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Overstay On Double Entry Tourist Visa

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My bf just realized that his first entry on his double-entry tourist visa expires today (2 months).

1. Is it possible to wait 3 more days (6,7,8th) until Immigration opens again in Chiang Mai, pay the overstay and get a 30 day extension?

2. If not, will he have any problems paying for 1 day overstay at Mae Sai and coming back in again on his next 2 month entry?

They we will normally allow it when closed so expect he will be able to do. Next do time he should do early.

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