Yes, maybe, and probably not.
The '04 XL1200R I would absolutely replace with another. It's a tremendously fun bike for around town and short trips. The only problem would be finding another Roadster in as good a condition as the one I have now since Harley discontinued them after '08.
The '09 Electra Glide I might buy again. I prefer it over all the other full on touring bikes that are available at the moment. But the new Moto Guzzi California 1400 will be available in a few more months and it might be able to pull me away from the big Harley.
The '03 Moto Guzzi California I would probably not replace with another one. In fact, I probably would not replace it at all. It's a great bike and the best handling cruiser I've ever been on, but it's become sort of the odd man out in my garage and just doesn't get ridden as much as the other two.
"Fast is fine, but accuracy is everything"--Wyatt Earp
'13 Yamaha Super Tenere.
'04 Sportster XL1200R