I lived in Bermuda for two years. I packed my bike up plus a couple large bags. From the shuttle to the gate, someone loaded the box and bags, they received a tip.
Just like any other time you fly, they take your checked bags at ticketing, so then they transport it and all you carry is a small carry on.
Customs takes a wee bit longer but they don’t give two ***** about the bike. They’re way more interested in electronics and power tools in your stuff. I don’t think I even rented a cart, just slid the box on the floor to customs.
My new boss in Bermuda picked me up and I don’t remember having any trouble getting it and my bags in his small Fiat station wagon.
I did rent a cart on the way home, since DIA is pretty big.
Put a floor pump in the bike box. It’ll fit and is really nice to have.