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I am new to handguns - just got my carry permit two years ago (also in NY), and I didn't realize a handgun could even be carried out of state - even if unloaded and in a truck. What about all the states you would be driving through?
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Here is the Rule-Of-Thumb as I know it. Providing that you can legally possess a handgun at your point of departure AND your intended destination, you may take a handgun through other states which are on your travel route. However, state requirements vary. Normally, the handgun must be in a locked box, separate from the ammo, and not be in the passenger compartment. If you drive a car just put the locked box in the trunk. Now that so many people drive SUV's, it is impossible to adhere to this provision.
It is also my understanding that any state could still prosecute you for unlawful possession within their state but that there is Federal law that could be used in your defense. The best advise is to contact the State Police in each state that you would through and ask them how to LEGALLY transport a handgun through their state. The only problem is that when you call you normally get the "opinion" of that particular officer and you can't prove what you were told if you are ever confronted. Something in writing would be very helpful but you are unlikely to get it.