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Go to Sentosa Island and climb to the top of the 361-foot tall Carlsberg Sky Tower for a breathtaking view of Singapore. Or visit the Botanic Gardens for a great escape from the city and a charming education in tropical flora and orchids, with black swans and enormous fan palms. Or try the inspiring Night Safari, which you can take by tram. And if you like religious architecture, take a trip to the Sri Srinivasa Perumal Temple or the Sultan Mosque or the Thian Hock Keng Temple.

Or you could take a simple walk. Start from Collyer Quay and Clifford Pier (where most European colonists and Asian immigrants first set foot on the island); meander past the General Post Office (now the Fullerton); walk along Cavenagh Bridge onto North Boat Quay; take in the Empress Place Building and Raffles’ statue; admire Old Parliament House then take a breather at the Singapore Cricket Club. Walk on to Raffles City and while there, grab some lunch. Perfect.

If you’re looking for somewhere to wind-down, there are plenty of sedate but hip options in Singapore. Art-bar fusion is currently a big thing in the city. The Majestic Bar features the 7.6m tall ‘Living Man’ metal sculpture by Zadok Ben David and other works by regional artists Yuki Chong, Donna Ong and Sandra Lee. And Night & Day – Bar + Gallery + Friends, which opened in September. Set up by Kelley Cheng and Randy Chan – founders of iSh magazine and zArch Architects, respectively – the revamped four-storey Art Deco building serves as a space for gallery-goers to chill out with a drink in hand, while soaking up graphic art. Another option is the Merbau Gallery Bar. It’s ultra-trendy and has recently hosted architectural photography exhibitions, social events and networking cocktails.

But if all this hipness turns you off, try the Post Room at the Fullerton. Its modish décor and comfy couches and chairs are wonderful, and it might just be the best place in Asia to enjoy oysters with Dom Perignon. Finally, Harry’s Quayside Bar is the best place for jazz on the island, ideally positioned on the beautiful Boat Quay and was the haunt of renegade Barings Bank broker Nick Leeson. You can't really ask for more than that!

The new Singapore has drawn in some of the world’s best known DJs and the Ministry of Sound. Like its London division you'll find house, trance, progressive, techno and breaks here. It’s the place to be seen but, unlike its Elephant & Castle counterpart, not at all closed to a slightly older crowd who might have thought their hardcore clubbing days were behind them. In fact, the clientele is so mixed and the atmosphere unintimidating that even the relatively conservative Business Traveller magazine (a bible to so many business travellers!) was touting its virtues earlier in the year.

Located in a Manchester-style old warehouse, Singapore’s most fashionable and famous club is always rammed with a variety of folk. And despite the incredibly hip vibe, it’s extremely friendly. If you want a breather from the mad action downstairs, hit the quieter Member’s Bar on the second floor.

For a less mainstream dining experience – and one outside a hotel – try IndoChine Waterfront at the Asian Civilisations Museum. It’s located in the most romantic setting in town, with lovely views of the river; has an amazing décor with oriental antiques and modern furniture; and its Vietnamese-Laotian-Cambodian-French fusion cuisine is just gorgeous. Things to try: seafood galangal soup, black pepper beef, grilled scallops and basil chicken. The service can be slipshod but the food’s good enough to forgive them. After dinner, stop by the adjacent Bar Opiume; a super-stylish spot that's popular for cocktails and celebrity sightings.

If you think that going to dinner in a hotel is tantamount to some kind of defeat, swallow your pride, and go for it in Singapore. Morton’s in the Mandarin Oriental is a genuinely great hotel restaurant. It may be an American chain but, when every guide book tells you that it will be one of the finest dining experiences of your life, they’re not lying. Its atmosphere is vibrant, the beef extraordinary, the service flawless and the wine list award-winning. Steak fans are kept very happy, and the menu also features veal, chicken, seafood and fantastic sides: fresh green asparagus with hollandaise, creamed spinach, sautéed mushrooms, and several versions of the humble potato are all perfectly prepared and plentiful.

Dessert is a must, particularly one of the soufflés or the hot chocolate cake.

With Singapore being Asia’s avant-garde country, the boutique phenomenon has just arrived. If you prefer cool over pool, choose The Scarlet or 1929. Both are located around Chinatown and represent the more confident, sexy vibe that Singapore has begun to embrace. The Scarlet is a complete contradiction of the city’s prim, proper, dull, boring reputation. Boudoir-like interiors are dominated by black, gold and (yes) scarlet; the restaurant, called Desire, serves dishes called Skinny Dipping, G-String and Cuckold; and there’s a private gym called Flaunt, a meeting room called Sanctum and an outdoor jacuzzi that helps make up for the lack of swimming.

Singapore’s international gateway, Changi Airport, has been open for business for 26 years and, in that time, has collected 250 international aviation awards. And it’s easy to see why. There are only two major terminals; check-in is very close to where you enter; security is a stone’s throw from check-in; and the lounges are comfortable, full of friendly staff, and a short walk from security. All of this means you can (for once) afford to turn up late – if you’re flying First or Business, an hour and a half before the flight is more than sufficient. The airport has numerous shopping and eating outlets, so you can actually get yourself or your family something useful on departure, including top brand name products from Prada, Gucci, Bulgari and Hermes. In addition, Changi has six open-air gardens, numerous business centres, internet and games facilities, prayer rooms, showers, a gym and even a swimming pool (!). Plus, this is an airport which, unlike “Tokyo” Narita or “London” Stansted, happens to be in the city it purports to serve. You can reach it by high-speed train (only 27 minutes to the centre), buses, taxis, limos, airport shuttles and the standard car rental companies. Going by road is good - ask your hotel to book you a car in advance and you can experience the luscious greenery of the East Coast Parkway.

The Magnificent Mile on Michigan Avenue is a remarkable homage to consumerism. With four enormous malls and a host of favourite designers – from Gucci to Prada and Levi’s to Ralph Lauren – it’s the ultimate “one-stop-shop”: you can find the perfect birthday, anniversary or Christmas presents here. And there’s shopping outside the Mile, too – in the shape of some fabulous little specialist boutiques. Try Sam & Willy’s for everything a dog could want; or the H.I.M men’s clothing boutique; or Unique So Chique Tea & Chocolat for a glittering array of bath and body products, cards and stationery.

Sears Tower remains the tallest building in the Western hemisphere and, as such, is worth a gander. Soldier Field, home of the Chicago Bears football team, is a local Mecca and if you can, catch a game while you’re there. Or, in the summer, Lake Michigan has to be destination numero uno: lie on the man made beach, play volleyball, swim or, if you’re into touristy attractions, hit Navy Pier and its 50 acres of parks, promenades, gardens, shops, eateries and more.