If you’re a history buff and a die-hard foodie, Chicago’s your kind of town. Take an architectural-history walking tour, then dine at Alinea (the most celebrated molecular-gastronomy restaurant in the U.S.). And don’t miss the Museum of Science and Industry, the biggest science museum in the Western Hemisphere.

Gatlinburg, at the heart of Great Smoky Mountains National Park, is an ideal base for a family looking to explore the park's numerous offerings. After you've gone hiking, fishing, rafting or horseback riding, ride an elevator 342 feet to the top of the Gatlinburg Space Needle for stunning views of the Smokies. There's also an amusement centre next door with nifty rides and games.

With its collection of historic homes, museums and battlefields, Frederick, Maryland, is a must-see destination for any history enthusiast. The sites of two bloody Civil War battles are preserved at Monocacy National Park and South Mountain State Park. Within the city, visit the National Museum of Civil War Medicine and learn how soldiers wounded in those battles were treated, or visit the house of Barbara Fritchie and picture her hanging the Stars & Stripes in defiance of the Confederate Army.

Hit the beautiful beaches of Weymouth to soak up the surprisingly powerful U.K. sun—there are plenty of waterfront options to pick from. The quaint harbor of Weymouth bobs merrily with fishing boats, and, downtown, Hope Square and Brewers Quay bustle with shoppers and merrymakers.

From Shoreditch’s swaggering style to Camden’s punky vibe and chic Portobello Road, London is many worlds in one. The city’s energy means that no two days are the same. Explore royal or historic sites, tick off landmarks from your bucket list, eat and drink in exclusive Michelin-starred restaurants, enjoy a pint in a traditional pub, or get lost down winding cobbled streets and see what you stumble across – when it comes to London, the possibilities are endless.

Amsterdam is truly a biker’s city, although pedaling along the labyrinthine streets can get a little chaotic. Stick to walking and you won’t be disappointed. The gentle canals make a perfect backdrop for exploring the Jordaan and Rembrandtplein square. Pop into the Red Light District if you must—if only so you can say you’ve been there. The Anne Frank House is one of the most moving experiences a traveller can have, and the Van Gogh Museum boasts a sensational collection of works.

Everyone who visits Paris for the first time probably has the same punchlist of major attractions to hit: The Louvre, Notre Dame, The Eiffel Tower, etc. Just make sure you leave some time to wander the city’s grand boulevards and eat in as many cafes, bistros and brasseries as possible. And don’t forget the shopping—whether your tastes run to Louis Vuitton or Les Puces (the flea market), you can find it here.