Big Gap & Distance between ceremony & reception

Hi ladies!

FH and I have been engaged just about a month now. We are planning on getting married right after he graduates from med school, Spring 2014, but before residency in July.

Here's my conundrum. We are HS sweethearts and I would love to get married at our HS's chapel (St. Dom's). My mom suggested doing something different than a traditional RH reception. She suggested getting married on a Friday at the chapel, just the bridal party and family (anyone who would be in professional posed pictures) and going out to dinner that night. Then, in the morning on Sat, driving out (1.5 hours) to their summer place in Greenport and having the more casual (but HUGE) reception on our friend's deck, overlooking the beach Sat evening. It's seriously the most gorgeous house I've ever seen.

I absolutely love the idea. FH is open to it, but he feels like it's asking a lot of people's time. (Specifically the family--both Friday night and Saturday, probably staying until Sunday morning). He thinks we could go for it, but just in one day (11 am ceremony in Oyster Bay, 6:30 pm reception in Greenport). I feel like that's a lot of driving and might cause some family not to come to the reception, which is the whole point of doing it this way (more casual, great music, great food, great view, 250+ people). This way, we can invite EVERYONE we want to the reception.

Is it completely ridiculous to be considering this? What do you think? If we do it in one day, do we invite everyone to both? I like the idea of a more intimate ceremony.