I haven't personally produced an event in the Caribbean, but we've done large-scale pop-up glamping sites everywhere from the Nevada playa to the forests of the Pacific Northwest to the deserts of Moab, so I can speak to what makes a destination work (or not) for events. The Caribbean gets chosen for corporate events because it's an automatic "yes" from attendees--tropical location, easy flights from major US cities, and it signals that the company is investing in the experience. For one of our desert events in Utah, the remote location became part of the draw--people traveled from across the country because the setting itself was unforgettable. Same psychology applies to Caribbean venues. My biggest advice: send someone to scout logistics before you commit. We learned this the hard way producing a wedding on the playa in Nevada--beautiful location, but moving gear across difficult terrain nearly killed us. For the Caribbean, you need to confirm import regulations for equipment, local labor availability, and weather backup plans (hurricane season is real). One client told us they had to abandon half their decor at customs because of permitting issues. Also, if you're doing any kind of overnight accommodations, test your tents or structures in similar humidity beforehand. We've had wholesale clients in the Southeast deal with mold issues because they didn't account for moisture in canvas. Canvas breathes beautifully in dry climates but needs serious airflow and treatment in tropical environments.