In a cross wind/current situation I''m sure you''ll appreciate the extra beam especially if you single hand a lot like I do. With a 34’ slip your stern would extend into the channel 2-3 feet. I would opt for the 36’ x 14’ slip. This is the size I have for my 34’ boat. The preferred “tight fit” idea you described, might require that you to apply Sailkote to the hull to get into and out of your slip!