Win S$140,000 worth of staycations, island experiences & more when you spend S$20 in Sentosa

by Christabel Tan

Let’s face it — the urge to travel is real.

However, given that travel may not be feasible for many, exploring Singapore is the next best option. Think of all the fun you can have on our sunny shores.

As Sentosa celebrates its Golden Jubilee year, there is no better time to rediscover the island and all the incredible experiences it has to offer. From now until 31 August 2022, whenever you spend on the island, you’ll stand a chance to win attractive prizes unlike any other when you participate in the Sentosa Passport, Monthly Draw, and Grand Draw. We’re talking staycations and sustainability-themed tours to destination dining like Michelin-starred meals, breakfast in the sky, and candlelit dinners at sea. You will get to experience Sentosa like never before — the full works and more!

Sentosa Passport

golden jubilee
Photo: Sentosa

All you need to do is sign up for a digital Sentosa Passport and start collecting stamps. With every S$20 spent at participating merchants, you can get one stamp on your digital Sentosa Passport. Guests can redeem a gift after collecting 10 stamps and another gift upon completion of 20 stamps. The unique gifts are based on different themes like Iconic Sentosa (Sentosa Express Nano Block), Wellness (Essential Oil Roller), and many more. 

If you are a Sentosa Islander member, you can redeem your second gift once 18 stamps have been accumulated.

Register for your digital Sentosa Passport here.

Golden Jubilee Grand Draw

Photo: Sentosa

Every S$20 spent also entitles you to one chance at the Golden Jubilee Monthly Draw and one chance at the Golden Jubilee Grand Draw. Furthermore, if you spend using a Mastercard®, you will get an additional one chance at the Mastercard Monthly Draw and one chance at the Mastercard Grand Draw.

Every S$20 spent

Mastercard users

Other mode of payment

Golden Jubilee Grand Draw



Golden Jubilee Monthly Draw



Mastercard Grand Draw



Mastercard Monthly Draw



Now, on to the fabulous prizes.

Golden Jubilee Grand Prize (worth S$50,000)

Photo: Sentosa

One extremely lucky guest will walk away with bragging rights and the following prizes worth S$50,000.

  • Five 3D2N staycations at Capella Singapore, Resorts World Sentosa TreeTop Lofts, Resorts World Sentosa Beach Villas, Sofitel Singapore Sentosa Resort & Spa, and The Barracks Hotel Sentosa
  • 12 Sentosa experiences such as Breakfast at Sky Helix, Dinner Cruise on Royal Albatross, Universal Studios Singapore VIP Experience, and more.
  • S$2,500 worth of dining vouchers
  • S$10,000 cash

Golden Jubilee 1st Runner-up (worth S$10,000)

golden jubilee
W-Hotel Sentosa Cove / Singapore
  • 3D2N staycation at W Singapore – Sentosa Cove 
  • Eight Sentosa experiences including 2.5 hrs YatchCruise tour, SentoSights tours, iFLY Singapore, and more
  • S$1,000 worth of dining vouchers

Golden Jubilee 2nd Runner-up (worth S$5,000)

Photo: Sentosa
  • 3D2N staycation at Oasia Resort Sentosa
  • Three Sentosa experiences inclusive of Spa, SentoSights tours and Sentosa Fun Passes 
  • S$1,500 worth of dining vouchers

There are also three Golden Jubilee Consolation Prizes with S$1,000 worth of hotel vouchers up for grabs. A staycation (or five) at Sentosa does sound very enticing.

Mastercard Grand Draw Winner (worth S$20,000)

Photo: Sentosa

Get your Mastercard ready, as the winner of the Mastercard Grand Draw will get to enjoy the following:

  • 3D2N Hotel Stay at Resorts World Sentosa Beach Villas
  • Six Sentosa experiences inclusive of Universal Studios Singapore VIP Experience, evening cocktails & canapes at SkyHelix Sentosa, and more
  • Dinner at table65 (two Michelin Star)

Mastercard 1st Runner-up (worth S$20,000)

Photo: Sentosa
  • 3D2N Hotel Stay at W Singapore – Sentosa Cove
  • Three Sentosa experiences inclusive of Madame Tussauds Singapore, Sentosa 4D AdventureLand, and iFly Singapore
  • S$500 worth of hotel vouchers

Five winners will walk away with Mastercard Grand Draw Consolation Prizes in the form of S$1,000 worth of hotel vouchers each.

Golden Jubilee Monthly Draws

golden jubilee
Photo: Sentosa

You might get extra lucky during the months of April, May, June, July, and August. Five winners will each get S$1,000 worth of hotel and dining vouchers by participating in the Golden Jubilee Monthly Draw. 

As for the Mastercard Monthly Draw, 20 winners will each get S$1,000 worth of hotel vouchers.

Who knows? S$20 may just get you the Sentosa vacation of your dreams

*This post was brought to you in collaboration with Sentosa. 

Sentosa Passport and Golden Jubilee Grand Draw
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????️ Now till 31 Aug 2022 

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