Im due to SJU from BOS tomorrow and Im trying to check-in online but it won't allow me. When I try to click at the box next to the pax name its uncheckable. I was under the impression flights to SJU and the caribbean allowed OLCI, am I wrong?

Also at what time is the cut-off for handing over checked luggage? I will be running late bcs of a meeting and my flight leaves at 1150AM and should be at Logan at 11AM, is this enough time to hand over my luggage. IIRC its 45 minutes but am not sure as I usually do not check in luggage. Thanks.