[MissKittyFantastico]

I'm going to Florida again in September, love it there and it could never get boring I agree!

Obviously like you said they'd need to book the time off work etc, but you could pay the deposit and as much towards it as you can all afford (maybe if your whole family apart from them pooled together you might be able to afford to pay for both of them between you?), then tell them near the time so they can save up spending money? It's a bit hard with a holiday that expensive to keep it totally secret tbh lol.

Or maybe pay the deposit and a chunk off the balance between you and then on their 34th anniversary this year give them the booking confirmation as something to get excited about for next year?