall, and hundreds of types of wildlife, including birds, monkeys, and even antelope. On weekends, Nairobians walk their dogs here, cycle the dirt tracks with their families (bike rentals are available), and walk the many trails through this 2,500-acre urban wilderness. Enter via the Limuru Road entrance for the waterfall and for access to the River Café, and via Peponi Road to enjoy a quieter side of the forest.
  • Kleintuin Rd, Simon's Town, Cape Town, 7995, South Africa
    There’s a different way to see the African wildlife in their natural habitat than a safari and it’s called Boulder Beach. We ventured to the Eastern side of the Peninsula (Indian Ocean) to meet and spend time with the locals, Cape Town‘s penguin colony. Following the wooden boardwalks, you gain access to Foxy Beach, a sheltered cove with soft white sand, crystal clear water, massive granite boulders, and birds in butler-style tailcoats. Its nothing short of an Instagram-worthy photo op but I recommend climbing atop a boulder and spending time to take it all in. It’s impossible to capture how majestic this destination truly is.
  • The ire of Mount Kilauea reforges the world before visitors’ eyes. Nicknamed “the World’s Only Drive-In Volcano,” it’s produced serious lava every day since 1983 with no signs of stopping. Pele—the fire goddess who lives here, according to Hawaiian lore—is on a roll. Occasionally the lava flows spill into the sea, releasing stunning plumes of steam. Don’t miss the petroglyphs, lava tube, lush rain forest, and more than 150 miles of trail, including the four-mile Kilauea Iki loop. The drive here from Kona or Kohala can take two and a half hours, a bit of a long day, so consider reserving accommodations in the town of Volcano. You’ll have plenty of time to explore this otherworldly landscape, and even see the lava glowing in the dark!