Spring Cascading Offer

Cruise this spring to save up to 20%*! View Offer

0 DAYS :
0 HRS :
0 MINS :
St Martin Caribbean

 When is the best time to sail the Caribbean

The best time to go to the Caribbean on a stunning sailing charter is between November-May.

We understand that planning a vacation can seem overwhelming and stressful which is why, at The Moorings, we are dedicated to supporting you every step of the way, from deciding which destination to set sail around all the way to choosing whether you want a bareboat, skippered or crewed charter. You deserve to feel relaxed and feel your troubles melt away before you even step foot on one of our state-of-the-art power yachts.

One of the key considerations when planning a sailing vacation is deciding the time of year you want to feel the wind in your hair and sun on your face. Whether you’re dreaming of an idyllic yacht charter in the BVI or a relaxing sailing vacation in St Thomas, you might be wondering, when is the best time of year to sail the Caribbean?

In this blog, we’re doing a deep dive into when to visit the Caribbean, looking at weather, season and cost. Before you know it, you’ll be sunbathing on powder-white sands sipping rum cocktails. Let’s get started…

When to visit the Caribbean: Dry Season vs Hurricane Season

The Caribbean is unique in that it offers exceptional year-around sailing conditions, although it has three seasons that you need to be aware of when planning your dream yacht charter and deciding when to visit the Caribbean:

Each individual island may differ slightly when it comes to weather conditions, including rainfall, sunshine and temperatures, although one thing is for certain…the Caribbean is the perfect Winter sun destination. Swap frosty mornings, snow-covered roads and dark nights for golden beaches, turquoise waters and breathtaking island views.

Best time to sail the Caribbean for cost

While the dry season is considered the best time to sail the Caribbean when it comes to sailing conditions and weather, you might also be wondering about the best time to visit the Caribbean in terms of cost.

The most popular time of year to visit the Caribbean is during the peak season (November-May) which means you can expect to pay higher mooring fees and travel costs. In particular, the Christmas period can be a particularly expensive time to sail the Caribbean. 

The wet and hurricane seasons often attract less crowds and, as a result, it may cost less to book your exciting yacht charter during this time. 

Also, many of the picturesque Caribbean islands, such as St Lucia, are popular honeymoon destinations. With wedding season running from May-September, booking your peaceful sailing vacation outside of this time may result in lower costs. Dreaming of your perfect honeymoon? Take a look at our top sailing destinations for couples.

It’s important to note, however, that while costs may be lower in the wet and hurricane seasons, there is a much higher potential for rains and storms so you need to consider very carefully whether you want to set sail during the low season. Get in touch and speak to one of our Vacation Planners who can provide further insight.

Tips for choosing the best time of year to sail the Caribbean

While weather, season and cost are very important, when considering the best time of year to sail the Caribbean, you also need to factor in personal preferences. 

When you book a sensational Caribbean sailing vacation with The Moorings, you have the freedom to design your ideal vacation, from the type of charter to the catamaran model and itinerary. 

Picture yourself soaking up the sun as you swim in the crystal clear waters of the Caribbean Sea. Imagine yourself exploring uninhabited islands, admiring their natural beauty. To help you decide when to visit the Caribbean, ask yourself the following questions:

Whether this is your first or tenth time sailing around the Caribbean, you can rest assured we will support you every step of the way, including pre-charter briefings and our experienced base staff.

As well as caring for you, we also care deeply about protecting the environment and preserving the stunning destinations we have bases in. Learn more about our sustainable travel commitment so that you can set sail around the Caribbean responsibly.

If you have any questions about the best time to set sail around the Caribbean, including the BVI, Antigua and St Lucia, please get in touch with us today and a member of our team will be happy to answer.

What are you waiting for? Choose one of our Caribbean destinations, build a quote and book your dream yacht charter today.



Plan Your Dream Vacation