The winter months December to May avoids the hottest time of year and hurricane season. Hurricane season is typically July to November.
The Windward Islands are a great yacht charter destination for the intermediate sailor. A sailing license or certificate is not mandatory for yacht charter/bareboat and flotilla yacht charters but you will be asked to provide a sailing resume. For luxury charter, skippered charter or cabin charter, you do not require any experience or certification.
Depending on your chosen sailing Windward Islands itinerary, board a catamaran in Martinique or Grenada and visit some of these stunning locations.