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  • Port Antonio, Jamaica
    This stunning white-sand stretch, just a five-minute drive east of Port Antonio, is the only beach in Jamaica with waves high enough to surf. Boston Bay is also one of the few remaining public strands on the island. It continues to attract more locals than tourists and as such is nearly vendor-free. You can watch kids splashing about on their boards, or you can rent your own for a Surfing 101 lesson. Be forewarned: As at many beaches, sometimes the waves are flat, but you can console yourself with a short stroll down the beach to the famous Boston Bay jerk chicken stands.
  • Oconaluftee Indian Village, Cherokee, NC 28719, USA
    Native American history comes alive at this re-creation of a Cherokee village that’s designed to replicate life in 1760, when European contact begins to negatively affect the tribe. Visitors experience life and witness skills that have been passed down for generations, including traditional canoe hulling, basket weaving, clay pottery making and traditional medicinal practices using plants native to the Smokies. The village consists of earthen trails through replicas of Cherokee huts, and the day is punctuated by live reenactments, including dances and ceremonies as the tribe prepares for war with the European invaders. After a day at Oconaluftee, stay for Unto These Hills, a dramatic retelling of the Cherokee story from contact with the Spanish in 1540 to the Trail of Tears under President Andrew Jackson to the reemergence of the tribe as it exists today.
  • Steps from the sand on Princess Margaret Beach, Jack’s Beach Bar is the perfect spot for an alfresco lunch, happy hour on the terrace, or both. It’s a good choice for dinner, too, although landside access is tricky, with lots of stairs and rough terrain that’s difficult to navigate in the dark. Whenever you come, look forward to local ingredients, prepared with an international touch. Pair the tropical quinoa salad with the catch of the day, or opt for the famous fried chicken, served with your choice of mango chutney, smoky barbecue sauce, blue cheese dip, or Mama’s Hot Sauce. If you’re having too much fun on the water, order something from the delivery menu and Jack’s will bring it directly to your boat—the restaurant delivers up to almost two miles from the beach.
  • 5600 Royal Dane Mall, Suite 9, St. Thomas 00802, U.S. Virgin Islands
    Because it’s a major cruise port there are plenty of tacky restaurants on St. Thomas, but it doesn’t take a lot of effort to get under the skin of the island and find places where the locals eat. One such restaurant, Gladys’ Cafe, serves up traditional Caribbean fare and is known as one of the best on the island. Skip the a la carte menu and instead get one of the lunch plates including curried chicken or goat served with red beans and rice, mac and cheese and fried plantains.
  • Galerie du Roi 5, 1000 Brussel, Belgium
    The Galeries Royales Saint-Hubert is one of the oldest covered shopping arcades in Europe. This upscale shopping mall is located just opposite the Grand Place and is a beautiful place to window shop. Inside you will find jewellery, handbags, a hat-maker, a glove shop, restaurants and a variety of Belgium’s best chocolate-makers. Don’t miss the stunning Art Nouveau stained-glass ceiling of the Corné Porte Royal chocolate shop. The galleries are particularly beautiful at Christmas when the shop fronts are decked out for the season.
  • BFU, Av. San Martín 776, V9410 Ushuaia, Tierra del Fuego, Argentina
    Want to impress your travel friends and show off your passport prowess? Then don’t miss getting a passport stamp from the southern most city in the world - Ushuaia Argentina. Once you make it all the way down there to the tip of Argentina - but sure to stop in at the tourist office near the port and get your passport stamp that will say Fin del Mundo - End of the world. They have different sized and stamps to choose from - a fun way to remember this unique location.
  • Bay Street
    The cruise ship terminal in Kingstown has about 20 boutiques, stores, and restaurants that cater mostly to passengers but welcome all shoppers. You’ll find your typical duty-free items, but also locally made hot sauces, spices, soaps and lotions, jewelry made from shells and seeds, and other handicrafts. Just know that some shops open only when a ship is in port.
  • Ripa di Porta Ticinese, 43, 20143 Milano MI, Italy
    Yes, Mag is a great place for a morning, Saturday brunch, and light lunch, but it is also an excellent spot for those who love a great cocktail. Head to Navigli in the late afternoon to watch Flavio, Marco, and Francesco mix creative concoctions based on old-school recipes and lots of innovation. Drinks to try: the Aviation (gin, lemon juice, maraschino liqueur, crème di violette), One Piece (a modified Old Fashioned), and really, anything they offer.
  • 1040 Mass MoCA Way, North Adams, MA 01247, USA
    The sprawling contemporary museum, MASS MoCA, is responsible for bringing North Adams to life, and offers some of the most cutting edge art around. Xu Bing’s Tobacco Project {above} is made from over half a million cigarettes arranged to mimic a tiger skin rug. It makes a thought provoking statement on the global tobacco trade, luxury and colonialism, and is typical of the installations you will see there. The complex also hosts a variety of musical events including dance and films. Luckily Split, the in house restaurant has coffee, treats and tasty lunches.
  • Calle Centenario #4, Centro, Todos Santos, B.C.S., Mexico
    I don’t know why you would find this in Todos Santos, but Cafe Santa Fe is top 3 best Italian in North America. Pizza was out of this world and the lobster ravioli left people speechless. Gotta go.
  • 401 Biscayne Blvd, Miami, FL 33132, USA
    Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.
  • Carretera Cap de Creus, s/n, 17488 Cadaqués, Girona, Spain
    A short drive from the picturesque fishing village of Cadaques and Dalí’s House Museum in Port Lligat, Cap de Creus is one of my favorite places in Spain when it comes to natural beauty. Sweeping views of the ocean from atop the cliffs are even better after a lunch of fresh seafood paella, the catch of the day-baked, grilled or fried, or the restaurant’s surprisingly tasty Indian eats. Burn off lunch with a hike down the steep incline to the waterline, or just cop a squat and settle in to write, sketch or meditate.
  • 11 E Walton St, Chicago, IL 60611, USA
    This hotel is on our list of The 11 Best Hotels in Chicago.

    Designers Lisa Simeone and Gina Deary of KTGY Simeone Deary Design Group oversaw the original design of the Parisian-inspired Waldorf-Astoria Chicago in 2009, and the pair was once again brought in to breathe new life into this 215-room Gold Coast gem. Rooms are now bright white, well-lit, and include pops of uplifting magenta. Before you hit any of them, however, there’s much to entice at street level. Enter from the circular driveway and marvel at the Swarovski chandelier, modeled after a vintage brooch, along with the herringbone wood floors and black-and-white pinstriped stone. Don’t miss the Peacock Lounge and its secret sister, Bernard’s Bar, an intimate craft cocktail and champagne boîte, which is virtually unknown even by city denizens (which means you can always find a seat). Its Scottish and equestrian themes are almost as anachronistic as the Mansard roof and circular driveway, which just adds charm to this newly beloved Chicago hotel.

    The guest rooms feature oversize headboards and abstract floral bedspreads, while bathrooms are a marvel of marble. For something more, splurge on either the new 1,800-square-foot Astoria Suite or the redesigned 2,400-square-foot Presidential Suite, both of which will have you feeling you’ve been transported to a Parisian pied-à-terre (the latter’s primary bedroom features a fireplace).
  • 1012 Avenue du Mont-Royal Est
    You know how they say that Montreal is a happy mixture of North America and Europe? Well, if there’s one place in the city that’s truly unique, and not influenced by any other colony, it’s Plateau Mont-Royal. Located just a few minutes north of downtown, this neighborhood is lively, colorful, and somewhat eclectic. Here young families, hipsters, and fancy folk mingle together in harmony. In this iconic area you will find everything you need—from French bistros, typical French-Canadian brunch joints, clothing stores, and fine groceries. Nothing is expensive as such, but restraint is in order, because absolutely everything is enthralling!
  • 370 Hanover St, Boston, MA 02113, USA
    Walking through the narrow streets of Boston‘s North End might have you thinking about a delicious Italian meal. Take the time, however to explore the area on Hanover Street where the surrounding brick buildings suddenly give way to a park where Paul Revere stands guard. Commemorating his ride to warn the colonists of the impending British Invasion, the statue stands in front of a small park leading to the famous Old North Church. The setting is a perfect spot to relive the beginning of the American Revolution, and after exploring, leaves you in a location filled to the brim with restaurants and cafes to recharge before moving on.