After speaking to all your friends especially those who had traveled before, a short list of destinations was considered. At some stage over a month or so you decided on the destination and the method of travel. For the young it nearly is always backpack, because a greater experience can be had on a smaller budget, and lets face it you are fit and can more easily cope with sleepng on the floor, and as statistics show you stay longer on holiday.
For those who are in the 35-50 age group other priorities are clearly defined, with other interests other than rafting or elephant trekking. Suitable literature should be obtained on the country of destination, to prepare you for differences in cultures, language, and day to day existence. As a seasoned traveler I cannot stress this 'preparation' highly enough. Especially in a country that speaks a tongue that is not your own.
If you think that it is going to be easy 'just a walk in the park' -- think again. Every country has its wise guys and they seek out vulnerable persons and take advantage of them. So being armed against that type of situation by reading books will help you understand. I am not going to promote any books but there are many around that shed light on to every subject.
Anyway... Why did you select Thailand?-- Was it the history, food, nightlife, the beach? Whatver the reason, it was the right reason. Remember tourists descend on Thailand from all over the world, most with a good deal of money. The Thai government welcomes you to swell their coffers with your foreign currency, and hope you have a great time and return soon. The Thais only see a walking money bag. They do not resent you, but your presence only reinforces their position, that they are not as well off as you. So, in their attempt to raise their standard of living sometimes surharges are applied to foreigners, and in many instances quite a lot.
It is often said 'you farang, you have money too much' They only see the holiday aspect of your life and can't understand that you have saved money for a long time to travel. This is their pleight, most cannot save money. Now that we understand that you are a "rich farang" and nothing will ever dissuade them from their belief you can get on with your holiday, remembering always that you have the money and the Thais will do their best to separate you from it.
I am writing this from serious experience, having fallen into every trap that was about. A few simple rules will help enormously- never bullshit about your wealth or status, try not to overdress. Neat casual, but not dinner suite with all the trimmings. Dont try to impress by offering to buy drinks for everyone.