Is it possible to get a tax refund on goods in Singapore when leaving by land?

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TL;DR: Possible? Sometimes. Recommended? No.

Due to complex hysterical raisins, Singapore applies different Customs rules for visitors to/from Malaysia. So legally, the answer is clear:

You may qualify for tourist refund if the following conditions are satisfied: ...

Depart with the goods via Changi International Airport Departure Hall / Seletar Airport Passenger Terminal / Marina Bay Cruise Centre Singapore/ International Passenger Terminal at Harbourfront Centre within 2 months from the date of purchase;

Land border crossings do not apply.

Now, is it physically possible to apply for a GST refund with the automated kiosk in Changi, get it refunded to your credit card, and depart by land anyway? Yes. However:

  1. If you're required to present your item for Customs inspection, you will be required to present "your boarding pass or confirmed air ticket" for endors*m*nt. Oops! Of course, if you get the "Not Approved", you could just skip the inspection and forfeit the GST, no real harm done. But...
  2. The Singaporean Government loves Big Data. If you get a GST refund and then don't leave Singapore by air within those two months, it's not out of the question that the government would notice this and have some questions for you if you ever return. (Although to be frank, this is pretty unlikely, especially if you're a bona fide tourist and not a resident.)

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