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The Highs and Lows of Caribbean Yacht Charter Vacations

When is high season in the Caribbean? When is the best time to charter a yacht in the Caribbean?

Yesterday, a follower of our blog sent in an email asking, "When is high season in the Caribbean?"

In terms of luxury sailing charter vacations, the Caribbean offers wonderful and highly diverse cruising. From St. Thomas, to the north, the capital of the U.S. Virgin Islands, to the south and the Windward Islands, the clusters of islands and cays that form the region known as the Antilles offers many diverse destinations – from beaches to lagoons, to rain forests. 

The best time to sail in the Caribbean is December through April, also known as high season

Ask most captains and they will tell you the "best" time to enjoy sailing in the Caribbean is from December to April – a period often referred to as the "High" season.  As a general rule, the weather is drier and the tradewinds steadier, so weather conditions for crewed catamaran charters (the most popular yachts) are more stable. Nights tend to be cooler as well.

May through November is typically considered the "Low" season and is most often associated with hurricane season.  While hurricane season is theoretically from June to November, most intense tropical storms occur in September and October, when the ocean water is at its warmest temperatures of the year.

Virgin Island yacht charters in May Easter Spring Break are very popular because of the cooler weather and warm water temperature.

Although May is technically low season, avid adventurers often plan Virgin Islands yacht charters in this month.  The weather is still cooler than the later summer months, but the water temperature is ideal for snorkeling, and the throngs of tourists that flock to the Caribbean for Easter and spring break are long gone. 

In short, May offers the lower prices often associated with low season but the comfortable climate most common in high season – sans the hordes of high season visitors!


For a list of seasonal discounts, contact SailAway Caribbean charter pros at

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