Some friends did a round the island trip some years ago. It took them 4 days
not because of the distance (roughly 280 miles) but because of gas stops on
the water (with a mother boat) and the need to rest their backs after hours
of pounding.
Some tips:
* Take at least one 28-30 boat as a mother ship that can keep up with you.
* Bring water, spares, fuel, emergency kits (2, Ben-gay or Heat for back pain.
* Have a mechanic in the mother ship.
* Check the weather. Be prepared to cancel if seas get even mild.
Life is short. Enjoy and come back & tell us of your feats.