The Ultimate Guide on How to Plan a Cruise

How to Plan a Cruise– Are you dreaming of white sand beaches and turquoise water? You’re not alone! Cruising is one of our favorite ways to travel. You don’t have to worry about the logistics of getting from Point A to Point B, you get to travel to extraordinary places, and you get to experience incredible things. It truly is one of the best ways to travel.

Whether you’re a first-time cruiser or experienced cruise travelers, there are tons of little details that you need to think about when you plan a cruise. You’ll need to decide where you want to travel when you want to cruise, and what you’ll be doing in port. You’ll also have to consider things like the location of your cabin, what you should pack, and other ins-and-outs of cruising.

Does this sound a little daunting? No worries! We’ve created the Ultimate Guide on How to Plan a Cruise!

 

Here’s how to plan a cruise- everything from researching ports and shore excursions to planning your packing list– we’ve got you covered!

The Ultimate Guide on How to Plan a Cruise

Step 1: Planning the Details of your Caribbean Cruise

This is one of my favorite parts of planning a cruise. During this phase, you’ll figure out when you want to travel, where you want to travel, and how long you would like to be out to sea.

When To Book a Cruise

There is plenty to consider when you’re trying to decide when to cruise. Firstly, since we’re focusing on the Caribbean here, it is important to note that hurricane season officially lasts from June 1 to November 30th. The season tends to peak in September.

Traditionally, this is when you’ll see the lowest cruise fares. Some people tend to steer away from traveling during hurricane season however, I’m not one of those people. Oftentimes, when there is a storm your itinerary will change a bit. I’ve had two cruise itineraries that were impacted by a tropical storm or hurricane. On the first one, we simply skipped a port and had an extra sea day. On the second one, we visited Grand Turk instead of St. Thomas.

Planning a cruise during the shoulder season, or off-season can help you save money on your cruise. Of course, you’ll see the highest cruise fares during holidays and cruising seasons. You’ll pay more money to sail during the December holidays as well as from late January throughout Easter, due to Spring Break.

Personally, my favorite months to cruise are September, October, January, and March.

[More Information About the Best Time To Book a Cruise]

 

How Long to Cruise

After deciding when to travel, you’ll want to figure out how long you want to be at sea. Cruises can last anywhere from 2 or 3 days to a week, and even longer! Depending on where you depart from, the shorter cruises will focus on the Western Caribbean, Mexico, The Bahamas, and the US Virgin Islands. When you select longer cruises, you’ll be able to venture down to the Southern Caribbean to more “exotic” ports.

Pro-Tip: Don’t forget to account for your transit time! I like to arrive at my departure port a day in advance. That way I can wake up, leave the hotel, and hop right on the ship.

The perfect cruise length will vary for everyone. My favorite cruises have always been weeklong ones. Shorter 5-day cruises may be more suitable for those traveling with children (especially if you’re going during the school year). When we plan a cruise, I tend to look for 7+ day cruises.

 

Deciding Where to Go

This is my favorite part of the planning process. I love playing with my departure date and departure port to see what ports are available during the time I’d like to travel. Being from Florida, I have several ports to choose from: Jacksonville, Port Canaveral (Orlando), Tampa, and Miami. Even if you aren’t from Florida, you can consider leaving from different ports to see what options are available to you.

The Caribbean is generally split into three regions: Western Caribbean, Eastern Caribbean, and Southern Caribbean. If you’re interested in going to the Southern Caribbean, you’ll probably want to/need to leave from Miami or Puerto Rico.

View My Favorite Caribbean Ports
An Upclose Look at the Zones of the Caribbean– Western, Eastern & Southern

 

Western Caribbean Cruises

Western Caribbean cruises typically feature destinations such as Grand Turk, Grand Cayman, Cozumel, Jamaica, or Costa Maya. The week-long cruises will often times visit Belize and Roatan, as well.

The Western Caribbean is perfect for adventurers, history buffs, and beach bums. This is where you’ll find the Maya ruins of Tulum, Xunantunich, Cahal Pech, Chichen Itza, as well as many others. Snorkeling and diving are also top-notch here, especially near Belize and Mexico where you’ll find the Blue Hole.

Other popular excursions include off-road ATV adventures, catamaran rides, ziplining, and other cultural experiences.

 

Eastern Caribbean Cruises

Eastern Caribbean cruises often feature ports such as San Juan, St. Thomas, St. Maarten, Amber Cove, Tortola, Grand Turk, and The Bahamas. Itineraries typically range from the 5 to 7-night range, however, they can be shorter if you’re looking to just zip over to The Bahamas from Florida.

The Eastern Caribbean is full of colonial history, pirate history, shopping, beautiful beaches, and volcanic islands with lush green hillsides. These are easily some of the most stunning places in the Caribbean! What’s even cooler is many of these ports offer excursions that will take you to nearby islands such as St. John and St. Barts which are a bit more off the beaten path.

 

Southern Caribbean Cruises

Last but not least, is the Southern Caribbean. These itineraries require a bit more time but trust me, they are totally worth it! Since the ports are further from the United States, the cruises tend to be in the 7+ day range and cost a bit more. Cruises that venture to the southern Caribbean often feature Antigua, Barbados, St. Lucia, and the ABC Islands (Aruba, Bonaire, Curacao) on their itineraries.

Many cruises that hit these ports leave out of Miami or Puerto Rico, so it is important to take that into consideration when booking the trip, as well.