When people start looking for a cruise, it’s easy to begin with the cruise line. Maybe you’ve sailed with one before and enjoyed it, or you’ve seen photos of a new ship that looks incredible. You might even start by comparing prices and seeing which cruise catches your attention.
But when I think about planning a cruise, I prefer to start somewhere else.
Where do you want to go?
Maybe Alaska has been on your travel list for years. You want to experience the glaciers, see wildlife and visit some of the small towns along the coast. Maybe you’ve always wanted to explore the Mediterranean and like the idea of waking up somewhere different each morning. Or perhaps you’re dreaming about warm Caribbean beaches and simply want an easy vacation somewhere beautiful.
Once you know what you want to experience, you can start looking at the cruise itineraries that will actually take you there. From there, it becomes much easier to determine which cruise line, ship and cabin make the most sense for your trip.
Because as important as the ship can be, where it takes you matters too.
Start With the Destination, Not the Cruise Line
There are certainly times when the ship itself is a big part of the reason for taking a cruise. Some travelers want to experience a particular new ship or spend their vacation enjoying everything onboard. But if your reason for cruising is to experience a destination, I think the destination should lead the planning process. Instead of deciding you want to sail with a particular cruise line and then choosing from the itineraries it offers, start by identifying the places you most want to see. Once you know that, you can compare the cruise lines and ships sailing those itineraries. This can open up possibilities you might not have considered otherwise.
The cruise line you sailed with last time may still turn out to be the best fit. But another cruise line might offer an itinerary with a port you really want to visit, more time in a particular destination or a scenic cruising experience that is important to you. The goal isn’t to choose a cruise line first and make the vacation fit around it. It’s to find the cruise that fits the vacation you actually want.
Look Beyond the Number of Ports
When comparing two cruises, it’s tempting to count the stops. One itinerary visits three ports. Another visits four. Four must be better, right?
Not necessarily.
The number of ports only tells you how many places the ship visits. It doesn’t tell you much about what those days will actually look like. Look at which ports are included rather than simply how many there are. If one itinerary includes a destination that is especially important to you, that may be more valuable than an additional stop somewhere you aren’t particularly excited about visiting.
The balance between port days and sea days matters too.
A port-intensive itinerary can be wonderful when your goal is to see as much of a destination as possible, but several early mornings and full days of sightseeing in a row can also make for a busy vacation. An itinerary with an extra sea day gives you more time to enjoy the ship and slow down between destinations. Neither is automatically better. They simply create different kinds of vacations.
Pay Attention to How Long You’ll Actually Be in Port
Seeing a destination listed on an itinerary is only the beginning. The arrival and departure times can make a significant difference. A ship that arrives early in the morning and stays until evening gives you a very different opportunity to explore than one that arrives around midday and leaves a few hours later.
This becomes particularly important if there is something specific you want to do ashore. You may have enough time for a walking tour and lunch on a shorter port day, while a longer stay could give you time to venture farther from the port or choose a more involved excursion.
Occasionally, itineraries include an overnight stay in port, which can create an entirely different experience by giving you additional time ashore without needing to return to the ship until the following day. So when comparing itineraries, don’t stop at the port names. Look at the clock too.
Scenic Cruising Counts as Part of the Itinerary
Not every memorable destination requires you to step off the ship. This is especially true in places like Alaska, where scenic cruising can be one of the highlights of the entire vacation. Sailing through areas surrounded by mountains, glaciers and wildlife is part of the destination experience even though it isn’t technically a port stop. That means two Alaska itineraries that appear similar at first glance may offer different experiences once you look more closely at their scenic cruising routes. It is another reason I prefer to compare the complete itinerary rather than simply looking at the departure port, number of nights and list of stops.
And it may even affect another decision you make later: your cabin.
On a cruise where much of the scenery can be enjoyed from the ship, having your own balcony may be more important to you than it would be on another vacation. On a port-intensive itinerary where you expect to spend very little time in your room, you might decide you’d rather put that money toward excursions instead. The itinerary can help determine the cabin, rather than the other way around.
Sea Days Are Part of Your Vacation Too
Sea days sometimes look like blank spaces on an itinerary, but they shouldn’t be overlooked. They are your opportunity to enjoy the ship. Depending on the cruise, that could mean spending time by the pool, trying restaurants you haven’t visited yet, attending activities or entertainment, finding a quiet place to read or simply doing very little.
How many sea days you want depends on the kind of vacation you’re imagining. If the destination is your primary focus, you may prefer an itinerary with more ports and fewer days at sea. If you want the ship to be part of the vacation, a few sea days may be exactly what you want.
This is also where the particular ship begins to matter more. If an itinerary includes several sea days, I would pay closer attention to what the ship offers and whether those onboard experiences appeal to you.
Consider How You’ll Get Ashore
Another detail that can be easy to miss is how you actually get from the ship to the destination. At many ports, the ship docks and you simply walk ashore. At others, the ship may anchor offshore and passengers travel to land on smaller tender boats. Tendering isn’t necessarily a reason to avoid an itinerary, but it can affect how quickly you get ashore and how you plan your day.
The location of the cruise port itself matters too. Sometimes the destination named on the itinerary is close to the attractions you want to see. In other places, reaching the city or sightseeing area may require additional transportation, which can take time out of your day ashore.. These aren’t necessarily dealbreakers. They’re simply part of understanding what you’re actually choosing when you compare itineraries.
Don’t Forget About the Embarkation Port
Your cruise vacation doesn’t necessarily begin when you step onto the ship. Where the cruise departs from can affect airfare, hotel costs and the overall logistics of your trip. And sometimes the embarkation city is worth turning into part of the vacation itself.
If you’re flying to your cruise, I generally think of the pre-cruise stay as part of the overall travel plan rather than something completely separate. Arriving at least a day before embarkation gives you a buffer in case of flight delays or other travel disruptions, and it may also give you an opportunity to experience another destination along the way.This is especially worth considering when comparing itineraries that depart from different ports. A cruise fare may look better on one sailing, but airfare and pre-cruise expenses could change the total cost of the vacation.
The Ship Still Matters
Starting with the destination doesn’t mean the cruise line or ship isn’t important. Once you’ve identified the itineraries that take you where you want to go, then you can start comparing the ships that sail them. This is where the questions from my blog post about choosing the right cruise line become useful.
Do you want a lively ship with lots of activities and entertainment? Would you prefer something quieter and more relaxed? Are you traveling with children or multiple generations? How important are dining, entertainment and onboard amenities?
You may find several cruise lines offering similar itineraries. At that point, the experience onboard can help narrow the choices. And sometimes there will be a tradeoff. Your favorite itinerary might be on a ship that wasn’t originally at the top of your list, while the ship you’re most excited about might skip a destination you really wanted to visit. That’s where your priorities come into play.
Compare the Whole Vacation
Cruise itineraries aren’t just a list of ports. They’re the framework for your entire vacation. The destinations, time in port, sea days, scenic cruising, embarkation city and ship all work together to create the experience.
Price matters too, of course, but just as I don’t think the lowest cruise fare always represents the best value, I don’t think the itinerary with the most ports is automatically the best choice. I would rather look at what you’re getting from the vacation as a whole. If one cruise costs a little more but visits the destination you’ve always wanted to see, gives you more time ashore or includes an experience that’s important to you, that difference may be worthwhile.
On the other hand, if your goal is primarily to relax and enjoy the ship, paying more for a port-intensive itinerary you don’t particularly care about may not make sense.
Start With Where You Want to Go
There are a lot of decisions involved in choosing a cruise, but you don’t have to make all of them at once. Start with the simplest question:
Where do you want to go?
Then we can look at the itineraries that will take you there and compare the details that could make one a better fit than another. Once we understand the trip you’re trying to create, we can determine which cruise line and ship fit your travel style, which cabin makes sense and where your vacation budget is best spent.
That’s one of the things I enjoy most about cruise planning. There isn’t one cruise that’s right for everyone. The goal is to put the pieces together in a way that creates the right cruise for you.
Expertly Planned. Personally Crafted.




