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Positioned right on the historic Freedom Trail in downtown Boston, this discreet 19-story hotel caters to guests who appreciate both classic architecture and of-the-moment amenities. The building initially became a hotel in 2002; in 2006 the Kimpton chain took over the property and added its personalized boutique touch.

Though the lobby is all dark woods and polished marble floors, the rooms are chic and urbane, with high-back seating, and skyline views. The hotel’s Cloud Nine Suite and Inspired Suites offer guests space to spread out with separate living and dining areas, as well as enviable high-tech extras, including the Cloud Nine Suite’s state-of-the-art iris scanning security system. Kimpton properties also take pride in their pet-friendliness: complimentary dog beds await all four-legged visitors, and pet sitting, grooming, walking, and even massage services can be booked through the concierge.

Guests congregate in the lobby each evening for complimentary wine, and the general manager hosts morning runs twice a week. The central location also means visitors can easily immerse themselves in the city’s shopping, dining, and nightlife scenes.

The second most famous public sculpture in Chicago is 50ft high, made of steel and no one knows what it means. It’s doesn’t even have a proper name so it’s just known as “The Picasso.” Pablo Picasso gifted this untitled sculpture to the city of Chicago in 1967 and it caused a big ruckus because, well, it’s weird looking and no one knew what it was supposed to be. A woman? A chimera? A face? Hard telling. We do know that it was the first modern sculpture installed in the downtown area and it’s now the pride and joy of Chicagoans and photographed almost as much as the Bean. On sunny days you’ll see kids sliding down that sloping steel base and I love that the city still allows those jungle gym antics on such famous real estate.

Johannesburg is home to a good variety of people and cultures from all across Africa. Some of the more prominent culture clubs in town are Nigerians, Zimbabweans, Angolans and Ethiopians who all bring a little bit of their traditions and stylings into their businesses in Johannesburg. If you’re looking for a good African meal, Little Addis Café aka Kassa’s Kitchen in the Maboneng Precinct is a great place to go! Run by the very friendly Kassa, this homely, venue is watched over by a large portrait of the most prominent Ethiopian leader, Haile Selassie. If you can’t find place inside, there’s always a nice spot in the shade on a sunny afternoon on the sidewalk, I had the veggie and meat combo which was served with traditional injera (Ethiopian flatbread). Using your hand to eat is the only way to do the traditional meal justice!

Devout foodies flock to the hawker stands in Singapore, one of the world’s cleanest cities. Check out the tasty Hainanese Chicken Rice at the famous Maxwell Food Centre; you’ll want to find the Tian Tian stall. Explore the other stands and salivate over the combination of Malay, Chinese, Indian, and European flavors with such items as barbecue pork, steamed pork buns, fish cakes, and Hokkien mee (seafood pasta infused with special flavors). —Susan Sparks This appeared in the August/September 2013 issue.

Doughnuts are to Portland what coffee is to David Lynch, both essential fuel and calling card. While there are many pretenders to the title of the city’s best doughnuts—Voodoo Doughnuts certainly sells the most Instagrammable food products—Blue Star, from ubiquitous local restaurateur Micah Camden, is the most consistent. Flavors range from powdered sugar to maple bacon to passion fruit cocoa nibs, sold fresh daily until no more remain. The downtown location gets crowded early on weekends, so plan ahead. In a pinch, grab them at Blue Star’s airport location—which makes asking a friend to pick you up at the airport a sweet request indeed.

Should you find yourself on the backroads of Homestead, Florida, the gateway to the Everglades, you’ll come upon open fields and vineyards. It’s here that a roadside stand displays the bold lettering: “Robert is Here.” But who is Robert? And what’s here? Robert is a real person who founded this fruit stand in 1960 and has worked here nearly every day since. It’s now a family operation with help from his wife and children. All manners of tropical fruits await you, from the authentic key limes by the pound to jackfruits to the aptly named “ugli fruit.” Try the ruby red Florida grapefruit samples and browse the selection of honeys and hot sauces. Admire the sunflowers, opened by the summer light. Don’t leave without a smoothie! And if the fruit isn’t enough, the stand also has an adjoining zoo and water park. How’s that for a random town in southern Florida?

The Blue Star Contemporary Art Museum is the first and longest running venue for contemporary and modern art in San Antonio. It features a plethora of exhibitions each year and always has something going on at the museum. It also hosts concerts and performance art events. The museum is a great place to visit and has had a significant impact on the surrounding communities and the city of San Antonio. One of the best things about the museum is that it’s accessible from the River Walk trail network and can be reached from downtown on a short bike ride. It’s located in a great neighborhood with no shortage of activities, so it’s worth the trip even if you aren’t a contemporary art lover.

The qi pao dress, also known as a cheong sam, is a long, form-fitting Chinese gown that became popular in 1920s Shanghai. New Age Designer on Mott Street in Chinatown sells off-the-rack dresses as well as custom dresses for weddings and parties. Founded in 1976 by Susan Ding, New Age Designer uses a team of Shanghai tailors to create the famous silk dresses with the dramatic high-cut openings. The store also sells ladies shirts and jackets, clothing for men and children, and items for the home (pillowcases, fabrics, curtains). Browse through racks of Chinese silk and brocade in a vibrant array of colors and beading to create a dress that is guaranteed to fit you perfectly. I should know - I changed into a custom red cheong sam at my wedding. Custom dresses take six weeks for delivery and start at $350. Hand-beaded dresses start at $600. 38 Mott Street, New York, NY

That the Mad Men-esque Butcher & Singer has landed on Philadelphia Magazine’s 50 Best Restaurants list for two consecutive years speaks volumes about serial restaurateur Stephen Starr’s keen design sense and unparalleled stagecraft. Although the plush leather banquettes, imposing ceilings and throwback supper-club experience are certainly striking (“an homage to Old Hollywood,” Starr says), it’s the archetypal steaks and chops that really shine here. Those harboring an obsession with sandwiches, like myself, should opt for the 10oz dry-aged beef burger—a more than suitable strip substitute. As for that tempting third course, don’t be surprised if tuxedo-bedecked waiters encourage you to save room for their signature dessert, the Baked Alaska. Whatever you do, just say yes. Unbutton your pants if you have to, the wait staff will understand. A vintage experience, masterful steaks and a killer ambiance means yet another success story for the Starr empire and a big win for Philadelphia. Reservations recommended.

One of the South’s top art institutions, the High Museum was established in 1905 with a collection of European works. Over time, it has expanded to include modern art, regional artists, and rotating exhibits on everything from designer sneakers to the Terracotta Warriors to the Louvre’s most notable works. Outside, guests can view Rodin’s famous sculpture The Shade, which serves as a memorial to the 106 art patrons from Atlanta who died in a plane crash in 1962. Also outdoors are several interactive exhibits that encourage visitors to get up-close-and-personal with the art.

District Six was originally a mixed community of freed slaves, merchants, artisans, laborers, and immigrants. Marginalization and forced removal of the residents began early in the last century and, in 1966, the neighborhood was declared a white area. By 1982, more than 60,000 people had been relocated to a barren spot aptly known as the Cape Flats, and their houses in District Six were flattened by bulldozers. An agreement about what to do with the land that was District Six has yet to be reached, and those who were forcibly evicted are still awaiting a fair settlement.

Established in 1994, the District Six Museum preserves memories of the area through photographs, traffic signs, and videos, and also focuses on forced removals in general. A large map of the district covers the floor of the museum and includes former residents’ handwritten notes about where they once lived.

This semi-outdoor market on Juta Street in Joburg’s Braamfontein neighbourhood is fun fun fun. Eat oysters from Namibia, drink craft beer from South Africa, and devour paella, gelato, cheeses, chocolate...a food lover’s paradise! Open on Saturdays.

Philadelphia is an ideal destination for lovers of outdoor spaces and beautiful art. Combining the two is the city’s Mural Arts Program, which was originally developed in 1984 as an anti-graffiti initiative and which has blossomed into one of the nation’s largest public-art projects. Buildings and neighborhoods all around the city have been transformed and revived by the colorful works. The program collaborates on 50 to 100 new public-art pieces each year, providing opportunities for thousands of participants of all ages. There are more than 3,600 artworks covering structures in every district of the city. Tours sponsored by the Mural Arts Program are the best way to view the highlights of the citywide “collection” of outdoor canvases.

If you’re in San Pedro on a Tuesday or Thursday night, head over to Wahoo’s Lounge on Front Street for the weekly Chicken Drop. It’s definitely one of the most unique experiences you’ll have on your Belize vacation. Place your bets, watch the lucky person who gently blows on the chicken’s butt and sets him loose on the bingo like board. As you can probably gather by now, expect the chicken to wander around until he finds some lucky person’s number to poop on. Join in the festivities by yelling for your number, as the pot can easily get up to several hundred dollars (Belize). However, before you are quick to run up and claim your winnings – guess who has to clean up the chicken poop?

Arguably one of New York’s best pizza places, Roberta’s would surely be more crowded than it already is if it wasn’t so hard to get to—at least for residents of Manhattan (or travelers staying there). This Michelin Bib Gourmand restaurant serving wood-fired pizzas is in the Bushwick neighborhood, six stops into Brooklyn on the L train; once you arrive, you may find yourself having to wait in line for an hour for a table. All the effort, however, is worth it for the thin-crust pizzas that range from the traditional (Margheritas, white pizzas) to those with surprising toppings, like picked onions and jalapeños. There is also a bakery on-site, if you want to grab a sweet treat to enjoy after your excursion to Bushwick.