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With so many people traveling and likely not everyone has met his family and vice versa, I personally think everyone would welcome a planned activity. It can be very casual and low-key, with beers and pizza for instance, but a meet-and-greet type of event would probably be appreciated by your guests and would also create some extra energy for the wedding reception, now that faces have already been put to names.
i think its good to organize a couple of events, but just don't make them mandatory. i did a "newlywed breakfast" the day after our wedding which just meant everyone was invited to meet at the buffet for breakfast at the same time and we would save them a seat. i also invited everyone to our rehearsal dinner the night before, but not every guest came which was fine. and while we were in Jamaica, we all decided to do one excursion together. although again, not everyone came, but most did.
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My wedding is a semi destination wedding. My family lives in Puerto Rico and FI's family is traveling to PR for our wedding. I am doing welcome bags with information and a wedding day itinerary. I don't want to force anyone into doing what I'm doing, but I want everyone to know that I'm available if they want to do dinner or drinks somewhere. It is a lot of people coming (37) from his family. Should I just give them suggestions and play it by ear? or should I organize an event for everyone? I feel like I don't have much time. I need your help bees!