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!
Table of Contents
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.
Research Cruise Lines
There are plenty of options when it comes to selecting which company you would like to cruise with. The most popular being Carnival, Royal Caribbean, and Norwegian. Each cruise line offers a different experience, a vast array of onboard amenities, and even a handful of different ports of call. Take a look at all of your options as you plan for a cruise.
Picking a Departure Port
As I mentioned before, there are several departure ports from Florida. Florida is home to Jacksonville, Port Canaveral (Orlando), Tampa, and Miami. However, you aren’t limited to just leaving from Florida. You can also access the Caribbean from Galveston, New Orleans, Charleston, Baltimore, and even New York. Cruises also leave out of San Juan, Puerto Rico.
If you want to plan a cruise to the Western Caribbean I would suggest leaving from Tampa, Miami, New Orleans, or Galveston. If you’re looking to plan a cruise to the Eastern Caribbean or The Bahamas you can really leave from any of the ports.
Step 2: Booking Your Caribbean Cruise
Awesome, so you’ve figured out when and where you want to go, now it’s time to start booking your cruise.
Decide on the Ship and Dates
Alright, now it is time to narrow down your choices, do one last itinerary comparison and compare the final cost of each option so see which one works best for you.
For instance, if you want to do a week-long Eastern Caribbean cruise leaving from Miami in March, you’ll have several different options to choose from- the ship, the dates, the itinerary, the cost, etc. This is all part of the fun when you plan a cruise!
Once you have decided which cruise line to go with, you can use their search tool to add in your date ranges, departure port, cruise lengths, and any other parameters you want to search for. In doing so, you’ll see all of the details including which ships are leaving out of the ports during that time and where they will be heading.
Select Your Cabin Type
Once you’ve narrowed it down to which ship you’ll be sailing on, it is time to select your cabin. Not only can you select what type of cabin you want but you can also select where on the ship you want your cabin to be.
The cabin options range from budget-friendly interior cabins to oceanview cabins, balcony cabins, and various suites.
Interior Cabins
Although the interior cabins are a bit more inexpensive, they do not have any natural light and may not be the best option if you get claustrophobic. Personally, I love interior cabins because I sleep like a baby without having the sun wake me up.
6 Benefits of Booking an Interior Cabin
Exterior Cabins
Exterior cabins will either have a window or a balcony. Balconies will cost you a little more than a window but are a nice perk. There’s nothing quite like waking up, stepping out onto your balcony, and taking a moment to soak in the view. I love ordering a pot of coffee and breakfast from Room Service and enjoying it on my balcony
Location
Trust me, location is everything! If you pick the wrong cabin, you can easily have many sleepless nights on your journey.
You’ll be able to choose between forward, midship, or aft. You’ll also be able to select what floor you want to stay on. Pay close attention to the floor plan of the ship. Rooms by the elevator bays tend to have more noise coming from the atrium. The same can be said for cabins near the clubs, pool, bars, etc.
Pro-Tip: Cabins that are located midship and closer to sea level will receive less movement if you are concerned about seasickness.
Make Your Travel Plans
Consider where your embarkation port is and decide on what travel arrangements will need to be made. For instance, if you’re leaving from San Juan, you’ll have to book a flight to Puerto Rico. Depending on where you are coming in from, you may need to fly or drive a substantial distance to get to your departure port.
You’ll also need to book a hotel room, preferably close to the departure port. Another thing you’ll need to look into is to see if the terminal allows Uber drivers to enter the port area, or if they allow permit taxis.
I typically arrive in town the day before my cruise. It would really suck to be stuck in traffic on I-95 when you’re supposed to be boarding your ship.
Book Your Shore Excursions
Y’all, excursions are my favorite part of the cruise! An excursion is an activity that you book in a cruise port. The excursions range from historic tours, snorkeling and beach tours, visits to popular attractions, activities that will get your adrenaline pumping, and cultural activities. They are booked through local tour companies and cost additional money.
Excursions can go from anywhere from $39 to hundreds of dollars for scuba diving, golfing, and helicopter tours. While you won’t need to book an excursion in all ports of call, it is a great way to get out there and experience what the port has to offer.
You’ll generally have between 5-10 hours in port, but this varies based on the itineraries. Depending on how much time you have in port, and what excursion you select you may have additional time to explore the port on your own or do some shopping, as well.
Historical Tours
The Caribbean is a treasure chest of history…literally. If you’re a history buff, you’ll want to schedule at least one historical tour. These can range from bus tours, to walking tours. They are a great way to learn all about the local history.
Our favorite historical tours have been
- Xunantunich Maya Ruins in Belize
- Cahal Pech Maya Ruins in Belize
- Tulum Maya Ruins in Mexico
- English Harbour & Nelson’s Dockyard tour in Antigua
- Historic Island Tour in St. Thomas, St. Maarten, Antigua
Adventure Tours
These tours are for adrenaline junkies and thrill-seekers. There are tons of adventure options in each port. They do tend to be on the pricier side (due to insurance purposes), but they are typically totally worth the cost!
Our favorite adventure tours have been-
- Zip-Lining and Cave Tubing in Belize
- Swimming with Sharks & Rays in Belize
- Swimming with Stingrays in Grand Cayman
- Off-Road ATVing in Aruba
- Exploring the Caves of Rio Secreto in Mexico
Beach and Snorkel Tours
Grab your sunscreen and snorkel gear and hit the beach! Or, even better- hop on a catamaran and head out to the reef. There’s nothing quite like spending the day at a beach in the Caribbean. The beaches there are some of the most gorgeous on the planet. Many catamaran tours include time to snorkel and time at the beach. It’s a win-win!
Our favorite beach adventures have been-
- Little French Key in Roatan
- Hopping over to St. John from St. Thomas
- Catamaran and snorkel tour in Nassau and Cozumel
- Magens Bay in St. Thomas
- Snorkeling in Bonaire
Booking Your Excursion
All of the excursions will be listed on your cruise company’s website. You can typically start booking once you’ve made your deposit. If you’re booking through the cruise line, it is a good idea to book in advance- the popular tours often sell out.
Do I Need to Book an Excursion?
Your best bet is to do a bit of research. There are some ports where you can absolutely get away without having to book an excursion whereas others you’ll regret not doing so.
Research your destinations and decide what you’re most interested in doing in each port. Then, set a budget and go from there.
We’re working on a series that will answer this question for you in EVERY PORT we’ve visited and we’re laying out our favorite excursions. We’ll be adding to the list below each time a post is released.
Do I need to book an excursion in…
- …Amber Cove?
- …Aruba?
- …Belize?
- …Bonaire?
- …Cozumel?
- …Grand Cayman?
- …Grand Turk?
- …Half Moon Cay?
- …Mahogany Bay?
- …Nassau?
See also: 5 Ports Where Cruisers Stay on the Ship
Booking Through the Cruise Line vs. Booking With a Third Party
Honestly, booking through the ship is truly the easiest way to book an excursion, especially for beginners. The tours are easy to find, select, and pay for. You can even book them right on board the ship! While you may pay a little more for these tours, one huge advantage is that the ship guarantees that they will wait for you if an issue arises on your tour and you’re late getting back to port.
Obviously, nobody is forcing you to book through the ship. You can absolutely book an excursion through a third-party vendor. Many of the larger vendors, like Shore Excursions Group, Viator, and Resort for a Day, may even guarantee that they’ll get you back on time or pay for your travel arrangements to get you to your next port of call.
One advantage of booking with a third party company is they typically have smaller tour groups.
When Should I Book My Excursion?
My rule of thumb is, if it is something I really want to do- I book it.
If it is something I am on the fence about, or if I’m toying around with different options- I hold off.
Step 3: After You Book Your Cruise
Alright, sweet. You’re heading to the Caribbean. You’re stoked, I’m stoked, we’re all stoked. It’s time to start planning out those small details that will make your journal stress-free. Things like planning out who will take care of your pets, holding your mail, ensuring you have your medications, and of course- packing! Oh, and please….check the expiration date on your passport!
Here’s a list to help get you started:
12 Things To Do Before Your Cruise
Create a Packing List
This is something you’ll really want to put some thought into. You’ll want to consider what excursions you’ve planned, beachwear, evening wear, formal night, theme nights, etc.
Here are some lists for you to consider:
Bon Voyage!
That’s it, folks! Our step-by-step guide on how we plan a cruise! With some planning, research, and a positive mindset, you’re sure to have an amazing time checking out all of the incredible things the Caribbean has to offer.