Gimme 5: Great CitiesGimme 5: Great Cities

By Paul Oswell

Forget short city breaks! Make a proper holiday of it with these longer haul destinations - with fantastic culture, great shopping and adventurous sightseeing they're well worth the extra time investment.

West coast wonder: VancouverWest coast wonder: Vancouver

Vancouver

Who can do it? Fans of the finer things in life.

Let's go! Often topping best city to live in polls, this Canadian cracker has a busy, thriving downtown as well as mountains, beaches and a huge slice of scenic wilderness. Work off that flight by hiking your way around Grouse Mountain (known as the Grouse Grind), hitting the slopes with skis or snowboards at Cypress Mountain, or windsurfing your way across Locarno Beach. Shoppers will love the funky boutiques along West 4th Avenue, and you can enjoy sunsets and seafood with dinner on the patio of a waterside restaurant on Granville Island.

Top Tip: You can hike, bike, ski and sunbathe, so you may want to think about renting equipment once you arrive rather than overpack!

Well-versed diversity: TorontoWell-versed diversity: Toronto

Toronto

Who can do it? Anyone looking to see the world in one city.

Let's go! You can see most of Toronto’s many neighbourhoods form atop North America’s tallest building, the CN Tower – the non-squeamish can peer down through the glass floor. Over 80 ethnic groups mean that a city break here brings you an international mix that will appeal to your palate, from dim sum in Chinatown to home-made pasta on College Street in Little Italy. Meander down Queen Street West, which has the fashion district, quirky art galleries, hip bars and a bohemian vibe. Tranquility is easily accessible with a 15 minute ferry ride to Toronto Islands.

Top tips: A day trip to the nearby Niagara Falls is a must – luckily, waterproof ponchos are provided once you get there.

Laid back 
  all the way: San FranciscoLaid back all the way: San Francisco

San Francisco

Who can do it? Fanatical foodies and beatnik-curious bohemians

Let's go! San Fran’s most iconic sights are on the water – cross by foot along the Golden Gate Bridge or by ferry to the former prison of Alcatraz. After a steamed-crab lunch at Fisherman’s Wharf, check the charmingly changeable weather and either lose yourself in Golden Gate Park or the architectural and artistic delights of the Museum of Modern Art. Vintage clothing enthusiasts will be in heaven around the happy hippy hangout of Upper Haight Street, and although Latino and Chinese cuisines are strongly represented, it’s the artisan, organic offerings of the farmers’ markets that mark San Francisco out.

Top tips: Many SF streets are on steep inclines, so that few blocks walk can sometimes take a bit longer than it looks on the map! Wear layers to deal with the fickle climate.

Southern 
  hemisphere heroics: SydneySouthern hemisphere heroics: Sydney

Sydney

Who can do it? Young at heart long-haulers

Let's go! With 37 beaches in Inner Sydney, there's plenty of coast to chill out on and decompress after your flight - Bondi, Coogee and Manley are the pick of the bunch. Get to know a side of the city that existed way before the year 2000 Olympic Games with a historical walking (or drinking!) tour of The Rocks, where the city was born. Head for fashionable suburbs such as Surrey Hills for a taste of prime modern Australian cuisine before a night out in Paddington or Darlinghurst. Shoppers will find their spiritual homes in the Queen Victoria Building and Bondi Junction.

Top tips: For a different way to see the Sydney Harbour area, including the Opera House, try the daring Sydney Harbour Bridge Climb.

Jetlag-free 
  japes: Cape TownJetlag-free japes: Cape Town

Cape Town

Who can do it? Anyone looking to experience Africa with a European twist.

Let's go! Perspective aplenty is available from the top of Table Mountain, which looms over the city and is accessible by cable car. The Robben Island Museum – dedicated to Nelson Mandeal – gives you perspective of a different kind. The Victoria and Albert waterfront is the most modern shopping development, but Long Street offers a more interesting array of wares. Add some local viniculture to your city break with the day trip wine routes of nearby Stellenbosch, Franschhoek and Paarl.

Top tips: Make sure there won’t be a heavy layer of cloud before you head up Table Mountain – very cloudy conditions may even mean the cable cars stop running.

If the culture and excitement of one of the world's great cities seems like the perfect holiday for you – check out the latest VHOT DEALS to worldwide cities

Paul Oswell is a freelance travel journalist who regularly writes for The Daily Mail, Travelmail.co.uk and Luxury Travel Magazine

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