My 275 has a new home. Now would like to get a bigger Freedom and struggling b/t 285 and 307. 95% of time boat will be used on large southern lake. Small remainder of time at coast and maybe a trip every other year from Fl to Abacos. Generally have two families aboard. No intentions of using berth but 307 storage nice. Have a 2500 diesel for towing. Not worried about towing permits in SC. Intend to upgrade lift to handle both heavier boat weights. 285 owners: are you satisfied with your boats or wishing you had one size up? 307 owners: is it even possible to think you purchased too large a boat? How easy is it to trailer a 307? If it it miserable the 285 maybe be the way to go for me. How many of you went from a 275 to 285 and if so why not the 307? Some opinions, buyer’s remorse/glee experiences would be appreciated.