I'm in a situation that I need to stay in Thailand for 6 more months after my visa exempt + 60 days extnesion based on my child expires. After this me and my family will be moving back to EU.

 

Just some quick background which might or might not be relevant, I've been visiting Thailand for the past 9 years for 6-9 months a year with TV, mostly obtained at my home country. Now I'm on a new passport and only stamps in it are one visa exemption that I got in august and one extension for 60 days based on my child.

 

Now to my questions, could I just take a flight to singapore two times and extend visa exempts I get when I enter Thailand with 60 days each and get 6 more months this way? Would 3 consecutive visa exempts cause a problem? I would fly from Koh Samui and back to Samui again if that makes any difference. For me it's not about the money, and I would prefer doing it this way as I like to go out from Thailand on mini hollidays and for some shopping. 

 

With non-o I would need to leave the country anyway two times, once to obtain the visa and then after 60 days extension one more time as the total would only be 5 months.

 

One last question, if its not doable with visa extensions and I have to get a visa, where except for Penang can I go where they have agents that could do it for me as I have no problem paying for this service.

 

Thanks guys!

You should not have a problem doing two more visa exempt entries. Not sure about how strict Samui airport immigration are though.

Seeing the 60 day extension between them should help.