I have done 51 power cat up there from Leverick in Oct and Feb. Doesn't really matter from where you come as long as you get there by 1030 (at this time of year) or prepare to anchor or boatyball.

In October we actually had no winds and the sea was dead calm. Left Leverick at 800 and got up there and moored by 850. We were one of 3 boats there as it was 1st week of season

In Feb we had 22 knot winds from the East and 6-8 ft seas. It took us about 1 hr 15 mins... we picked up one of 3 open balls then watched the mass turnover around 1030

I do clockwise as you are doing with adjustments for events like full moon party and weather...