Tubeless work great where there are a lot of punctures from thorns, like in the desert.
In New Mexico on the Great Divide, over the course of about a month, by friend, using tubes, had about half a dozen punctures from thorns, some exceedingly hard to find and fix. I was running 3" tires and though I hit more than a few thorns, had no punctures that didn't seal.
Hint: If you can see the head of the thorn and and it isn't leaking , don't pull it out.
I dont see why you need to carry all that extra gear, all I had was a small bottle of sealant for top-ups which I think I used once. I carried an inner tube for emergencies but didn't need it. If you were using tubes you'd carry a spare anyway.
There are a number of other supposed advantages of tubeless, lighter weight, ability to run lower pressures, etc., which don't mean much to me, but they are important to some people.
It is important to get a good seal from the tire to the rim and it is difficult for many people. I had a shop set mine up, so I can't offer any advice there. Make sure you have compatible tires and rims, and it appears to work better on wider, lower pressure tires. So maybe not so good for narrow road bike tires.