Day 1: Sentosa - the state of fun

1. Adventure Cove Waterpark™

Bring out the swimwear for a splashing good time! The more adventurous can zip through the high-speed water rides while those faint of heart can opt for a leisurely swim with the colourful marine life at the Rainbow Reef.

2. Siloso Beach

Just a stop away on the monorail is Beach Station and its long stretch of white sandy beach. Unwind over lunch to the sound of lapping waves at the beach bars and restaurants, with a cocktail in hand. Afterwards, thrill seekers can opt to hit the waves at Wave House Sentosa or head to iFly Sentosa for a simulated sky diving experience.

Then take the Fort Siloso Skywalk, located 181 metres above ground, for a scenic stroll among the treetops en route to Fort Siloso. This coastal fort, built in the late 19th century, is a must-visit for history buffs.  

3. Mega Adventure Park - Singapore

Gear up for more adventure just before the sun sets; this park is just a short walk from Siloso beach. Glide down the zip line across the jungle canopy, take a leap of faith with a simulated parachute landing, and try the obstacle courses that cater for all fitness levels.  

4. Quayside Isle at Sentosa Cove

As the sun sets, settle down for some quiet respite by the picturesque marina. From Spanish tapas and pizzas to Thai and French cuisine, you’re spoilt for meal options.

You can also book a soothing spa session at W Singapore Sentosa Cove, a short distance away from the restaurant stretch; it is recommended that you make a reservation in advance. Don’t want the party to end just yet? Then head to the stylish Woobar for some creative cocktails and a spin on the dance floor to energetic sets by acclaimed deejays.  

Day 2: Insider finds and hidden gems

1. Joo Chiat/Katong

Start your day slow and leisurely with a visit to this precinct that is rich in the unique Straits Chinese (also known as Peranakan) heritage. From the colourful rows of shop houses and chic cafes to the traditional Nonya (women of the Straits-born Chinese community) food options (check out Kim Choo Kueh Chang and Rumah Bebe), this Peranakan enclave presents plenty of Instagram-worthy moments.

Do drop by the Katong Antique House, a private museum of antiques and heirlooms within a beautifully restored shophouse. Another insider favourite: the Singapore jeweller Choo Yilin boutique, which is a short walk away. 

2. Orchard Road

This famed tree-lined shopping boulevard offers loads of options for a spot of retail therapy. Be it the luxury boutiques and high street labels at ION Orchard and Paragon or homegrown brands at TANGS Orchard and Orchard Gateway, this is where you can get your souvenir shopping done while spoiling yourself with a few designer buys or local artisanal crafts that you can bring home.

3. Tiger Brewery Tour

You may have tasted the world-famous Tiger Beer but do you know what goes into making this iconic Made-in-Singapore beer? For beer fans, this guided tour is definitely a must. Besides learning more about the brand, you’ll also get sample the freshest beer from the brewery.

4. Coriander Leaf

Foodies should head to this restaurant-cum-cooking studio, and learn how to whip up Asian dishes with guidance from the professional chefs. The Streets of Singapore class is a favourite; you’ll get to learn how to prepare local dishes such as beef satay (grilled skewered meat), Hainanese chicken rice and Singapore chilli crab.

5. 1-Altitude

Live it up – way up! – at this rooftop bar which offers impressive views from its perch 282 meters above the city's Central Business District (CBD).

Other late night options in town with picturesque views include Sky Bar at CÉ LA VI or other drinking spots. You can also learn how to mix and shake your own Singapore Sling cocktail, at the Singapore Sling Masterclass conducted at Raffles Hotel’s famed Long Bar. Couples can also opt for a cosy ride on the Singapore Flyer, for a romantic escape away from the bar scene.

For the coolest watering holes to see and be seen in, head towards the Tanjong Pagar precinct to visit the bustling bar and restaurant stretch at Club Street, Ann Siang Hill and Amoy Street. Cocktail connoisseurs can check out Bitters & Love, Oxwell & Co, Sugarhall and more chic bars in the area for specialty drinks shaken and mixed to perfection.