The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.

Conquering New York in one visit is impossible. Instead, hit the must-sees – the Empire State Building, the Statue of Liberty, Central Park, the Metropolitan Museum of Art – and then explore off the beaten path with visits to The Cloisters or one of the city’s libraries. Indulge in the bohemian shops of the West Village or the fine dining of the Upper West Side. The bustling marketplace inside of Grand Central Station gives you a literal taste of the best the city has to offer.

Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until you've watched a Red Sox game from the bleachers.

Whether you’re a high roller or a low-key lounger, Las Vegas has something to suit your vacation taste. Sample fare from top chefs and cornucopian buffets, try your luck at one of the world’s premier casinos, or take in a spectacular show. Just wandering the Strip is enough to get your heart pumping. Once you’ve had enough of the razzle-dazzle, wave hello to the toothy sea life at the Mandalay Bay Shark Reef, hike Red Rock Canyon, or visit the Neon Museum, where old signs take on new life.

The Hawaiian island of Maui is a destination for true nature lovers. The ethereal bamboo forest and churning waterfalls in Haleakala National Park can be explored via the Waimoku Falls Trail. Stretch out on warm, golden sands or hit the surf for an unforgettable windsurfing or snorkeling session. Driving the scenic road to Hana along the island’s northeastern shore will be among the most spectacular journeys of your life. Time stands still at the Hawaiian village of Keanae, definitely worth a visit.