How I Planned an Alaska Cruise for My Multigenerational Family (With Young Kids)

Contents
Planning an Alaska cruise with multiple generations? Read my firsthand insights from my own family's sailing—including which priorities actually mattered with three kids under seven.

Planning an Alaska cruise with young kids sounds exciting, but when you’re the one packing the bags and managing the logistics, it can feel overwhelming quickly. However, as both a travel advisor and a mom who recently returned from this journey, I believe the secret to a successful Alaskan family adventure isn’t about avoiding the chaos—it’s about building a framework that turns that chaos into connection.

This experience was also a powerful reminder that cruising remains a premier option for families when it’s planned with intention from the very beginning.

To understand how I turned that vision of harmony into a reality, here is a look back at my own experience of multi-generational family cruising to Alaska:

The Trip at a Glance: Our Family Setup

Our family traveled in mid-August 2025 aboard Caribbean Princess on Princess Cruises as part of a larger, multigenerational vacation with grandparents, siblings, and young kids. We sailed with our three children, ages 6, 4.5, and 20 months, staying in connecting interior staterooms to make our family of five work comfortably. My husband and I shared one room with two of our kids, while my two sisters stayed in the connecting room with our oldest, which gave us extra flexibility and support during the trip. 

The itinerary involved long travel days from Pennsylvania, multiple flights across four time zones, mixed weather, busy itineraries, and only one stroller. We also intentionally added a short pre-cruise land stay before sailing to help with pacing and time zone adjustment. Add in the fact that Caribbean Princess is an older ship, and I had very real questions about whether this type of cruise would truly work for traveling with young children. This experience became a strong reminder of why cruising can be an excellent option for families, especially multigenerational ones, when it’s planned with kids in mind from the very beginning.

Why Cruising Works for Multigenerational Family Travel to Alaska

When you’re planning a trip with multiple generations, flexibility matters more than almost anything else. In our case, what started as a large family trip of over twenty people ultimately became fourteen sailing together, with different households, ages, and travel styles involved. A cruise made sense because it allowed everyone to share the same overall experience while still moving at their own pace.

For families traveling with young kids alongside parents, aunts, and uncles, cruising removes a lot of pressure. Meals are built in, accommodations stay consistent, and there’s no need to constantly coordinate transportation or daily logistics. Each family can choose how much or how little they want to do together, which is especially important when energy levels and interests vary.

Alaska is also a destination that lends itself well to cruising for families. It offers incredible scenery and meaningful experiences without the need to move hotels every few days. For a multigenerational group, that balance of adventure and simplicity is what makes an Alaska cruise such a strong option.

How Our Multigenerational Group Made Decisions Together

In multigenerational trips, the planning process isn’t always linear, and this one was no exception. My mom and her sisters were the ones leading the cruise line decision, and Princess Cruises was the line they felt most comfortable with and excited about. Initially, sailing on a newer ship was suggested, which checked a lot of boxes.

As planning continued, another priority became clear. Visiting Glacier Bay National Park was especially important to several family members. Once that came into focus, it shifted the direction of the trip. Not every Alaska itinerary includes Glacier Bay, and that detail quickly became a deciding factor. Glacier Bay access requires a National Park Service permit, which is why not all Alaska itineraries can include it—making it a more exclusive experience.

At that point, the group weighed what mattered most. A newer ship versus a once-in-a-lifetime destination experience. Glacier Bay won, which meant sailing on an older ship. From there, my focus became making sure that choice would still work well for families with young kids.

This is common in multigenerational travel. Different generations value different things, and successful trips come from understanding those priorities early and planning around them rather than trying to make one option perfect for everyone.

Pro Tip: When you’re traveling with fourteen people across multiple households, the administrative side of the trip can get messy fast. One of the biggest advantages of working with a travel advisor for multigenerational travel is having one person keep everything organized. An advisor can coordinate cabin locations, place rooms close together when possible, track who is in which stateroom, and share that information with the group ahead of time. That way, families aren’t searching for each other onboard and the focus stays on enjoying the trip rather than managing logistics.

Do You Need a Newer Ship for an Alaska Family Cruise?

Once it was clear we’d be sailing on an older ship, I had many of the same concerns I hear from parents all the time. Would there be enough for young kids to do? Would the ship feel dated? Would we miss the slides and attractions found on newer ships?

After experiencing Alaska this way, I can confidently say that an older ship works extremely well for this itinerary. Alaska isn’t tropical Caribbean weather, and the focus of the trip isn’t lounging by the pool or spending all day swimming. In fact, when our kids tried the pool, they lasted about fifteen minutes before getting cold, which quickly led to cranky kids who weren’t dry and changed fast enough.

While I personally enjoy the slides and attractions on newer ships, they simply weren’t necessary for this trip. Alaska is about the scenery, the ports, and what you see along the way. For this itinerary, the ship served as a comfortable home base rather than the main attraction, and that worked perfectly for our family. 

Pro Tip: If you’re deciding between a newer ship with more onboard attractions and a specific Alaska itinerary, think about what your kids are most likely to remember. Will it be the waterslide, or will it be seeing their first whale? For our family, the destination mattered more than the ship’s features. That said, we always consider how much time will actually be spent onboard. If an itinerary includes two or three full sea days, a newer ship may make more sense. For Alaska sailings that are port- and scenery-focused, older ships can be a great fit.  

One of the best things we did as a group was naturally claim a spot toward the back of the ship as “our place.” There always seemed to be someone there, which made it an easy meeting point and a comfortable space to sit and enjoy the views together. As an added bonus, it was located right near a water table that the kids absolutely loved. Even when they were wet and cold, it was hard to pull them away.

Hilary's son cruising in Alaska, bundled up and content
My son scenic cruising in Alaska, bundled up and completely content (Photo by Hilary Lewandowski)

Getting There: Why We Added a Pre-Cruise Land Stay

One of the biggest challenges of this trip had nothing to do with the cruise itself. It was getting there. Traveling from Pennsylvania to Alaska with three young kids meant five flights, crossing four time zones, and being on the move for nearly two weeks.

Adding a short land stay before the cruise ended up helping more than I expected. Our four days in Banff National Park weren’t just about seeing the mountains. They allowed our family to gradually adjust to the time change. We moved west in stages, with a layover in Toronto, then time in Banff, followed by Vancouver, and finally Anchorage. Instead of jumping straight from Eastern Time to Alaska Time, our kids adjusted little by little.

We went into the trip with realistic expectations. We planned for long days, slower mornings when possible, and flexibility when things didn’t go exactly as planned. Once onboard, the structure of the cruise helped everyone reset. Meals were easy, there was no need to pack up and move again, and the kids settled into a predictable rhythm. That contrast made the earlier travel days feel manageable and reinforced why cruising works so well for families on longer, more complex trips.

What to Pack for an Alaska Cruise with Young Kids: Layers Over Luggage

Packing for this trip felt intimidating at first because of the variety of conditions we were traveling through. Banff brought mixed temperatures, and Alaska ended up being much the same. Some days were cool and damp, others were warmer than expected. That unpredictability makes it tempting to overpack, especially with kids.

What worked best was focusing on layers instead of packing for one specific type of weather. Waterproof outer layers were far more useful than heavy coats, especially with kids who were constantly moving.

One decision that made a big difference was planning to do laundry onboard. We sent laundry out almost every day, which allowed us to pack fewer clothes overall. I was initially nervous about how that would work, but Princess Cruises handled it extremely well through their laundry service, which comes at an additional but reasonable cost. Each piece of clothing was tagged, which gave me peace of mind that nothing would go missing.

Laundry took about a day and a half to come back, so we had to be mindful about what we sent out and make sure we weren’t giving up items we’d need right away. With a little planning, it worked smoothly. An added bonus was coming home with mostly clean clothes, which made the transition back to everyday life much easier.

What Our Kids Actually Enjoyed Onboard (And What Surprised Us)

Once onboard, the flexibility of cruise life really stood out. With a multigenerational group, everyone had different priorities and energy levels. Cruising made it easy to come together when it made sense and separate when it didn’t.

One of the unexpected highlights for our kids was dinner in the main dining room. We had the same table each night, and the boys genuinely looked forward to leading the way to “their” table every evening. That consistency helped dinner feel familiar instead of overwhelming.

Our wait staff truly made those evenings special. From making paper airplanes and flying them through the dining room with the kids, to creating paper and towel hats, they turned dinner into something fun instead of something we had to rush through. The boys loved the attention and, of course, the steady supply of cookies for dessert. Those interactions became some of their favorite memories from the trip.

Princess Cruises' wait staff making dinner fun for kids
Our wait staff turned dinner into something our kids looked forward to every night (Photo by Hilary Lewandowski)

Wildlife Watching and Glacier Bay: The Real Alaska Highlights

Wildlife spotting was another huge highlight for our kids. Whale watching in Juneau was met with an enthusiastic “WOW!” every single time we saw one. The excitement never wore off. In Glacier Bay, they were especially fascinated by the sea otters floating past the ship. There must have been hundreds, and watching them drift by became its own form of entertainment. Interestingly, the glaciers themselves didn’t hold their attention quite as much, which made sense given their ages.

Glacier Bay day was still one of the most memorable parts of the cruise. It’s not a typical national park you can visit whenever you want, and being able to say you’ve been there feels special. The scenery was breathtaking, and the day itself was incredibly peaceful. Standing on the upper decks and simply stopping to stare felt like a reset for everyone. While I don’t think Glacier Bay needs to be the top priority for every family, if you’re already planning an Alaska cruise and have the option to include it, it’s a meaningful experience to check off the list.

Peaceful cruising through Glacier Bay National Park in Alaska
A peaceful day of scenic cruising through Glacier Bay National Park (Photo by Hilary Lewandowski)

Booking Early Made All the Difference

This trip was booked about 18 months in advance, which can feel far out for some families, but it made a big difference for us. If connecting rooms are important to your family, I highly recommend booking as early as possible. That’s when you’ll have the best room selection and often the best pricing.

Our family of five needed connecting staterooms, and when we booked, there were already very limited options available. Booking early allowed us to secure the setup we needed and place other family members in rooms right next door. For a multigenerational trip, that proximity made day-to-day logistics much easier.

We also booked during “Wave Season” (January–March), which meant reduced deposits were available. This allowed us to spread payments out over time instead of feeling rushed closer to the sailing date. For larger families or groups, that flexibility can make planning far more manageable.

Pro Tip: Wave Season runs January through March and offers some of the year’s best perks like reduced deposits, onboard credits, and better cabin availability—making it the ideal booking window for multigenerational groups.

Lessons Learned: What I’d Do Differently Next Time

Even with professional planning, every trip is a learning experience. If I were booking this exact trip again, here are the adjustments I’d make to smooth out those remaining friction points:

  • Pack more versatile, all-weather clothing to reduce luggage, such as rain shells with fleece liners that work across a range of conditions.
  • Let go of trying to manage every moment for the group. Some of our best memories came from unplanned moments, like the kids spending time at the water table, even when it seemed too cold or windy. Being flexible allowed those moments to happen.
  • Be present and lean into the themed, region-specific experiences offered onboard. Even activities that might not seem appealing at first can be done exceptionally well, like the educational sled dog program, which turned out to be one of the most interesting parts of the cruise.

Otherwise, I wouldn’t change much—which says a lot about how well this trip worked.

Is an Alaska Cruise Right for Your Family?

An Alaska cruise can be an incredible experience for families, but it isn’t the right fit for everyone. Alaska cruises work especially well for families who enjoy nature, scenery, and shared experiences over nonstop onboard attractions–and who can be flexible with weather. It’s also a great option for multigenerational groups who want to travel together while still allowing each household to move at its own pace.

Pro Tip: Successful family travel isn’t about the newest ship—it’s about the right ship. I help clients prioritize their travel goals to ensure we design the ideal experience for them.

Families looking for a high-energy, resort-style experience with lots of onboard thrills may be happier on a Caribbean cruise on a newer ship. Weather in Alaska can be unpredictable, which means flexibility is important, especially when traveling with kids.

This trip reinforced that successful family travel doesn’t come from choosing the newest ship or packing every moment of the day. It comes from thoughtful planning, realistic expectations, and understanding how families actually travel.

When trips are planned with intention, cruising can be one of the most comfortable and rewarding ways for families, including those with young kids, to experience a destination like Alaska together.

Ready for Your Own Family Cruise to Alaska?

If you’re considering an Alaska cruise for your family or multigenerational group, start by identifying what matters most to each generation, book early for the best cabin selection, and plan with flexibility in mind. The result can be one of the most memorable trips your family takes together.

Planning a multigenerational trip to the Last Frontier involves a lot of moving parts—from securing those elusive connecting rooms to navigating time zone shifts with a toddler. As a travel advisor who has personally lived this experience (and survived the packing), I’m here to take the logistics off your plate.

Whether you’re dreaming of Glacier Bay or looking for the perfect ship to keep three generations happy, let’s work together to create a seamless, stress-free vacation.

Contact me today to start planning your own family voyage!

Share This Article

Written by

More by Hilary Lewandowski

Yodl email newsletter subscriber on her laptop
JOIN OUR NEWSLETTER

Get expert advice and travel inspiration straight to your inbox.

By subscribing, you agree to Yodl’s Privacy Policy.

WELCOME TO YODL

Get our latest Expert Insights and meet our newest travel advisors!

This website uses cookies to improve your experience. By continuing, you agree to our use of cookies. Learn more in our Cookie Policy.