If you are leaving and re-entering Thailand on the same tourist visa like you said
1. Be sure to get e re-entry permit or the visa is dead the second you leave the country.
2. You maybe aware but if you leave after say 20 days of your 60 day visa an re enter you don’t get 40 days from entry you get what ever is left on the stamp you originally had. It just keeps your visa alive it doesn’t pause it.
To answer Your other question the 2 entries by land border is for visa exempt and your visa entries will not count towards this 🙂
You can’t get a visa whilst already in the country if you have used your extension you will have to leave the country and return on either visa exempt or spend a few days away and apply for the visa at an embassy. Just be aware some borders require you to spend atleast a day or two before returning, some you can literally just leave turn around and walk back through.
Also if applying for the visa some embassies require an appointment and you can’t just turn up to apply 😁
You can extend it once for 30 days at a cost of 1900 baht at most local immigration offices, the process is pretty easy but around Thai holidays it can be super busy etc.
I agree completely but unfortunately they are the requirements. But I wouldn’t worry too much I have never known anyone to be refused a tourist visa for no reason if you haven’t an extensive history of visiting Thailand etc and provide the information they ask for you have nothing to worry about 😁
So if you want the 60 days you have to apply on the e visa website, if this is your option then it will tell you exactly what you need to apply but accommodation and flights are among the information needed to apply.
If you arrive with nothing you have one of two options. A lot of countries can get what’s called the visa exempt entry which allows for 30 days stay(despite the commonly misused term is not a VOA) and can be extended for 30 days around the last week of your stay at a local immigration office for 1900 baht.
If you are unfortunate to be one of the handful of Countries who cannot get visa exempt and you can only have a VOA the. You will be stamped in for 15 days and believe it costs 2000baht to receive the visa, also this cannot be extended either I believe.
From my understanding yes re-entry permit will be required but easily obtained and he won’t need a return flight to the UK because he is on a long term visa. But be ready to show the retirement visa stamp that would clear up any issues
I’d strongly recommend getting a tourist visa if you have time to do so. You may be ok without it but if you have an immigration officer who has had a bad day there’s a chance with multiple entries already this year they can refuse entry or delay you with lengthy questions about your stay and why you haven’t applied for a longer visa etc. visa exempt isn’t designed to spend a lot of time in Thailand and ever since Covid are cracking down on multiple exempt entries etc. for peace of mind and a lengthier stay the 60 day tourist visa will be much easier
To clarify you entered on a visa exempt entry I’m assuming the correct terminology is important when dealing with visas and extensions, I know it seems pedantic.
If you arrived on the visa exempt entry(30 days) you can extend the stay ONCE for an additional 30 days at a cost of 1900 baht and various bits of paperwork(check with your loca immigration office for the exact paperwork as most offices ask for different things) at the nearest immigration to your registered address.