How much do you have? Send it.
Actually, I recommend against spending more than you are comfortable with. I don’t want you to be hesitant to wear your hat for fear something might happen to it and ruin your life. You will enjoy your hat more if you wear it. Just try not to sit on it, or spill stuff on it, or wear it in the shower.
If this is your first Montecristi hat, don’t try to shoot the moon. Don’t become fixated on the $25,000 hat.
Perhaps I was hasty. If you become fixated on the $25,000 hat, call me immediately and we can talk about it.
Go high enough up the scale that you will feel you are truly stylin’, that you are wearing the real deal—a legendary Montecristi Panama hat. Yes, you will catch yourself feeling downright upright, superior to lesser mortals, the hatless masses, or those who wear, dare I say it, baseball caps.
You might reasonably spend more on a hat that you will wear to the office, or one you will wear as your crowning glory for social occasions.
If you love fine things, and have the means, then by all means reach a little. Get the best in the world.
Yes, it is perfectly reasonable to spend more on your hat than the total cost of the rest of your outfit. Your hat is the first thing everyone will see. (Perhaps not, if you are otherwise naked. In which case the first statement also loses relevance.)
When you wear a hand-woven, hand-blocked, classic Montecristi Panama hat, you walk among kings, emperors, presidents, titans of business, movie stars, sports legends, rock stars, and other Major Players.