Katong
Katong has charm in spades. After all, it is the spiritual home for both Eurasian and Peranakan cultures (cemented from inter-marriages between early immigrants and the local population). Take in its unique architecture – which blends Chinese, Peranakan and English colonial elements – that's remarkably well-preserved thanks to its heritage conservation site designation. Katong's wealthy visage dates to the 20th century when its seaside locale made it a popular suburb for European settlers and the English-educated middle class. Much of traditional Peranakan and Eurasian eateries have remained in Katong, but the district is also littered with quaint little cafés and bakeries that play to the neighbourhood's heritage.
Eat
Chilli crab may be top-of-mind for visitors, but for Singaporeans, black pepper crab is held just as dear. For black pepper crab aficionados, Eng Seng is the holy grail – never mind that the service is notoriously brusque, that it's best to call ahead to reserve your crabs, or that it's near impossible to snag a table after 6pm. The reward for all that hardship and indignity: supremely succulent and meaty crabs. Whereas most restaurants lean towards fiery hot styles, Eng Seng's signature sauce has a palpable sweetness that balances the peppery notes. You'll also likely see every table ordering mee goreng (spicy, stir-fried egg noodles) and cuttlefish paste-stuffed youtiao – we advise you follow suit.
Drink
A gastropub with an English soul, the Trenchard Arms serves up classics such fish and chips, scotched eggs and sticky toffee pudding. Chase it down with craft suds from the likes of Old Speckled Hen, Speights, and Spitfire.
Do
Sideways.sg's Vintage Vespa Sidecar tour
Go full-on with the vintage experience and scoot around the Katong 'hood in style – in the sidecar of a vintage Vespa, no less! The three-wheeled tour (from $30 for 30min) has you parading past picture-perfect, colourful Peranakan terrace houses and you'll also be introduced to storied landmarks such as the Ceylonese Sri Senpaga Vinayagar temple and Chiang Pow Joss Paper Trading company which builds elaborate paper offerings for the afterlife.
Sleep
Hotel Indigo Singapore Katong beats a Peranakan heart. This boutique-style property is splashed out in vivid colours and Peranakan touches abound: from floor tiles that mimic the mosaic pattern found in Peranakan homes, to Singer sewing machine legs that form the base of in-room vanity counters and ornate display cases that double up as the mini bar. There's no lack of modern comforts either, with a 24-hour gym, a rooftop lap pool that proffers a view of residential Singapore and a lobby lounge stocked with local literature.
If you do just one thing...
Check out Birds of Paradise, a gelato house with botanical-inspired flavours. The white chrysanthemum is our favourite – almost like a floral version of chocolate chip ice cream, but studded with crushed cacao nibs.