Hey guys,

First off, I’m really sorry if this has been asked before. I know it probably has, but I’m a natural overthinker and I worry a lot about small things.

So here’s my situation: I’ve planned a 10-day trip to Bangkok this October (7th–17th), and then I fly out to Vietnam. The thing is, I’ve already been to Thailand twice this year – once in May for 7 days and again in August for 10 days. This will be my 3rd trip within the year, and I’m starting to worry if immigration might give me a hard time or even deny entry.

For context:

• My passport allows visa-free entry for 60 days, but the max I’ve stayed each time was only 10 days.

• I’ll have proof of funds (carrying 40–50k baht in cash), onward flight tickets to Vietnam, and all hotel bookings (already paid).

• The biggest reason I’m stressing is because my girlfriend (she’s from Greece) will be flying all the way from Athens to Bangkok the same day to meet me. We’re long-distance and this vacation means everything to us. If I get stopped or denied at immigration, it would be a huge mess since she’d arrive alone and our trip would basically be ruined.

Has anyone here traveled multiple times in a year like this? Do you think immigration will actually care, or am I just overthinking it? Any advice would seriously mean the world to me.

Thanks a ton in advance, and again, sorry for repeating a question that might’ve been asked before 🙏

Do denials of entry (because of too many tourist visas or visa exempt entries) seem to happen more often at airports than at land borders?

I am wondering if it's better to fly to a nearby country like Malaysia and enter Thailand overland instead of flying directly into Thailand.

Even though I haven't been in Thailand for 1.5 years now, I have entered visa exempt quite a few times in the years before that and am worried about being forced to fly back home, since I read about so many people being denied entry recently (especially at airports?).