“Fish and visitors stink in three days” -- Ben Franklin.
It can't just be the money, can it?
Of course the money is a bonus 
Absolutely!! I have gone on a vacation with only one friend. We have been seeing each other since 2009 so there definitely is that chemistry. I still see him and everything is still great. If that chemistry/compatibility is not there, it will not be pleasant
I recall my first foray into that field. The gal was someone I had known for years, and we had done numerous overnights.
The destination was a 3 hour drive to a sea-shore resort and the conditions were quite idyllic, I recall having a lovely time. It was all of 3 nights. However by the end of the trip, we were not speaking to each other. I can't even tell you what the fight was about now. All I remember is driving up in front of her place, her grabbing her stuff and slamming the car door shut - yup, it was that bad. Not even a good-bye.
We made up in a few weeks and continued to see each other for years, even do overnights, but no multi-nights.
On the other hand, I have had multi-night trips with several other gals, and they were more or less fine. There's an occasional squabble about something, but it passes fairly quickly
She insisted on two hours in the morning and two hours in the afternoon for "alone" time each day, and separate beds for sleeping at least 8 hours a night. It was way too business-like for me. The alone time was like an employee taking their lunch break and leaving the premises, which is fine in an office, but not when you want a romantic getaway.
The best ones are when I pay all the expenses for a first class vacation experience, but no donation for time. Feels like the real deal then, but most providers won't do that unless they are getting substantial business from you throughout the year.
...compatibility will be the difference between reasonable and exorbitant rates.
One of the fastest ways to learn about someone is to travel together. After a couple of days you quickly learn more than you ever wanted to know. Are they polite, drama kings/queens, entitled, slobs, good natured or down right dirty and disgusting people.
We did a full weekend swap with another couple that we are very close to. She is lovely, vivacious and fun in bed. After sharing a bathroom with her for a couple of days I was ready to kill her. I was amazed that a women would hit the floor when she peed and not clean it up. The entire room became an extension of her purse and after a day you would have lost house pets in the mess.
When we traded back the guy whispered to me, "it's not all milk and honey is it."
My wife isn't quite as hot but this experience made me appreciate the good things in living with her.
Luckily we were able to easily return to our former relationship status but that occasional, wouldn't it be fun to run off with "Mary" thought has been banished from my brain.
-- Modified on 4/27/2016 10:08:24 AM
“Fish and visitors stink in three days” -- Ben Franklin.
I like to be able to enjoy my vacations so compromise is key. If the gentlemen feels as if we should only do what he wants because he is paying me that is no fun.
I am not personally a high maintenance woman at all. If I travel with a client he has to be willing to know the real me. That means understanding that I am not putting on a face full of makeup to go to a pool.
My favorite vacations are at all inclusive resorts. Where we don't have to leave unless we want to. We can swim, enjoy drinks, and play when we feel like it. When it's a relaxed atmosphere I have the most fun.
I agree that it should be someone you enjoy spending time with. One of the best vacations I have had was with one of my favorite guys.
For me, that gets built over time. I have to trust the person I am with, and know that he takes my/our safety very seriously. There also needs to be a strong rapport, which again, gets built over some sessions.