I didn't really have a chance to breastfeed for long after the twins were born since I didn't produce milk due to my PCOS. But I have friends that have been exclusively BF for up to a year or longer and they cycles started anywhere from a few months to 6 months after stopping BF.
I just think it depends on your body. For me, I had post partum bleeding for a week or so after my c-section. Then I didn't get one until after my 6 week check up and I would say it was probably 3 months after, but prior to the twins, I didn't really have a cycle, so I'm not a good example. Although since the twins birth, my cycles have become more regular, about every 38-40 days, after not having one for 6 -7 months. LOL
As far as bringing stuff on the plan with you. They are allowing baby formulas and the like, but you have to have that baby with you. I would check with your airline about the manual pump and see if they allow that. If not, you can always freeze a few bags of BM and take them with you on the plane...some hospitals give those little ice packs with bottle holders, I got two of them, because of the twins. Or you can put them in your diaper bag in a ziplock bag. At least with it being frozen, maybe it will tie you over until you get to your destination.
I don't think that right after you stop BF all together, you will get your cycle, but bring some things with you just in case.
Maybe some other moms can give you more insight into that and your other questions.
Hope all goes well. Let us know how things go! Good Luck and hopefully enjoy your vacation!!! :)
Take care,
God Bless,
J. D
Pensacola, FL
Mom to Ashleigh & Austin ~ 2.5 yrs old