Everyone’s favorite winter sailing escape is in fact a summer bargain. Airlines reduce their fares, and charter companies reduce their rates. The sailing conditions are usually benign, so it’s a great time to sail with your kids or bring along those nonsailing friends who have always wanted to know what all the fuss is about.
On the Web site Weather Underground (wunderground.com) you can choose a place and click on History & Almanac to get historical weather information for the dates you choose. I found the following information for San Juan, Puerto Rico (not all cities/towns/islands are available), for July 4, 2008, and August 4, 2008. Mean temperature on both days was 83F with a range of 87–78. The wind range was 12 to 24 (maximum) miles per hour on July 4 and 10 to 22 miles per hour on August 4. There was little if any precipitation, but it was humid. That sounds about par for Boston, Massachusetts, too.
My experience, limited to one summer trip, is that it was hot (maybe hotter than usual) away from the water but perfectly comfortable on the water or on a beach. There was wind to sail on and wonderfully warm water to jump into.
Don’t miss Sail Away in the May issue of SAIL. The topic is special summer charter rates in the Caribbean. It could be just the thing you’re looking for.