The history of St. Louis has been heavily influenced by Westward expansion and blues music. The big "must-see" in this region is the Gateway Arch, while other important sites include the Museum of Westward Expansion, the St. Louis Cathedral and the Anheuser-Busch factory tour. The city offers plenty for the whole family. Children will enjoy the local zoo and the Magic House, while family members will also want to unwind at Forest Park, home to the World's Fair almost a century ago.

You'll find crashing waves off Cabo's Pacific coast and sheltered, calm water on the Sea of Cortez. Given those options, Cabo has built a rare reputation for both excellent outdoor sports (big-game fishing, diving and kayaking, among others) and pure beach relaxation. Of course, there's also great nightlife. Cabo’s resorts, hotels and inns cater to everyone from honeymooners to families to Hollywood stars seeking a weekend getaway.

Sure, you can leave the sunny sands in favor of a crocodile watch or horseback ride, but when the main strand is called Seven Mile Beach, it's clear what draws most visitors to Negril. Depending on how much sun you want, you're welcome to go topless or even sunbathe in the buff in some places.

Greater Palm Springs is an oasis for art, culture, adventure and relaxation. Take in the views from the Palm Springs Aerial Tramway, the world’s largest rotating tram car, before exploring exhibits at the Palm Springs Art Museum and its Architecture & Design Centre. Visit the Empire Polo Club, home of the Coachella Music & Arts Festival and Stagecoach Country Music Festival. Dozens of spas in Desert Hot Springs let you soak in the healing mineral waters that flow beneath the city.

Any city that can be the butt of a Simpson's joke ("That's it! We're all going back to Winnipeg!") and simultaneously one of the most vibrant cultural centres in Canada is tops in our book. The city's history of isolation and self-sufficiency means that Winnipeggers are unpretentious and sincere (and fun-loving enough to name Homer an honourary citizen). Though the winters are long and cold, there are plenty of indoor activities to both keep you warm and stimulate your imagination.

Don’t be fooled by Bermuda’s small size; this 21-square-mile Atlantic island is big on history, personality and charm, from pink-sand beaches to historic forts. It’s known for aquatic adventures like shipwreck scuba diving, cliff jumping and deep-sea fishing. On land you’ll find an eclectic island culture of vibrant neighbourhoods, brightly coloured shorts and delicious fish chowder.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing holiday. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

You’ll wonder why you don’t live in Portland after you’ve visited this laid-back and friendly city. With a reputation for manicured parks, eclectic nightlife, fine micro-breweries and distilleries, and nature that cuts right into the city, Portland’s a Pacific Northwest must-visit. Don’t miss the famous Japanese Garden, one of the largest and most beautiful of its kind outside of Japan.

Antigua has hundreds of beaches, from the bustling Pigeon Point to the kitesurfing paradise of Jabberwock Beach. It's fun to mix it up—a day spent in a secluded cove, another spent people-watching at a tourist magnet. When you’re tired of sun and sand you can shoot ‘em up at Reservoir Range, where archery and air pistols are a fun way to work out any lingering pre-holiday stress. A tour of the Antigua Distillery is a spirited way to experience a true taste of the island.