The charter season is divided into two seasons.
The Winter / High Season runs from December 15 through April 30.
The weather is generally cooler and drier than in the Summer / Low Season. Trade winds can be breezier. An occasional cold front from the States makes it this far south and can cause unsettled weather. This usually lasts only a day and can create exhilarating sailing conditions. Typically, the skies are clear and blue and winds, temperature and humidity just right. For these reasons, this is the most popular cruising season.
Christmas and New Years’ rates are higher and the yachts’ calendars fill up many months in advance. It is recommended that you plan your holiday vacation 6 to 12 months prior to your desired dates to ensure you‘ll get the dates and yacht you want.
The Summer / Low Season runs from May 1 through December 14.
The weather is warm and humid and the winds and waters generally calmer. The Atlantic Hurricane Season is included in this season and runs from June 1 through November 30 although hurricanes have been known to occur outside of theses dates. The upside to this season is that charter rates are generally lower than in the Winter / High Season and there are fewer boats cruising and anchoring. Also, many crewed yachts head south to the Grenadines creating additional chartering options.
Trip Insurance is recommended for any time of year but especially during the Hurricane Season.
| Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | |
| Avg temperature | 77 | 77 | 78 | 78 | 80 | 82 | 83 | 83 | 83 | 82 | 81 | 80 |
| Avg max temp | 82 | 83 | 84 | 85 | 86 | 87 | 88 | 88 | 88 | 87 | 86 | 84 |
| Avg min temp | 71 | 71 | 72 | 74 | 75 | 77 | 77 | 77 | 76 | 76 | 74 | 73 |
