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What do Al Capone and Bruce Willis have in common? They both did time here at Eastern State Penitentiary. (OK, Willis wasn’t an inmate, but he did shoot the film 12 Monkeys here.) The facility’s first inmate was brought through these doors in 1829, and the prison was in use until 1971. After closing, it became a target for vandals and housed a sizable colony of stray cats. Real estate developers proposed repurposing it as condominiums (high-security, of course), but preservationists won out. They raised funds to stabilize the crumbling interior and remove trees that were growing inside some cells. Wander through its stark interior and learn about the fascinating history of this unique site and its previous tenants, including Capone. Don’t miss the special art installations that are on display here all year round.

Anyone visiting Philadelphia who plans to include the Museum of Art and/or the Fairmount Water Works in their itinerary should consider taking a little extra time to stroll along nearby Boathouse Row. The adventurous who have a bit more time can consider renting bikes and riding the recreational path that runs alongside the banks of the Schuylkill River. Many of the historic boathouses date back to 1860, and the last house on the row at #15, Sedgeley Club, is Philadelphia’s only operating lighthouse, built in 1887. The Schuylkill River and rowing are inextricably linked and the first recorded regatta on the Schuylkill took place in 1835. There is a regatta scheduled nearly every weekend from March through November, and to view the races you’ll need to venture a little further north on Kelly Drive, past the Girard and Columbia Bridges. For anyone who’d like to view or photograph the iconic illuminated boathouses after dark, the closest viewpoints would be either of the elevated gazebos behind the Art Museum, or the riverfront gazebo adjacent to the Water Works complex.

With killer views of the waves crashing onto Ocean Beach, the Beach Chalet Brewery & Restaurant is one of the best places to grab a bite and watch the sunset in San Francisco. Before its current incarnation, the 1925 Spanish revival building served as a beach changing room, an Army outpost during WWII, and a VFW hall. The disused building was shuttered in 1970, but spared for its landmark WPA murals and mosaics. Come to see the murals, and stay for the food and Ocean Beach views. Upstairs, above the visitor center, the Beach Chalet Restaurant serves fresh fish and steaks. Downstairs, opening out to Golden Gate Park, the sunny and more casual Park Chalet offers burgers or fish and chips, and live music on weekends.

New York, Washington D.C., and Chicago get a lot of the good press when it comes to the arts and art museums, but the Detroit Institute of Arts helps Detroit give these cities a run for their money. The diverse collection is spread out over 100 galleries and includes African, Asian, Islamic, and modern and contemporary art (and the list goes on). But don’t ignore the local contributions to the art world. Make sure you take proper time to stand before Diego Rivera’s enormous Detroit Industry fresco to give you some historical context before exploring the rest of the city.

The date-night dinner-and-a-movie standard has been taken to a new stylish height at this acclaimed restaurant in the Mission District. Grab a table on the patio under the strings of lights to dine on seasonal California cuisine while films flicker on the back wall. It’s romantic, and easily one of San Francisco’s most unique dining settings. But don’t think of Foreign Cinema as just a gimmick. The stellar cuisine is the real scene-stealer here, which is why Foreign Cinema is consistently ranked as one of the city’s best restaurants. Chef Gayle Pirie and her partner, chef John Clark, have transformed this into a destination restaurant. Reservations are still tough to get, especially for Saturday night and Sunday brunch, but plan ahead and you’ll be glad. From fresh local oysters on the half shell to caramel pecan sticky buns to a popular sesame curry fried chicken, the food is always as stellar as the setting, making date night or brunch with friends an event you won’t soon forget. The adjacent wine bar, Laszlo, is perfect for predinner drinks or nightcaps.

Occupying a 1927 firehouse that was functioning until 1980, this nine-room hotel from the team behind Los Feliz’s Hotel Covell heralds a new era for downtown L.A.’s warehouse-cum-arts-district. The neighborhood’s first boutique hotel, the Firehouse boasts several original details, from concrete floors and exposed wood-truss ceilings to pressed-tin panels and niches originally built to hold statuettes of the Virgin Mary that were intended to protect firefighters. Even the massive red doors that once ushered in fire engines are still intact, though today they open to a light-filled ground floor that houses a café, bar, and restaurant led by chef Ashley Abodeely and pastry chef Rose Lawrence. Also on the ground floor is a retail shop with a curated selection of wares created exclusively for the hotel by L.A.-based designers, including robes and striped tote bags by Clare V, bandanas and pillowcases by Block Shop, apparel by culinary brand Hedley & Bennett, serving pieces by ceramicist Robert Siegel, and furniture from ETC.etera.

In search of a flightless, sex-crazed, and rarely seen parrot in a land once ruled by birds.

Four hundred years of playful history—that’s the purview of the Princeton Doll and Toy Museum, which has a collection of antique dolls and toys from the United States and abroad. Among its holdings are a rare papier-mâché clapper doll and papier-mâché ladies, as well as a “stump doll” that is believed to be nearly 600 years old. In addition to dolls and vintage toys, the museum exhibits feature miniature doll house rooms and all sorts of doll accessories. A research library, gift shop, and appraisal and restoration services are also on-site.

One of Dallas’s earliest neighborhoods, this formerly industrial area just east of downtown has a long history as an entertainment hub, from its days as a hotbed of blues and jazz clubs in the 1920s, to the 1980s, when local bands like the New Bohemians, Butthole Surfers, and Old 97’s were launched from its clubs. Today, the area is not quite as counterculture as in the past, but it’s still got an indie steak, with vibrant street murals and public art providing the backdrop for a host of independent galleries, shops, bars, breweries, cafés, tattoo studios, and over 60 restaurants and 30 live music venues. Among the most iconic music spots are Club Dada and Trees, both of which have been revamped in recent years, as well as The Door, the Prophet Bar, jazz/blues favorite the Free Man, and the century-old Sons of Hermann Hall. As it has grown, the area has also become more family friendly, particularly during events like the annual Deep Ellum Arts Festival, which features stalls from around 200 juried visual artists, and five stages hosting 100 musical acts.

South Point on the Big Island is the most southern point in the United States. The cliffs were ancient mooring places for canoes belonging to the first settlers on the Big Island. Fishermen still use this place to cast their lines, and adventurous locals dive into the turbulent but clear waters below (not recommended for tourists who are not aware of ocean currents, as the undertow is usually quite strong and has swept many lives away in the turquoise clear waters). Several miles up the beach (toward the Hilo side of the Island) is the Green Sand Beach colored by olivine that formed as part of the volcanic eruptions long ago. It is worth hiking to (or paying for a local to drive you in their 4x4). Green Sand Beach is one of only four green beaches in the world.

The Southernmost Point buoy, at the corner of Whitehead Street and South Street, marks not only the spot for the southernmost point of the continental United States but also the distance (90 miles) to the next country, Cuba. The buoy, installed by the city in 1983, is visited by thousands of people each day. (Before the buoy, a small sign stood at the spot alongside a line of seashells for purchase.) Taking a photo in front of the buoy is imperative for a first visit to Key West, so bring a tripod, or ask a stranger to snap a few shots. Buskers play music, and street vendors sell food and goofy souvenirs and slash open coconuts to drink.

Housed in a converted elementary school dating back to 1915, this sprawling hotel complex has long drawn out-of-towners and local Portlanders alike with its bars, restaurants, miniature movie theater, and even a heated soaking pool that’s open to the public for a small fee. While these amenities—along with the hotel’s sprawling school grounds and proximity to the popular Alberta Arts District—are enough to make it one of the most attractive spots to stay in town, its real cred shines through in the 57 guest rooms, many of which are actually converted classrooms (and still have some of the original scholastic features, such as chalkboards, integrated into the room design). Don’t leave without sampling some of the McMenamins signature brews in the Boiler Room Bar, housed in what was once the school’s boiler room.

Opened in April 2001, this Central Business District property, a converted dry-goods warehouse, is a departure from the typical New Orleans hotel. Instead of fleur-de-lis wallpaper and Louis XIV chairs, you’ll find Fortuny lamps, Herman Miller desk chairs, and Agape “Spoon” tubs in the palatial bathrooms. The 18 lofts (two are penthouses), with their white walls, concrete floors, and modern furnishings, feel straight out of the pages of Dwell.

The hotel doesn’t have the amenities of a larger hotel; the lobby is meant for checking in, not hanging out, and there’s no restaurant or bar to prop up, but guests have privileges at the sister hotel, International House. And, most significantly, the fact that there are just 18 rooms means that from the minute you check in, the front desk team knows you.

Perched next to San Francisco Bay, Hotel Griffon makes an ideal base for business travelers who work nearby and visitors who want a waterfront location. Free town car service to the Financial District is available every weekday morning, while a fifth-floor boardroom provides a short commute for conference-goers. Leisure travelers can arrange Alcatraz tickets, tours, and sought-after reservations through the concierge.

The eco-friendly hotel is green down to the smallest details, from recycling unused hygiene products as part of the California Green Lodging Association and Clean the World to recycled notepads. All of the rooms were remodeled in 2012 and get turned down every evening with chocolates. Top-floor suites also have a wet bar so guests can raise a glass to their view of the city or bay and toast their time in San Francisco.

Sunday brunch at Perry’s is not your usual run-of-the-mill affair. Yes, there is an all-you-can-eat buffet bar filled with typical brunch fare. Yes, there are the usual boozy drinks to go with your brunch meal. Yes, there is music piped over stereo speakers. But this is far, far, far from an ordinary brunch because it has fabulous drag queens to entertain you while you eat! Perry’s Drag Brunch is among D.C’s most loved institutions. There are two seatings each Sunday and they don’t take reservations. The line forms outside around 9am for first seating which is at 10am. Make sure you’re in that line. As soon as the doors open, ask to be seated toward the center of the room—the bad seats are on the periphery. A split second after you get to your table, throw your stuff down and RUN to stand in the buffet line. After you get your food, then flag your waiter down to get your drinks. At about 11am, the show will begin. The drag show features queens that are campy and witty, and the show is raunchy and HILARIOUS! Perry’s Drag Brunch is definitely not for the timid, though! You may get called out, and next thing you know you’re a part of the show. Whatever happens, you can be certain your friends will have captured the moment on their smartphones and before the red blush leaves your face, they will have already posted it up on Facebook! It’s all in good fun! Just remember to bring along a wad of $1 bills for tips. The ladies do work hard for the money!