Best Time To Cruise Caribbean

The best time to cruise Caribbean season is in full swing, and there are so many options to choose from.  Some people have a hard time picking where they want to go or when they want to go.  Here’s some information that can help you pick the best time for your next Caribbean adventure!

Caribbean cruises are available year round with different deals depending on what part of the year it is.  Generally speaking, January through March tends to be when prices are at their highest because this is considered high travel season in most parts of the world.  The months of May through August tend to be slightly cheaper but still expensive compared to low traveling seasons like September through December. If you’re looking for an affordable vacation during these times.

Best Time To Cruise Caribbean

3d Cruise Ship Vacation Holiday Summer Illustration Concept

Cruising the Caribbean is a great way to spend your winter break as it is one of the best time to cruise Caribbean. The weather is nice and it’s time for all of those hot days on the beach. You can’t beat that! If you’re looking to book your next trip, here are some tips:

  • Plan out when you want to leave and arrive back home (time in port).
  • Decide what ports you want to visit and then plan accordingly (some cruise lines only go certain times of the year).
  • If there are any special events happening during your trip, make sure they don’t interfere with other things on your list.

If you want to bring along your family or friends, this is also a great time because children ages 2 through 11 get free passage on many cruises that operate during this period. It’s easy to see how cruising during these months makes for a fantastic trip!

If you’re thinking about planning a cruise, it can be overwhelming with all of the different options. Whether you want to go on a 7-day or 10-day cruise, what type of food is served onboard, or if there are kids’ programs available for your family – our blog post will help make your decision easier.

So, want to know when the best time to cruise Caribbean is? Well, you’re in luck because I’m going to tell you. The best time of year for cruising the Caribbean is from November through April. These are the months with warm temperatures and little-to-no chance of storms or hurricanes. Of course, any other month offers a great opportunity too!

The best time to cruise Caribbean in the year is from November through April . These are the months with warm temperatures and little-to-no chance of storms or hurricanes . Of course , any other month offers a great opportunity too!

Cruise ship departing Miami

If you’re looking for best time to cruise Caribbean, there are a few factors that can help you decide. The season will depend on what type of vacationer you are and the temperature in your destination. If you prefer going during cooler months then summer is not a good idea but if it’s warm weather that excites you then winter might be too cold.

In addition, meals, entertainment and how much money should be saved for souvenirs will vary depending on when the trip is taken. This blog post goes through all of these points so readers can make an informed decision about whether they want to go now or wait until next year!

Best Time To Cruise Caribbean

  • The best time to cruise caribbean is in the fall when hurricane season has ended.
  • There are many ports of call available for a Caribbean Cruise including Aruba, Curacao, and Jamaica.
  • Some people prefer to take an Eastern Caribbean Cruise which includes stops in Puerto Rico, Virgin Islands, and Antigua.
  • A Western Caribbean Cruise might be more appealing if you want to visit Mexico or Grand Cayman Islands.
  • You can also choose from a Southern Caribbean Cruise that will include stops in Barbados and St Lucia.
  • If you’re looking for something different than the typical vacation package then consider taking a Panama Canal cruise which allows you to see Central America while cruising through one of the world’s most famous engineering marvels.

When should I go on a Caribbean cruise

Cruising is a popular vacation choice at almost any time of the year, but there are definitely some better times than others to take a cruise through the Caribbean. Each region has its own climate, and if you factor in things like crowds and excursions, certain months can be much more enjoyable than others. Here’s an idea about when to go if you’re looking to cruise the Caribbean.

December and January: Two of the most crowded months on a cruise

This is definitely not the best time of year to head out on a Caribbean cruise, especially if you’re looking for some peace and quiet. These two months are among the busiest on the high seas, or at least on cruises that are or will head into the Caribbean.

This is because there are a lot of people who want to enjoy some time off in January, and Caribbean cruising fills the bill perfectly. The downside of this is that everything can get booked up quickly, so if you don’t book well ahead of time you might not get the cruise you want.

WILLEMSTAD, CURACAO – APRIL 10, 2018: View from infinity pool on Cruise ship Celebrity Eclipse docked at port Willemstad.

Tourist attractions, such as beaches and casinos, are at their busiest during this time of year, probably because of the holiday shopping that’s going on around that time. So if you’re looking for an action-packed vacation, you can get that here. You just might not get it in the way that you expected.

Seasonal considerations to look out for: May through October is hurricane season in the Caribbean. While there’s always a chance of getting caught up in a storm while cruising any month of the year, this six-month period carries an even bigger risk with it. If you’re thinking of taking a cruise during this time, be sure to check the weather reports before you go.

October and November: The least crowded months of the Caribbean cruising year

If your idea of the perfect cruise is one where you can get everything done quickly and easily, without too many other people around, then this is the time of year to go. There aren’t as many tourists this time of year, so everything will be less crowded and there’s a better chance at getting reservations for those popular excursions. It’s also the best time of year to see some leaves changing on shore or enjoy a peaceful stroll through a resort town.

Just keep in mind that if you’re looking to travel during this time, you’ll need to book well in advance. This is because November and especially October are best time to cruise Caribbean, but sometimes it’s hard to find a cabin on short notice.

What are the best destinations for Caribbean cruises ?

Caribbean islands are known for sunny beaches, turquoise waters, and palm trees swaying in the tropical breezes. Of course this is true, but one of the most overlooked aspects of booking your next cruise holiday here are the varying seasons that set different times of year apart as some of the best times to take a Caribbean cruise.

In fact, although some people may have a particular time of year in mind when they begin to look into which cruise holiday is right for them, almost every month has its own special attributes and reasons why you should book your Caribbean cruise vacation during that time as this is one of the best time to cruise Caribbean.

Knowing what makes each month so great will not only help you choose between times of the year, but will also give you greater insight into the culture and beauty of our wonderful region.

Yacht Cruise Ship Sea Ocean Tropical Scenic Concept

So whether you’re looking for guaranteed warm temperatures or something else entirely, read on to discover what each Caribbean sailing month has in store for you!

The Caribbean is an area of the Atlantic Ocean consisting of small islands and reefs. The region borders the Gulf of Mexico and the North Atlantic Ocean, to the northwest by Central America, and to the northeast by South America.

Types of Cruises

Caribbean cruises may be as short as a weekend or as long as several weeks. Week-long cruises typically end on a Saturday, allowing for three-night stays in ports of call.

There are three major types of Caribbean cruises:

Weekend Getaway Cruises

They sail from Port Canaveral or Miami and visits such as Nassau (Bahamas) and Freeport (Bahamas). These trips usually depart on Friday and return on Sunday.

One-Way Cruises

They sail from Port Canaveral or Miami and end in San Juan, Puerto Rico or one of the other Caribbean islands.

Round Trip Cruises

They take place between two major North American ports such as New York City and Fort Lauderdale (Florida). If you want to visit the Bahamas from Florida, the Bahamas are served by several major cruise lines.

Destinations in Caribbean

The Caribbean has many tropical islands, large and small. Many of them don’t have airports to fly into, just airports for coming into the region. Cruise ships dock at ports on each island when they come in (to allow people to go ashore), but there may be days when they don’t visit an island at all.

Some of the most popular islands in small to medium size include Bermuda, Jamaica, Barbados, Dominican Republic (Puerto Plata), Aruba, Bonaire, Bahamas (Freeport/Nassau), Curacao and Antigua. Many larger islands that are either in the Caribbean proper or off its coast will also be visited, including Trinidad & Tobago and Cuba.

Ports of Call

Ports of call that are popular for Caribbean cruises may include:

San Juan

Puerto Rico is a major cruise destination in the Caribbean Sea. Many ships stop in San Juan to take on supplies and allow their passengers to explore the island.

The Bahamas is a group of islands in the Atlantic Ocean, east of Florida and Cuba. It’s borders Puerto Rico to the north. The capital city for The Bahamas is Nassau, which can be visited on a cruise ship from Port Canaveral or Miami.

Many ships call at Key West – This city in the Florida Keys makes an excellent port of call for cruising the Caribbean.


Mexico’s largest island, Cozumel sits just off the Yucatan Peninsula. Cruise ships heading to and from Cuba often stop there as well as those visiting various islands in the Caribbean Sea.

George Town

Grand Cayman is a port of call on Caribbean cruises out of Port Canaveral and Miami. This is one of the larger islands in the Cayman Islands and welcomes passengers with some very good attractions and things to do.

Key West

This U.S. city in Florida, Key West has a rich maritime history along with an impressive selection of bars and restaurants where visitors can relax.


Bahamas is served by many cruises due its location. A connection can be made with cruise ships to visit this port of call on Bahamas trips.

Belize City

Belize is a popular destination for cruise ship passengers who want to visit the Caribbean Sea without traveling too far. The country also has some great natural attractions that can be visited on day trips.


Jamaica is one of the five countries that make up the island of Jamaica, located just 50 miles south of Cuba. Cruise ships stop there for passengers to explore its beaches and natural attractions.

Port Canaveral

Port Canaveral is one of Florida’s most popular ports for cruising the Caribbean. Ships that dock there enable passengers to explore the area around this port.


The cruise ships that sail from Miami tend to visit some of Florida’s most popular sites and attractions including Key West, Port Canaveral and Nassau.

Montego Bay

Jamaica is a popular destination for a Caribbean cruise out of Port Canaveral or Miami due its location. A port of call can be made in Montego Bay on a cruise from there.

Santo Domingo

The capital city of Dominican Republic, Santo Domingo has become popular for cruises that visit other parts of the Caribbean Sea. Some cruise ships will combine other ports in the area with Santo Domingo.

Cozumel, Mexico – April 24, 2019: Cruise passengers arrive to the cruise ship to check in and board the MSC Seaside Cruise Ship which sails from Cozumel to Miami.

How much will it cost to take a cruise ?

Should you cruise during the off-peak season?

There are many different factors that go into answering this question. In some ways, it would be easier to answer if there were a “one size fits all” answer for everyone. The real truth is – it depends – on your personal preferences and your budget constraints. It has nothing to do with best time to cruise Caribbean.

If you don’t have a lot of money to spend, you probably want to avoid the peak season. That’s generally considered to be during Thanksgiving and Christmas/New Years – usually from November until mid-January or so – although some destinations have different peak seasons – for example, Alaska actually has its peak season during the spring months.

So what are your options?

You can cruise during the off-peak season – which is generally considered to be anytime outside of peak season. Dates vary depending on where you sail and when, but you will generally pay 25%-50% less than what you would pay if you cruised during peak season. This is because this is one of the best time to cruise Caribbean.

For example, a seven day Caribbean cruise departing from Miami on Thanksgiving week (peak season) would cost about $500 per person. If you were to cruise on the same week, but outside of peak season, it could be as low as $300 per person.

You can also try cruising during the shoulder season . This is considered to be anytime between peak and off-peak seasons – for example, Thanksgiving week through December.

For example, a seven day Caribbean cruise departing from Miami on Thanksgiving week would cost about $500 per person. If you were to cruise the same week but during shoulder season, it could be as low as $300 per person.

Note that this is just an example – dates may vary depending on where you sail and the time of year – but you get the idea for the best time to cruise Caribbean.

So, if money is your only constraint, then it would be best to cruise during shoulder season or off-peak season. If you don’t have a lot of money to spend on your vacation, it may be better to avoid best time to cruise Caribbean.

The Seadream 1 ship is pictured on early August 5, 2020 at Bodo harbor in Norway. – On suspicion of a corona infection on board, 85 crew members were tested for the virus in the morning hours of August 5, 2020. (Photo by Sondre Skjelvik / NTB Scanpix / AFP) / Norway OUT (Photo by SONDRE SKJELVIK/NTB Scanpix/AFP via Getty Images)

But keep in mind that there are other factors to consider, such as:

Is the time of year when you would like to cruise a high-demand season for that destination? For example – if you want to cruise Alaska and it is their summer – they will most likely be sold out unless you book at least a year in advance. Shoulder season may not have many sea days, or they may be at very odd times, especially for extended cruises.

Does the off-peak season go into areas that are not as interesting to you? For example – if you want to cruise Mexico and it is their winter as this is best time to cruise Caribbean (instead of their summer), which is the off-peak season for Mexico, it might not be as enjoyable because of the weather.

Keep in mind that every cruise line has different policies regarding their off-peak seasons, shoulder seasons, and peak seasons – so keep this in mind when you are trying to decide if now is a good time for you to book your cruise. You can always contact us for more information about specific cruises, itineraries, and cruise lines. If you are looking at booking a cruise on a budget , this will be one of the biggest factors in which season you choose to cruise.

What should I pack in my suitcase when going on a cruise ?

After you’ve booked your cruise, it’s important to plan your packing. When should you go on your Caribbean cruise? Should you leave in the summer or spring? You will want to check out the weather before making up your mind.

If you are looking for warmer temperatures, visit during late March through early November. It is likely to be cooler in the early fall.

If you and your family love fun in the sun, you should plan your cruise trip during the summer months for them this would be the best time to cruise Caribbean.

It is best time to cruise Caribbean in the early fall or late spring when it is not too hot but still sunny.” This is when the weather conditions are usually at their best. However, it can still reach as high as 90 degrees Fahrenheit during this time.

Is there anything you shouldn’t bring with you when traveling by boat ?

What do you need to bring? What makes for a great idea when traveling by boat?

Clothes, clothes, and more clothes. Bring about ten days’ worth – three pairs of shorts, six T-shirts (or seven if it’s winter), one long-sleeve shirt, one sweater or sweatshirt (in case the A/C is too cold), a swimsuit, socks, and underwear. If you’re going on a long sailing voyage, consider bringing a good supply of flip-flops or rubber shower shoes.

These items are what will make your cruising life easier:

A watch – You can easily use it to tell time when the ship’s clock breaks down (which it will).

A sewing kit – Like the watch, it’s really helpful when the ship’s clock breaks down (see above), and you’ll be glad to have one during any tropical storm or hurricane that knocks out power.

An electrical adapter – Essential if you’re travelling outside North America.

Don’t bring: Anything that could damage the boat (i.e., sharp objects like razors or knives) or anything that could be considered hazardous (i.e., flammable materials like gasoline or lighter fluid)

Do bring: Any necessities you might need for your trip, including water bottles, medication, snacks, sunscreen, hats/visors/sunglasses, insect repellent and travel toiletries. You may also want to include any special treats that are exclusively yours!

Three cruise ships moored in the bay lovely sunny day.

If you are planning to go on a romantic journey with your beloved then read about the best romantic places in the world!

Cruising the Caribbean is one of the best ways to spend your winter vacation at the best time to cruise Caribbean. The weather in the Caribbean is perfect for cruising, with an average high of 80 degrees Fahrenheit throughout December and January.

This time frame also happens to be the best time to cruise Caribbean as prices are at their lowest, so you can take advantage of some great deals while still enjoying amazing weather!

While there are many different holidays and celebrations throughout the year, you should make sure that you take some time to go cruising during this special time of year. Cruises are a great way to enjoy the Caribbean without any of the stress that comes with it.

During this season, cruise lines will offer discounts on their cruises along with other incentives to attract more guests. If you want to take advantage of these great deals and enjoy, I recommend that you start planning your cruise now and reserve a spot on the ship before seats sell out.

I hope that this has helped you come to conclusion about when it is best for you to go cruising in the Caribbean.