I would go for broke if your budget allows it and procure a box of cohiba robustos or something from the siglo line, whatever size you like. And then any of the ten boxes for you and your friends that nacho mentioned would be great. Id lean towards lusitanias or PSP2
A few of the recent pickups
Some 2015 churchills from jwintosh along with a few bodyguards
And some lusitanias, ive only had 2 ever, but they are awesome!