Not to rain on your parade, but how much do you think that a guy would pay for a service like this? Wouldn't that take away from money for BEER?
As another poster mentioned, planning trips would be a good idea, but it would be tough if you do not live in those cities (Myrtle Beach, Vegas, etc.). What you need is to live in those cities, and advertise to other cities the "services" that you provide for them if they buy the package deal from you. THAT would work, but if you do not live in that city, I do not see it working on a large enough scale to run a business. Just think of the liability insurance you will need.