View our crewed luxury yacht charter destinations throughout the Caribbean
A warm Caribbean adventure in winter will cure even the deepest cold-weather blues. Frommers calls the winter climate from Puerto Rico south a “perpetual May,” averaging between 75°F and 85°F. In the islands, winter is also the dry season, with only the occasional shower. In other words, you can look forward to near-perfect conditions for your winter in the Caribbean chartering a yacht.
Not only that—the main sailing season in the Caribbean begins in November and ends in July. The primary high season runs from mid-December through to the end of May. Anyone searching for a warm-weather getaway chartering a yacht from either Europe or North America will be delighted by the tropical, storm-free conditions.
The weather is only the first great reason to book a private yacht charter this winter in the Caribbean. You can find the perfect hotspot for yourself and your family based upon the things you love to do and the type of exploration that appeals to you. The following is everything we like about all of our favorite places, along with a little on the appeal of spending the holidays in the islands. Finally, we will detail average private yacht charter pricing for a Caribbean yacht charter.