Why do you think you can not visit Thailand again?

As long as you fulfilled the entry requirements due to covid, have a valid passport and visa, not mentioned on the wanted lists of Interpol of FBI, not being blacklisted, I do not see a problem.

@Ondrej *****

I can not tell if you get or not.

1. Plan sounds good, there are always risks to travel and to enter different countries.

2. There is NO maximum time you can stay inside Thailand, a stay inside Thailand is only limited by the time you get with a visa and extension of stay.

Some visa and extension of stay will give people 1 year of stay.

As long as the date on the visa, enter before or valid until, is in the future you can enter Thailand by land, air or sea and get maximum 1 year of stay OR until the valid until date of your insurance, which ever comes first.

@Darren *********

No, they are not hungry, it is a very old rule that people are allowed to leave the country and come back with a new entry.

It changed in 2016 into maximum 2 times using land borders.

Each and every entry based on tourism can be extended once with another 30 days based on tourism since 1975.

If you bounce out of the country, you get a NEW Visa Exempt Entry of 30 days and this can be extended once with another 30 days based on tourism.

What you had in the past does not count.

Visit for 90 days: OR the Non Immigrant O visa based on being over 50 years of age, which gives you 90 days on entry.

OR the Single Entry Tourist Visa which gives you 60 days on entry and can be extended once with 30 days on basis of tourism.

In 2024 a long way ahead, but the retirement visa also know as the Non Immigrant O visa based on being over 50 years of age from the Thai Embassy and when arrived in Thailand apply for the 1 year retirement visa also know as an Extension of Stay based on being over 50 years of age at the local Immigration Office.

@Alan *****

The system is not to change your address, you do that with another app or in person at the Immigration Office with the house owner/landlord within 24 hours after arrival.

With the new system you can do it on-line>

Be aware that the count of 90 day period started again with your day of entry as day number 1.

Easiest option to stay maximum 90 days is to apply before you make your way to Thailand at the Thai Embassy for a Single Entry Tourist Visa. This visa will give you 60 days of stay on entry and can be extended once with another 30 days based on tourism.