There are a couple of options depending on what type of charter
you want to have.
Option 1 - Sailing and calm anchorages:
Leave Jolly Harbour and sail to Barbuda after provisioning
at the excellent supermarket in Jolly Harbour. Spend the night (watch the incredible star show) and tour the Magnificent Frigate Bird Sanctuary the next day. Sail back to Antigua
slipping into the north end of the island. Anchor
near Long Island
or go further east and anchor
near Bird Island. Spend the night (another star show looking north and east) and snorkel/island explore before lunch. Sail to Deep Bay after lunch, swim/snorkel if you have enough light and/or pack a basket and climb up to the fort for appetizers and drinks. Spend the night in Deep Bay. Snorkel the wreck of the "Andes" in the morning and then head
back the short distance to Jolly Harbour.
Option 2 - Sailing and night life:
Provision in Jolly Harbour and head
out towards the south and Falmouth/English Habours. Anchor in Falmouth and take the short walk over to English
and Nelson's Dockyard. Check out the restaurants/bars etc, or go for hikes along the trails passing by the fort that protects English
Harbour. Spend Saturday and Sunday nights in Falmouth. On Sunday, get a taxi to Shirley Heights and the steel
band/barbecue evening event - awesome views of English Harbour. Monday get a group together and take another taxi ride to the "swim with the rays" on the NE side of the island.
Sail to the SE corner of Antigua for Monday night at anchor. Get up early and maybe do a quick snorkel, then sail back to Jolly.
Relax, have fun!