A city trapped in time, Havana captures the imagination like no other. Faded glamour meets careful colonial-era reconstruction with a backdrop of irresistible color. Walk El Malecón, the walkway bordering the ocean; visit Old Havana and the Catedral de San Cristóbal; and listen for salsa music, open-air bazaars and parties that last all night.

The festive city of San Juan is the perfect place to experience true Puerto Rican culture. Get to know its roots by exploring the vibrant neighborhood of El Viejo San Juan (Old San Juan), which consists mostly of Spanish colonial buildings. Flesh out your self-guided history lesson with a visit to El Castillo San Felipe del Morro, a 16th century citadel that’s a UNESCO World Heritage Site. Then reward yourself with a cooling dip at Luquillo or Carolina Beach, then a tasty tour of the Bacardi rum plant.

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.

Montreal, c’est si bon! This French-speaking city is considered the cultural capital of Canada, and is a cosmopolitan celebration of Québécois style. A horse-drawn carriage ride around the cobblestone streets and grand buildings of Vieux-Montréal will give you a taste of European flavor. The Basilique Notre-Dame is a confection of stained glass, and the Plateau Mont-Royal district will delight you with its quaint boutiques and cafés. Dig in to a massive plate of poutine to fuel up for a tour of the epic Olympic Park.

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.

About an hour south of Los Angeles, Laguna Beach has a spectacular clifftop setting above some of the finest beaches in California. Outdoor enthusiasts can snorkel, scuba dive, body-surf, or hike the trails in nearby Laguna Coast Wilderness Park. A center for artists, there are a number of special events and festivals,such as the Sawdust Art Festival, Festival of Arts/Pageant of the Masters, Art-A-Fair and Plein Air Painting Invitational. The Laguna Art Museum focuses on California artists. Window shoppers and collectors will enjoy strolling the village’s quaint streets, as well as visiting galleries spotted along Pacific Coast Highway.

Every neighborhood in San Francisco has its own personality, from the hippie chic of the Upper Haight to the hipster grit of the Mission. The Marina district boasts trendy bistros and postcard-perfect views of the Golden Gate Bridge, while Noe Valley offers quaint and quiet boutiques. Wave hello to the sea lions at Pier 39, and sample local cheese and charcuterie at the Ferry Building. Sit in on a yoga session in Dolores Park or marvel at the Dutch Windmill across from Ocean Beach.

Located on the sunny Lake Okanagan, Kelowna offers a cure for whatever ails you. Spend the weekend golfing, relaxing on the beach or exploring a nature trail. The Okanagan Valley is chock-full of orchards, while many local vineyards offer wine tasting and tours. Stop at the mid-19th-century Father Pandosy Mission for a glimpse of Kelowna's history, then plan a moonlit cruise on the lake to end your day.