"FREESTYLING"??? In the world of "MONGERING" I did not know there was any other way!!!

Yes, you should ALWAYS, and I do mean "ALWAYS" book your flight as early as possible and then ASAP book your hotel. Exception: if your destination is known to have a lot of hotel rooms that cater to us mongers, and you want to check out your options when you arrive. Even then I would prefer to book a room and switch after arrival if desired.
As for non hobby things like tours, yes you might plan them in advance also. But expect to very possibly wish you had planned the tour for a different time once you start meeting chicas!!
As for mongering, forget having any plans! 99% of the time those plans just get in the way (and often canceled) once your "feet on the ground"! For sure they will lower the overall fun level. Over the years if I have heard it once I have heard it 1000 times: "Damn I wish I did not have a date with XXX! I just met this dream doll that is a 10, great attitude, will do it all, and for less money, AND today is the only time she is free. but being a nice guy I will honor my plans!" Whole trip is ruined because you cannot help but spend the rest of the trip thinking about "what might have been!"
Almost any true mongering destination will have more chicas available than you can possibly do in a week or so. And guys you meet might also know of some new hot spot that you will want to check out. Never met a guy with no plans who did not end up having more fun than if his whole trip was planned out!!
RAC, My second trip to Granade (back before many of the hotels there stopped allowing "working chicas" in and there were a lot less tourist) I did what you did. Luckily it only took looking at 2 hotels before finding what I wanted. But even that was too much uncertainty, humidity, and heat. Oh, and by the way, "better not be MY girl"!!! jejeje Just kidding! My girl is also from Matagalpa! And mine has put a stop to my 55 years of mongering!!
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Old and retired but still bang, and bang, and bang!!!
