My partner is travelling to join me and my family (all adults) on a two-week holiday in Barbados. His flight with Caribbean Airlines Havana >>Trinidad>>Barbados is scheduled to land at Grantley Adams airport approximately 5 hours after ours (the same day).
He is a Cuban citizen, eligible for visa-free entry. I am sponsoring all of the costs of his holiday, and he will have paperwork to prove this (copy of my passport and flight details, invitation letter and confirmation of accommodation, travel and health insurance, letter to Bajan Immigration explaining the background to the invitation and the arrangements for his support and maintenance during the holiday). He does not speak much English and I would like to be with him when he clears Immigration rather than just waiting for him landside.
Is it feasible to wait for him airside? Should I ask permission to do so on arrival? Would I be breaking any rules by having my family pick up my baggage, given we are arriving together on the same flight?