I will warn you that the trip to and from Carriacou can be rough for those not used to open-ocean sailing -- so be prepared with your favorite seasickness remedies.

In terms of itinerary, I've done a 5-day charter to/from Grenada that got us well into the Grenadines (Tobago Cays, Mayreau, Union, PSV, Petit Martinique, Carriacou); another 5 day charter was focused on the south coast of Grenada alone, but finding a comfortable anchorage was a challenge.