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  • A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful builder, owner, and operator. Just be sure to call ahead, as Ramage keeps flexible hours.
  • 27 Harbour Road, Mt Pleasant PG 02, Bermuda
    You’d be hard-pressed to find a better view of Hamilton Harbour than the one at Newstead Belmont Hills, where the 60 one-, two-, and three-bedroom suites satisfy the Airbnb set with in-room kitchens, Jacuzzi tubs, and sleeper sofas. Though there’s no on-site beach, the resort’s shuttle can transport you to the nearest shoreline (about 10 minutes away), and a private water taxi is on hand to ferry guests to the restaurants and shops of Hamilton. Care to stay put? One visitor per room is gifted a complimentary round of golf on the property’s championship 18-hole course with your stay, the harbor-front infinity pool and club becomes one of Bermuda’s top happy-hour scenes come sunset, and Beau Rivage, the island’s only French restaurant, is renowned for its Gallic specialties such as Provençal shrimp risotto and foie gras–stuffed beef Wellington.
  • Sayulita, Nayarit, Mexico
    Guadalajara visitors craving an escape from the city should know that the ocean breeze isn’t far away. The bohemian beach town of Sayulita is about a four-hour drive, and even closer by plane. Popular in the 1960s among American and Canadian surfers, the sleepy fishing village has more recently become known for its laid-back vibe and impressive food scene. If you’re looking to get even farther off the grid, the surrounding area is filled with beautiful bays that are less trafficked by tourists than the main town.
  • Guanacaste Province, Costa Rica
    Local Costa Ricans taking some time out from the perfect surf on Playa Guiones. This beach near Nosara is the most relaxing, perfect surf break we have visited. The town is small enough to be peaceful with just the right amount of great restaurants and hotels to make it easy. Fly into Liberia, CR and you are a four hour drive to Nosara. If you are in the area, Casa Romanitica is the perfect hideaway hotel walking distance to the surf and small town. Don’t worry, you don’t have to be romantic to stay there. Just wanting an authentic, chilled experience in this part of CR.
  • Bay Drive, Lahaina, HI 96761, USA
    A marine sanctuary in northwest Maui, Honolua Bay delights snorkelers and surfers alike. The right side of the bay boasts dense, showstopping coral that attracts vibrant fish, while the shallower left-hand side features lava caves, archways, and sea turtles in the summer months. Come winter, some of Hawaii’s most beautiful barrel waves start peeling around the point, drawing only the most experienced daredevils. Note that fishing here is forbidden and parking can be tricky—visitors often have to park along the cliffs and hike down through a magical, Robinson Crusoe–type forest to the rocky shoreline. When approaching the bay, watch for mile marker 32. Just past it, you’ll find stairs down to Mokuleia Beach.
  • 32 Camden Lock Pl, Camden Town, London NW1 8AL, UK
    I could have spent days at Camden Market! There’s loads to see and something for everyone. My favourite find from Camden is an awesome nautical style rockabilly dress (which I saved £10 on :). I also ate the most epic burrito of my life in Camden. It was heavenly.
  • Lake Chapala, Jalisco, Mexico
    Less than an hour from Guadalajara, Lake Chapala—Mexico’s largest lake—offers a relaxing respite from the big city. Visitors can enjoy drinks or a meal at one of the many restaurants on the pier, watch the sunset from a sandy beach, or rent a boat to the Island of Scorpions for a different view. There are plenty of boutique hotels around the lake should you be interested in an overnight stay.

    To get to Lake Chapala, catch a direct bus—they leave every 30 minutes from Guadalajara’s Old Bus Central. The air-conditioned ride through the mountains of Jalisco takes somewhere between 45 minutes and an hour, depending on traffic, and costs approximately US$5 for a round-trip ticket. Once you arrive at the Chapala bus station, the lake is about a 10-minute walk away on the main street.
  • Käringön, 474 74 Käringön, Sweden
    The isolated, car-free island of Käringön is a 40-minute ferry ride from Orust, and has less than 100 full-time residents who stay year round, even through the long winter. But it’s a different story in the summer. In the 19th century, the middle classes in Sweden became enamored with the benefits of fresh sea air and started flocking to the small islands along the coast. Today about a thousand visitors arrive daily by ferry or private boat to enjoy the island’s relaxed vibe. Come for a lunch of fresh-caught seafood at Petersons Krog or watch children on the pier trying to catch the little crabs crawling through the seaweed down below. In the cold weather, visitors can take a lobster fishing tour or sample fresh oysters at the Käringö oyster bar, which also has a hot tub that seats six.
  • Les Houches bills itself as Chamonix’s go-to resort for families. And nothing encapsulates its relaxed, enjoyable atmosphere more than its outdoor ice rink. Located in the heart of the village, this popular spot not only provides a beautiful backdrop of Mont Blanc (check out the late-afternoon illuminations), it’s also free to use. Once the last shards of crimson glow have left Europe’s famous mountain range, skaters carve along under the stars—as late as 11 p.m. on Wednesdays and Fridays, with music playing throughout. Note: The rink is open from late December through the end of March, and ice-skate rentals cost € ($3.50).
  • 153 W 57th St, New York, NY 10019
    Occupying 25 floors of a 90-story tower on West 57th Street, Park Hyatt New York opened its doors in August 2014. There is an emphasis on art at this sleek hotel, with museum-quality pieces on display in both the common areas and the spacious, light-filled rooms. A rotating art program in the hotel’s Avenue Gallery space features rotating exhibits with emerging artists from around the world.
  • Sydney, Australia
    Australia’s most famous beach has played many roles throughout history. In 1907, a group of local swimmers became the world’s first lifeguards; during World War II, it was fortified by barbed wire and iron stakes; and over the last few decades, it has become a play land for international backpackers. More recently, the bohemian surf hood has morphed into a lively dining and shopping hub, with restaurants ranging from standbys like Sean’s Panaroma to the friendly burger joint Bonditony’s to Italian favorite Da Orazio Pizza and Porchetta, opened by Icebergs Dining Room owner Maurice Terzino. (Don’t miss the pool and sauna at Icebergs either.) Once fed, check in at the QT Hotel, shop along Gould Street, and walk the stunning Bondi to Coogee coastal path.

    Anyone can swim in this glorious pool for a mere $5.50. Mon-Fri: 6:00-6:30pm Sat, Sun: 6:30-6:30pm Closed Thursdays.
  • Vesterbrogade 3, 1630 København V, Denmark
    A fairy-tale town deserves a magical funfair. Tivoli Gardens is one of the country’s most popular attractions, drawing more than four million visitors a year (in a country with a population of around 5.5 million). Youngsters will enjoy the rides, while their parents will appreciate the nostalgic charm and the wide range of dining options, from hot dogs and churros to “New Nordic” gastronomy.
  • College Green, Dublin 2, Co. Dublin, Ireland
    Pass through the iconic arched doorway at College Green and enter the elegant quads, handsome architecture and verdant lawns of Trinity College, one of Ireland‘s most prestigious universities. Among its many attributes is the atmospheric 18th-century Old Library, whose most precious tome is the 1,200-year-old Book of Kells, a priceless illuminated manuscript. Also worth a visit are the college’s Douglas Hyde Gallery, devoted to contemporary art, and the thought-provoking Science Gallery.
  • Piazza Campo de' Fiori, 00186 Roma RM, Italy
    Like all outdoor markets in Rome, Campo de’ Fiori is a bustling social center where locals push past throngs of tourists to complete their errands. Every morning you can find nonni shopping for produce with their grandchildren, feisty butchers running the day’s orders, and barmen hand-delivering trays of espresso to the vendors. By late afternoon, the market quiets down as vendors head home for the evening, and slowly buskers and musicians make their way to the square. By sunset, Campo once again surges with energy, this time to fuel the nightlife.
  • Chiquibil Forest Reserve, Belize
    The massive ruins of Caracol were once a major Maya metropolis in prehispanic Belize, during the Classic Period. The majority of the site is yet to be reclaimed from the forest, but the structures that have been uncovered are truly impressive. The main structure is still the tallest building in all of Belize and places you “on top of the world.” The jungle surrounding the site is teaming with wildlife, and a pair of binoculars come in handy. The ruins are located south of San Ignacio along the rough Mountain Pine Ridge Road. There are several worthwhile stops on the way, such as Rio Frio Cave and Rio On Falls, but the best stop is a cool libation at the Blancaneaux Lodge Bar.