Kampong Glam

10am: Start your day early at this culturally rich precinct, which was originally home to the Malay aristocracy in the 1800s. Feast on roti prata (South Indian flatbread) a local breakfast staple at MA Deen Biasa, which is also famous for its sup tulang (mutton bone stewed in gravy). The prata dough is skilfully rolled, tossed and flattened to create that crispy fried pancake that the locals love. As Erin and Benjamin have shown, it’s no easy feat to make this seemingly simple dish!

After your meal, move on to Suria Fabrics and more specialty shops along Arab Street to admire a beautiful array of textiles, carpets and other traditional Malay and Middle Eastern wares. Don’t miss out on seeing the landmark Sultan Mosque up-close, as you wander through the precinct’s many side streets.

11.30am: Visit the colourful rows of indie boutiques at Haji Lane and Bali Lane. This is when most places would have just opened. Here, you’ll find everything from vintage clothing, accessories, home décor items and bikes.

Tired of walking? Sit down for a breather at one of the cool cafés in the area.

Civic District

1.30pm: Feel like you’re on top of the world during your meal at Jaan, a modern French restaurant located at the 70th floor of Swissôtel The Stamford. Savour delicately plated delights on its seasonal menu, such as the Beetroot Collection, which makes the best of beetroot varieties served whole and made as meringue, sorbet and purée.

Then it’s time for a stroll: admire the beautiful architecture of National Museum of Singapore, Capitol Piazza and other historic buildings in the area. While you’re at the museum, be sure to check out the gift section at Museum Label Shop. Choose from a range of uniquely Singapore souvenirs that you can bring home, be it a cute, food-themed nasi lemak (fragrant rice dish cooked in coconut milk and pandan leaf, accompanied with an array of side dishes like omelette, fried fish and anchovies) keychain spotted by Erin and Benjamin or a unique dice filled with Singaporean sayings.

Orchard Road

3.30pm: It’s time for some serious retail therapy. From popular chain brands to the best of homegrown fashion labels, this popular shopping belt has got them all. Start shopping at local label In Good Company's standalone boutique at ION Orchard, before moving on to department store TANGS Orchard for more Singapore clothing brands such as Aijek, Collate The Label as well as local jewellery labels like Carrie K and MTJ by Marilyn Tan.

Then head to Orchard Gateway mall, where you’ll find multi-label boutiques such as Actually, Superspace, Naiise and SECTS SHOP by Depression for a vivid variety of local and international brands; you’re sure to find more than a few unusual buys to bring home with you.

Dempsey Hill

6pm: After a fun-filled day of shopping and sightseeing, it’s time to feast. Head to this cosy, hilly enclave where you’ll find plenty of dining options.

Local restaurant chain Jumbo Seafood is a popular favourite that’s known for its chilli crab dish. Be sure to soak mantou (fried buns) in the dish’s spicy crab gravy, as Benjamin and Erin have done. As the locals would say, this is what makes eating chilli crab so shiok (Singlish term to convey the feelings of satisfaction and pleasure).

Diners with a taste for Spanish cuisine can also check out La Ventana. Opened by two Spanish chefs with Michelin stars to their names, the restaurant doles out rustic, hearty tapas (Spanish-style appetisers) plates and paella (Spanish rice dish). One of the must-tries: the squid ink paella, which is topped with Carabinero prawns and the fish of the day.

Wind down the day with a tipple of your choice at RedDot BrewHouse and other watering holes in the area, while savouring bar bites if you’re feeling peckish.

As Benjamin and Erin have discovered, this brisk itinerary shares just a teaser of more fun things to do on the island. For more fun attractions to add to your itinerary, check out these top 10 must-dos in Singapore.