My brother-in-law has asked if I can bring him wine when I visit later this month (a specific kind that he can’t get there). How does one transport wine in checked baggage? I don’t want to deal with a broken bottle or a mess when I get to my destination.
Check at your local shipping store; there are bottle shaped protectors available.
I have used the pressed cardboard wraps that my wine shipments come in to the protect wines I bring when flying.
Hard sided luggage and wrap them in clothes. I had something like 8 bottles in my suitcase last time I came home from France. Wine bottles are tough, just keep them from clanking together.
Wrap the wine in a a coupe of large T-shirts. Pack the wrapped wine into a sturdy cardboard box or tube making sure that it fits indie very snugly. Make sure the box can be resealed if the TSA decides to paw through your luggage. Place the box into your suitcase and surround by clothes on all sides. Soft side luggage is fine with this method. (We transport wine from CA wine country all the time. A FedEx express box fits 3 bottles of wine. 
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I’ve used Wine Diapers with success…
We wrap in bubble wrap or used t-shirts or hand towels and put in 2 gallon zip lock bags. Then sandwich them in between clothes. No breaks yet;)
You can use small wine boxes for each bottle or a box made for 2 or 3 bottles. A package/mailing store should have some.
For extra protection for the rest of your stuff, you can put each one in a 2-gallon ziploc bag. Wrap in bubble wrap either inside or outside the ziploc bag.
H and I do this all the time and we’ve never had anything break. The TSA has unpacked things sometimes too.
As mentioned earlier, just wrap in a couple of T-shirts/shirts and place in the middle of the suitcase. Ensure that there is no movement within and hard objects are not close. I do this all the time (weekly coast to coast commuter) - wine and booze from the Bay area (much cheaper too!) to Manhattan, never had any issues.
When we were flying from Oakland or any other Bay Area airports, the TSA has never unwrapped our wine bottles. They see a bottle silhouette on X-ray and probably go, “another one went wine tasting…”
I did see a guy drop his suitcase on the floor at SJC, and a river of red flowing from it. He had it wrapped in clothes, but it slipped out and shifted inside the suitcase… So if you have soft-ish side luggage, get a cardboard box as I described above.
This is what we used -
http://store.unipack.sg/Air_Packaging_for_Wine_Bottles__750ml_.html
It went on international travel to some country known for their brutal handling of luggages, and everything worked out fine.
H also borrows a friend’s suitcase that is designed to hold nothing more than 12 bottles of wine. You can always escalate to that!
I’ve wrapped the bottles in clothing or bubble wrap. It works…in spite of TSA’s best efforts.
I had packed 4 bottles of liquid vitamins and one bottle of a boutique whiskey to bring to D. Everything was wrapped individually in bubble wrap. I put a note in the suitcase because I knew it would be pulled by TSA.
Upon arrival I found all the plastic bottles re-wrapped in the bubble wrap. The tape I’d used was mangled so that some of the sticky part was now facing the clothing. The GLASS whiskey bottle was unceremoniously dumped into the center of the clothing - no bubble wrap.
It all arrive safely … but really folks…was TSA just peeved that they weren’t the recipient of the whiskey and hoped no one else would be able to enjoy it either? Are they really that uncaring? Or, are they that stupid?
I once shoved a fat jar of olives that D3 loves into a padded wine sleeve after a relative’s funeral in Florida. The TSA managed to wrangle it out and just tossed it back in the suitcase afterwards. It was a short flight, but we had some baaaaaaad turbulence. There was a woman shrieking for a while, but luckily, the olive jar didn’t break!
Then I shipped it to D Priority Mail and wrapped it as carefully as I could and it cracked. Figures! It didn’t leak but the glass was cracked.
I recently used these:
https://www.amazon.com/gp/product/B01IH2IIQA/ref=oh_aui_detailpage_o02_s00?ie=UTF8&psc=1
Worked perfectly and if TSA inspected, they put them back in the velcro/bubble wrap sleeves.
Last year when traveling on a short flight to SEA from SFO my wife mentioned to Virgin America we had wine in one of our suitcases we were checking. If you knew my wife, you would understand. I had to take the shuttle down to the international terminal, 3 terminals away, and get it re-wrapped according to FAA regulations. Almost missed the flight and the bubble wrap, boxing, and shrink wrap job for 3 bottles of wine cost $39.50. They were nicer bottles of wine that I had selected for our Alaska cruise. On the night before our last dinner, our waiter approached us and very apologetically said he had dropped and broken the last (and most expensive) bottle that I wanted to end our trip on.
Dropped? 
^That thought did cross my mind. Maybe he also was a fan of Rombauer Vineyards. I did choose one of their $60.00 bottles of wine but could have been greedy and opted for one that cost $90.00.
Dang. I would totally “drop” a bottle of Rombauer! 
The $60 bottle was like a $15 bottle at Costco, I guess. Once a waiter dropped a bottle of Riesling right in front of our table while he was opening it. We got a nice Riesling shower! Glad we were not in the mood for red that evening.
“Floaties” (like for swimming) work great and take up almost no room in your luggage. Just inflate them when you have them protecting the wine on your way home.
These are resealable:
https://www.amazon.com/Wine-Skin-WineSkin-Bag-2-Pack/dp/B0033C6FOM
Still, you need to pack it so even the “skinned” bottle does not easily move inside the suitcase.