If its your first time your rolling the dice... If I could have afforded it I would have taken a Chica with me to the beach on my first trip..It will take a little extra work but it can be done..
Here's my advice.. Some of the vets might throw out some more advice for you if you are seriously considering this..
1. Make sure you interview as many Chicas as possible!! (maybe 10 or more) Since your going down for a weekend..Id advise you dedicate a whole day for your search..( you need more then a day)
2. CR is all about game.. so I don't know if I would mention your intentions of a road trip with them off the bat.. just feel out your chemistry. session with her.. make a list and put her on it...maybe even rank her..
3. Once you think you've made your pick.. session with her again.. mention the trip during the interview for the second session...compare the session to the first..did it get better?? if it did you might have your winner....
4. Set a price and don't don't budge. no matter what!
NO MATTER WHAT!!!!!5. have your trip planned out (location, hotel, mode of transportation, dates). don't disclose all the exact details...just enough to let her know your serious and not just throwing out an idea..
6. see how she responds to the idea...let her know your serious.. if she seems uninterested or not sure.. MOVE ON..NO MATTER HOW FINE SHE IS!!!
7. once you've made your decision make sure you have a back up Chica just in case she flakes the day of...this means repeat steps 2-6 with your back up
8.. If she agrees to go with you and shit goes south have a contingency plan.. I.E. put her ass on the bus if she acts up..as matter of fact buy a return bus ticket for her before you leave San Jose!!
generally if you have no prior history with a Chica.. A trip to the beach or the mountains means more "money"/ "work" then usual for them... This could be in your benefit.. dont forget your the employer i.e the BOSS.. act like it ...but be a gentlemen of course..( She needs your money more then you need her, remember this!!!)
It's gonna cost you some bucks and some time.. but IMO it can be done..Shit you might just have the best time of your life!!!