Six islands in the Florida Keys comprise the village of Islamorada, known for its prime sport fishing. Rent a boat or participate in a guided tour to fish, snorkel, or swim with marine life. Fresh seafood is the hallmark of the Islamorada dining scene. Visit a tropical-themed bar to soak in the full Florida Keys experience with a frozen umbrella drink. For a dose of culture, take in fine art and music while strolling through the Morada Way Art and Cultural District.

Palm Beach has long lured America's big name social elite, from the Kennedys to the Pulitzers to the Trumps. If you don't have the Jaguar, catch a Palm Tram around the city. Opulent extravagance is the order of the day. But if you can take your eyes off the glittering procession of socialites and the prices at Donald Trump's Mar-a-Lago Spa and in Worth Avenue stores, there are plenty of other sights to be seen. Don't miss Henry Morrison Flagler Museum or the hopping nightlife on Clematis Street.

Stretching 126 miles south towards Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Come face to face with an amazing array of fish while snorkelling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed shows are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.

You've got to walk the Freedom Trail the first time you visit Boston. That's just a given. Make sure you step off the line on the pavement, though, and explore some of Boston's fine museums (try the Gardner—art masterpieces displayed in their collector's mansion) and old neighbourhoods (like the North End, where you can get the best cannoli this side of Italy). You can't claim to have experienced real Boston culture, though, unless you've watched a Red Sox game from the bleachers.

Who cares about a little fog (okay, a lot of fog) when there’s so much to do in San Francisco? By day, explore Fisherman’s Wharf and the Aquarium of the Bay, ride a cable car, and stroll around the Presidio; by night, have a fabulous dinner (at a Michelin-starred restaurant or a tiny place in Chinatown), then hit some of the best clubs on the West Coast.

Lisbon, the capital city of Portugal, has become an increasingly popular place to visit in recent years, with a warm Mediterranean climate in spite of its place facing the Atlantic Ocean. Full of bleached white limestone buildings and intimate alleyways, Lisbon's mix of traditional architecture and contemporary culture makes it the perfect place for a family holiday. Things to do in Lisbon: As Portugal's capital, there is a lot to see and do in Lisbon. Even exploring the city centre will take a few days out of a family holiday as there is no real central district, although Praça do Comércio is a good central place to start, in Baxia, or Rossio, the city's main square which has a sort of Trafalgar Square feel to it. Or you might try climbing up the Cristo Rei, a huge statue of Christ with spectacular views across the whole city. The Castelo de São Jorge also offers great views and isn't quite such a steep climb. A short tram ride to the west of Lisbon will also bring you to Belem, where you can explore attractions like the Belem Tower and the Belem Cultural Centre, which features a fantastic art collection including works by Dali, Picasso, Warhol and Magritte. In downtown Lisbon, you'll also want to visit the Gulbenkian, which has to be Portugal's answer to the British Museum full of fascinating cultural artifacts and with some superb gardens in the grounds. It's possible to have a fascinating educational family holiday in Lisbon, and there are also plenty of great beaches to work on your tan.

Edinburgh is Scotland’s capital city, renowned for its heritage, culture and festivals. Take a long walk around the centre to explore the World Heritage Sites of the Old Town and New Town, as well as all the area’s museums and galleries. Then stop for a delicious meal made from fresh Scottish produce before heading out to take in one of Edinburgh’s many events — including the famous summer festivals of culture, or the Winter Festivals of music, light and ceilidhs.

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.

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.

Stroll Las Ramblas and enjoy Barcelona's unique blend of Catalan culture, distinctive architecture, lively nightlife and trendy, stylish hotels. You'll find Europe's best-preserved Gothic Quarter here, as well as amazing architectural works by Gaudi. La Sagrada Familia, considered Gaudi's masterpiece, is still under construction (your entrance fee helps to fund the project). Feel like a picnic? Look no further than the rambunctious La Boqueria market, where you can stock up on local delicacies.

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.