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  • Wilson Road, Punta Gorda, Belize
    Formerly Belcampo.

    Each of the 16 rooms at Copal Tree Lodge is a spacious villa-style suite set on the edge of the jungle, which gives a sense of privacy and peacefulness. Guests shouldn’t be surprised to see coatimundi, agouti, and other wildlife while showering in the spa-style bathrooms with their floor-to-ceiling windows. Tile floors, comfortable beds wrapped with gauzy mosquito nets, and private verandas are standard in every suite, as is Wi-Fi and complimentary laundry service, and the hotel has a pool and a restaurant/bar. The numerous outdoor activities include exploring Copal Tree Lodge’s chocolate trail and kayaking or canoeing on the Rio Grande River at the base of the property; various trips can be organized off-site, too. The hotel is closed from mid-September to late October.
  • 729 Thomas St, Key West, FL 33040, USA
    Blue Heaven is a favorite in Key West—Jimmy Buffett even mentioned it in one of his famous beach tunes. The whimsical courtyard is filled with brightly colored tables and chairs, twinkly lights, foliage, and stray animals. The bar and restaurant is owned and operated by a husband and wife whose creative backgrounds in art and literature inspired the space. There’s a mini art gallery, a sandwich shop, and roaming roosters on the grounds. Once a boxing ring (with Ernest Hemingway as referee), the spot now pays tribute to the Caribbean, with bright accents and Cajun seasonings on the menu. Menu highlights include the scallops, which are locally celebrated, served with white wine and lemon butter with tomatoes, onions, mushrooms, and lots of garlic. Locals say the Key lime pie is one of the best in town.
  • Piazza di Santa Croce, 50122 Firenze FI, Italy
    Standing in the Piazza Santa Croce, a statue of Dante looms over the square from the corner. Florence, where Durante degli Alighieri’s journey through hell, purgatory, and paradise was to begin but not end. In 1829 a tomb was built for him in the Basilica of Santa Croce—the largest Franciscan church in the world. The tomb has remained empty ever since as Dante’s body lies in Ravenna.
  • 780 Richards St, Vancouver, BC V6B 3A4, Canada
    The longest lines in the city form every day at Café Medina, a haven of Mediterranean-inspired breakfast, lunch, and weekend brunch dishes in the Library District. The decor here feels like a minimalist version of 1920s Paris, with aged walls, mismatched light fixtures, and a mosaic entranceway. Equally charming, the eclectic bistro fare ranges from pistachio-rosewater Belgian waffles to halloumi couscous and a harissa burger, spiked with preserved lemon and tucked into a pita with baba ghanoush and two fried eggs. Don’t miss the blistered flatbread, ideally paired with the honey-black-pepper mascarpone side. And finish with a lavender latte, a house-made turmeric soda, or a superb craft cocktail. If you don’t want to wait, skirt the crowds by visiting Tuesdays or Wednesdays for lunch, or arriving at 2 p.m. (an hour before last call).
  • Liberia Guanaste 26Km al Norte del Doit, CR-G, Peninsula Papagayo, 05000, Costa Rica
    Not far from the white-sand beach within the Four Seasons Costa Rica, Bahia restaurant is the physical and spiritual heart of the resort, with a casual vibe by day and a cozy feel by night, thanks to soft mood lighting and a nightly live band. A wood-fired open kitchen serves a Latin American-inflected, regionally-sourced menu: Try the octopus carpaccio, or the grill menu’s enormous Pacific blue prawns with locally grown heirloom tomatoes and a side of sweet plantains.
  • Malendure 97125, Bouillante, Guadeloupe
    The black-sand Plage de Malendure on Basse-Terre is a water sports hub, home to dive shops that head out to the Jaques Cousteau Reserve. It’s a great spot to park the family for a day of swimming, snorkeling, or kayaking over to the Pigeon Islands. It’s busy and social, but that doesn’t take away from its beautiful bluff and sea views.
  • Salt Spring Junction, Jamaica
    Bypass the roadside watering holes and take a boat ride to Floyd’s Pelican Bar, instead. This thatched hut stands on stilts out in the water, making it a dreamy spot for an afternoon of swimming and shooting the breeze, solo or with friends. It’s 30 minutes from Treasure Beach (arrange a boat ride through your guesthouse or resort), and you can arrive for lunch and stay until after sundown for the just-caught fish, rum, and chilled Red Stripe on the menu. Inside the tiny shack, the flags of various countries hang and previous customers have left messages scrawled on planks and benches. Sit outside and watch the pelicans flying in formation across the horizon.
  • Calle 59 572, Barrio de Santiago, Centro, 97000 Ejido del Centro, Yuc., Mexico
    English explorer and draftsman Frederick Catherwood and American adventurer John Lloyd Stephens were the first foreigners to rediscover Copán and numerous other Maya cities. Catherwood’s extraordinary lithographs, on view at the Catherwood House Museum, portray those monuments as they appeared when the pair first witnessed them; the institution’s Belle Époque setting transports visitors to Catherwood’s day and conjures the wonder he experienced as he wandered the Maya world of Mexico and Central America. A coffee enjoyed in the courtyard and a poke through the elegant gift shop are icing on the cake.
  • Castle St, Glasgow G4 0QZ, UK
    While Saint Kentigern (alternatively called Saint Mungo)—Glasgow’s 7th-century patron saint—may well be mythical, early Roman Catholics venerated his memory and started a cult on a hillside site where they believe he worshipped. They first built a church, then a full-blown cathedral, much of which dates from the mid to late 13th-century and remains intact to this day. Highlights include the Blackadder Aisle and the crypt with St. Kentigern’s Well. If you have the time, take in the adjacent Central Necropolis, one of the oldest cemeteries in the United Kingdom.
  • 11a The Avenue, New Norfolk TAS 7140, Australia
    Rodney Dunn and Séverine Demanet, founders of the eponymous schoolhouse turned farm and the cooking school less than 10 minutes away, opened the Agrarian Kitchen Eatery in 2015 to share their produce and cooking with a wider audience. The light-flooded space, with original stamped tin reflecting off the high ceiling, is so beautiful you’d never guess it was once a mental asylum. The only mental hardship now is deciding what to order for lunch, whether it’s the wood-roasted southern lamb or the hot smoked bay trout. Still can’t decide? For $70 per person, the kitchen will feed you the best dishes of the day. If you’re road tripping up the Derwent River, at least stop in for a biscuit or a lamington with Agrarian Kitchen jam.
  • Yosemite National Park, 1 Ahwahnee Drive, Yosemite Valley, CA 95389, USA
    Formerly the Majestic Yosemite Hotel, this stone-and-timber lodge—arguably the finest example of U.S. “Parkitecture”—has hosted such luminaries as John F. Kennedy, the queen of Nepal, Lucille Ball, and Brad Pitt. Its grand public spaces served as Stanley Kubrick’s inspiration for the hotel in The Shining, but don’t let that—or the price—scare you away. It’s worth the splurge just to have this place to yourself after the swarms of tourists have left for the day. Accommodations range from classic hotel rooms that face the back of the building, to suites and cottages with fireplaces and views of Yosemite’s most famous sites, including Half Dome, Glacier Point, and Yosemite Falls. The formal dining room, with its soaring ceilings and oversized windows, requires reservations, especially for the popular Sunday brunch. If you’d rather not plan ahead, you can grab a casual bite at the hotel bar, which features an outdoor area with breathtaking views of the park.
  • 56 South Shore Road, Southampton SN 02, Bermuda
    Blending a cheerful, laid-back spirit with a splash of formal elegance, The Reefs Resort & Club is uniquely Bermudian. Staff greets you with a rum swizzle upon arrival at the family-owned and operated property, then whisks you up to a room where bright botanical prints complement crisp white linens, deep wood tones, and tile floors, and windows offer views of the Atlantic’s turquoise-tinged waves. Days are spent indulging in frangipani salt scrubs and ayurvedic massages at the spa, sitting in on a sunrise yoga session on the beach and hitting the links nearby, or simply napping on a chaise at the freshwater infinity pool. Sited to capture awe-inspiring vistas of the water, limestone cliffs, and lush vegetation that surround the resort, three restaurants serve classic continental fare, but more adventurous types can rent a scooter across the street to sample the local food scene on a culinary tour of Hamilton and St. George.
  • 1500 Orange Ave, Coronado, CA 92118, USA
    The Coronado Bridge links San Diego to Coronado Island—and the present to the past. In the span of just 2.12 miles, you’ll travel from the digital age to a century when “electrified” hotels were practically unheard of. When the Hotel Del Coronado debuted in 1888, its electric lights and telephones made a sensation—as did its resplendence. In 1892, a young guest named Noel proclaimed in a letter to her family back east that “the red and the white between the bluest sky and the bluest water is like a beautiful dream in a fairy story.” Legions of A-listers have checked in ever since, as a who’s who of vintage portraits attests. But while a stay here is delightfully nostalgic—featuring bike rentals, beachside cabanas, and evening clambakes—the 757-room hotel doesn’t live entirely in the past. Take advantage of its upscale spa, spin classes on the beach, and restaurants serving updated takes on coastal cuisine along with creative cocktails. In the historic Victorian Building Suites, you’ll find modern coastal-chic interiors, streaming TVs, and, of course, Wi-Fi. The Beach Village Suites include additional modern luxuries—like a Sub-Zero fridge and dedicated concierge to help you fill it.
  • Lion's Head, Signal Hill, Cape Town, 8001, South Africa
    The hike up Lion’s Head affords incredible views. Since the trail winds around the mountain, you’ll have the unique opportunity to see every side of Cape Town from above. When you start, the ever-stunning Table Mountain will be just to the left, but soon enough, you’ll be facing Robben Island in the distance, with all of Cape Town below. The Lion’s Head hiking trail is eight miles round-trip and takes about three to four hours to complete, depending on your pace. If you happen to be in town during the full moon, be sure to start hiking mid-afternoon and bring your headlamp and a picnic dinner. Along the way, you’ll meet many a local honoring their monthly tradition of hiking up, eating dinner during the sunset, and hiking back down in the moonlight glow.
  • 201 E Randolph St, Chicago, IL 60602, USA
    The real voyage of discovery consists not in seeking new landscapes, but in having new eyes. ~ Marcel Proust. For my inaugural highlight on AFAR, I am starting with my wife’s favorite quote, and a local sight in Chicago. Sometimes people feel they must jet off to some far off exotic place in order to ‘travel.’ However, if you gaze anew at your immediate surroundings with fresh eyes, you will discover an entire host of wonderful surprises. Here we have Cloud Gate, located down in Millennium Park, back before they buffed out the seams. The contrast between the organic form of ‘the bean’ and the structured grid lines, along with the warped fun house mirror quality of the city, makes this a truly unique destination.