United-Winair Checked Bags Question

Just came thru with PIV. If you have your boarding pass you skip the agent,
. Otherwise immigration 2x and customs.
 
Ok! First, thank you for all of the responses. Here is our current plan;

1. Check bags all the way through to SBH as we are on one ticket with United... Check
2. Get pre-printed WINAIR board pass... OK how do I do this? Just call them? The site? This is my major concern.
3. Go to stairs on Left and bypass mass crowds.

Ideally I would love to fly into Puerto Rico but I cannot just the additional cost at this time (launching a new business venture).

I love the island but I am literally working to be able to afford to fly private and avoid the chaos of SXM. So far I have a ways to go... but it is looking up!

Overall my son (3 years old in May) is an amazing traveller(5th time to SXM and 3rd time St Baths since he was born) and we check to avoid the impossibility of carry ons at this time.
 
Is this map and are these instructions still valid?
View attachment sxm.pdf

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