How many times can you enter Thailand on a 60-day visa exemption with a 30-day extension without being questioned?

I flew in and out 6 x in one year. It was 45 day when I arrived... I did 2x30 day extensions plus multiple shorter stays within that 12 months.

One exit was for 3 months away.

I was detained, questioned, denied...with a proper exit ticket at 22 days.

My options were book a 1500 ticket HOME, or be sent back on next flight to Singapore...where I had been for 2 weeks....flight attendant was sitting in corner of the room w

me.

I opted to purchase one way ticket home, was allowed in, on promise to purchase Ed visa.

I called to cancel flight within an hour of booking... would NOT refund.

My CC insurance investigated. Would NOT refund.

I got ED VISA. Ate the 1500 flight.

Got stopped on my 3rd entry in 2023.

Many people have reportedly done it many times, but that information isn't useful for you. Anybody could be questioned as soon as in their second or third try. They seem to be stricter nowadays.

Pay the fast track entry you’ll have no problems as many times as you want

Many people tell you anecdotes from the past where it was possible to spend years on visa exemption with border runs. But things have changed in recent years. a second border run can allready be your end.

It is a how long is a bit of string question. Some do it for years and nothing said and others get pulled 2nd time. It is down to the discretion of the Immigration Officer at point of entry.

Those saying they've done it frequently are either talking historically or are not maximising the time they spend in Thailand Visa exempt. Simple fact is you can no longer expect to get stamped in if your history is not that of a typical tourist. Ultimately it will be down to the immigration officer you stand in front of

Multiple times and never been questioned. I think issues arise with land crossings. Flying in and out I’ve never had an issue for 2 years