The worst months to cruise the Caribbean

Can you visit the Caribbean all year round?

The Caribbean is the most popular cruise destination and a dreamy tropical escape for many travelers.

And while it’s true that a year-round warmth is what attracts many travelers, not all seasons are created equal when it comes to planning your Caribbean cruise. 

With any destination, there are better times to enjoy it than others.

It’s important to plan ahead, because there are certain months that might not be an ideal time for a cruise adventure.

For example, the rainy season falls between May and October. 

If you cruise between these months, you could be subject to gushing, torrential rains daily—not to mention the risk of hurricanes!

We’re here to help you plan with a guide to the worst months to sail to the Caribbean.

And don’t worry—those picture-perfect beaches and reefs, yummy food, and enjoyable excursions will still be waiting for you.

The worst weather falls between July, August, and September

The Caribbean’s rainy season begins in May and runs through October. 

Rainy season involves short, strong bursts of heavy rain, usually in the afternoon. These tropical torrents can make it hard to be out and about during the rain.

Not only that, but the Atlantic Ocean’s hurricane season also falls during this time, from June to November.

The vast majority of hurricanes form during August, September, and October, making those months the riskiest ones to cruise.

Although you won’t be in any danger from these hurricanes, a bad storm could cause your cruise to be delayed or canceled. It may also cause a change in itinerary.

In September of 2023, for example, Royal Caribbean canceled a Vision of the Seas cruise due to Tropical Storm Ophelia. 

Sometimes, sailing through bad weather just isn’t worth the risk!

And if you’d like to keep your intended cruise dates, it’s better to select a different season to travel.

Even if your cruise still sets sail during these months, bad weather could create rough seas and cloudy skies. If you’re prone to seasickness, the motion of the ship on these rough seas will not be a pleasant feeling.

Besides the disadvantages of heavy rain and tropical storms, July, August, and September are also the summer months with the hottest weather.

Temperatures range from the high 80s to the high 90s during these months, with a chance of high humidity. 

Cruising is still a good way to enjoy this hot season—you can stay inside the ship’s A.C., enjoying all the activities and entertainment onboard.

However, this means you’ll either miss out on the lovely sights and tropical landscapes or be miserably hot the entire time you’re outdoors.

And yet another disadvantage, cruise lines more often cruise to the Caribbean during the dry season, not the rainy season. If you try to sail during the wet season, you will have fewer options when it comes to ships and itineraries. 

The cheapest months to cruise the Caribbean also fall during the months with the worst weather

There are still benefits to cruising during the “worst” months.  

Despite the risky weather, Caribbean cruise fares begin to decrease around August.

Since American schools reopen and families start to stay home, the demand for cruises isn’t as high as compared to the summer.

Read more: What to bring on a Caribbean cruise? 23 essentials to pack

For example, a 7-night Western Caribbean cruise sailing on Wonder of the Seas on July 14, 2024, starts at $1,499 per person. 

At the end of August, the same itinerary starts at $956 per person.

This price difference allows you to save so much money on a cruise, even if the weather is a little worse. With hundreds of dollars saved, you could put that money toward shore excursions or WiFi, or even saving up to buy your next cruise!

Even though the weather might be worse, there are benefits to sailing to the Caribbean during these months.

The busiest month to cruise the Caribbean is December

While the weather will be better during these months, December is the busy cruising season in the Caribbean.

The winter holds a draw for cruisers looking to escape colder climates and enjoy a vacation around the holiday season.

However, this popularity comes at a cost, bringing in large crowds and raising cruise prices.

An influx of tourists rush to the Caribbean during these months, seeking sunshine and packing cruise ships full. 

Even if you sail on a less popular cruise, the ports of call will be bustling with activity.

While there’s good reason to sail during these months, those looking for a calmer, quieter cruising experience might want to consider an alternative time.

Additionally, high demand during these peak months can create elevated prices for cruises and shore excursions.

The best months to cruise the Caribbean are January and May

After the busy holiday season, Caribbean cruise prices begin to decrease in January.

This is also a great time to find warm but not unbearably hot temperatures, and the weather is still solidly in the dry season.

Read more: Is January a good time for a cruise?

The Bahamas can run a little cooler, averaging around 77 degrees, but the further south you go the warmer it will get.

In Mexico, for example, the average temperature is around 80 degrees.

While May is the beginning of the rainy season, it sees the least rainfall compared to the following months. This is also a great time to enjoy warmer weather, and kick off your summer vacation!

However, this timing may not align with other needs in your schedule. In January, you may not want to use up all your PTO at the beginning of the year.

Also, not all schools begin summer break as early as May; some people may even have to stay home to attend final exams or graduations.

Regardless of when you travel, buying travel insurance will help you stay flexible

It’s important to stay prepared while planning your cruise.

While selecting the right time to travel and keeping the weather in mind helps, we can’t always predict the future.

Anything could happen, from technical difficulties to physical injuries.

To help you stay protected, travel insurance can cover many risks or financial losses that occur while traveling. 

It also gives you access to a 24/7 travel hotline to help you with any issues while traveling.

Whether it’s a canceled trip, a medical emergency, or lost luggage, insurance can help you with the cost of any unexpected mishaps.

Royal Caribbean recommends purchasing their travel insurance, but you can also purchase insurance through an independent broker, or by consulting your travel advisor.

Usually travel insurance costs around 6-10% of your cruise fare.