I flew from SFO twice in 2011. Each time I called the SFPD, airport division a few days before my flight to inquire about its policy (and to make sure it hadn't changed between my first and second trips). I was told to bring my paperwork and declare it to TSA, who would call SFPD to OK everything. As long as my paperwork was in order, I'd be allowed to proceed with amounts commensurate with personal consumption -- I figure anything up to an ounce is no problem. I was also assured that though I would be informed that the laws in my destination city may not allow medical cannabis, neither the SFPD, nor the TSA would inform authorities at the destination airport of my pending arrival.
Each time I flew, I brought small quantities of multiple strains, concentrates, brownies and pills, along with papers, a roach clip, and cheap glass pipe I would feel OK about throwing away, all tucked into a pelican waterproof box. The first time I flew, I put the different strains in different baggies. The second time, I worried about looking like a small time dealer with so many strains in little baggies (especially since the woman I spoke to at SFPD mentioned "only in personal amounts," twice during our phone call), so I got two large 7-day reminder pill boxes to put the different strains in and sealed the covers with medical cannabis stickers from jars and baggies I got from dispensaries. I took a pic of my box and its contents when I got to my destination, but I guess I can't post it here. Oh well...
I made no attempt to hide it. When I went through security, I had the pelican in my computer backpack which would go under my seat. I didn't declare it at TSA, because I knew they would call the SFPD if they found it and had any concerns about it. Each trip, the TSA agents smiled and wished me a nice trip ;-) SFO has private TSA and it makes a difference compared to other airports I've flown through. I understand one can travel from OAK and LAX carrying cannabis, but given my two experiences at SFO, I will always choose to fly out of the Bay Area from SFO.
I also understand there are other airports around the country from which one can fly from with proper paperwork, but do your research, and don't plan on bringing anything back home, unless you're flying from friendly airport to friendly airport. Also, don't count on being able to stay within security during flight changes, so non-stops are extremely important. If you do have to leave security in a non-friendly airport, you might as well throw it away, as it's not worth risking arrest and prosecution for a personal amount of weed. Keep that in mind when flying during the winter, when flights are sometimes diverted due to weather.
It's strange that flying with cannabis from friendly airports is less stressful than ever, despite security being more extensive than ever.
So...
-- Only fly with cannabis from friendly airports and never bring amounts large enough to cause concern. Unless you will fly back from a friendly airport, only bring what you'll use and throw away the paraphernalia and whatever you don't finish before you head to the airport for your trip home.
-- Always carry Cannabis in a carryon bag that will not be checked. You want to have the cannabis in your possession at all times. Don't put it in your checked luggage, as the TSA will have sole possession of it until they release it from inspection. Don't put it in carry on luggage which might need to be checked if the overhead bins are full. The only time it should be out of your possession should be when it is going through the xray. I can't find the link of the post where I read that, but it makes lots of sense. In addition, don't try to hide it on your person. It will just look like you're trying to smuggle something if you have to go through a backscatter machine or a pat down. You're a patient, not a criminal.
-- Have an emergency disposal plan if you get diverted to an unfriendly airport, and have to reenter security. My first trip (to an un-named airport in the midwest) the flight attendants were expecting to be diverted to Tennessee because of the ice storm that day. I was fortunate that my plane was one of only three permitted to land that night! If I had been diverted, I would have been SOL.
-- Call ahead and ask what the current policy is. If the police ask you any questions on the phone, politely decline to answer -- you shouldn't answer any questions about anything from law enforcement without the advice of an attorney, and the police phone calls are taped, but they won't ask in the first place.
-- Make a checklist of paperwork and make sure you have everything you need before you get in line for security.
--- Do not take it out of your carryon until you are off airport property at your destination. Don't brag about it to other passengers -- I know that sounds obvious, but people do stupider things. Taking a schedule I drug through federal airports with impunity is a nice privilege which could easily disappear given a different political climate. It's important not to draw the attention of too many people who would be easily freaked-out by it.
-- Have a nice trip!
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