It helps to know what type and size boat you're on, however I would find this easily doable on my Saba 50 if the winds and north swell were cooperating:

Day 1) Scrub to Baths, then VGYH or mooring outside Spanishtown, then CocoMaya.
Day 2) ONB, then over to Leverick Bay
Day 3 early am start to Anegada
Day 4) early am to Guana Island (Monkey Pt), then to Great Harbour, JVD
Day 5) White Bay, JVD (Soggy Dollar & Hendo's). Might be best to dinghy over and leave boat in Great Harbour depending on conditions.
Day 6) couple hours to the Indians, then to the Caves, then to the Bight (visit Pirates)
Day 7) couple hour upwind motor/sail to Scrub

Last edited by BaardJ; 01/12/2018 08:23 PM.