Before our first Disney cruise, I had a list of things I thought we would need. Now that we’re home, I can tell you which ones were worth bringing—and which one never got used!
My husband, Mila, and I sailed on a four-night Halloween on the High Seas cruise aboard the Disney Fantasy. Between swimming, island stops, dinners, and Halloween activities, we had plenty going on. But we managed to pack for the three of us with one large suitcase and a couple of smaller tote bags.
I’m glad we kept it simple. We had the things that helped us stay organized without bringing a suitcase full of extras.
If you’re packing for your first Disney cruise, here’s my honest take on what I would bring again.
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In a Rush? These Are the Things I’d Pack Again
● Packing cubes: My favorite for organizing our family’s suitcase.
● Pop-up hamper: A must-have for keeping dirty clothes together.
When three people are sharing one large suitcase, organization matters. I loved having a way to keep everything together instead of letting our suitcase become one big pile of clothes.
These are staying on my packing list for future family trips, too. They were one of those things that made our simple packing plan work.
If you’re using packing cubes for the first time, you could sort them by person or by type of clothing. Choose whichever makes it easiest to find what your family needs.
My verdict: Definitely bringing them again.
A Pop-Up Hamper: Small Item, Big Help
The pop-up hamper was a must for us.
With swimming and regular outfit changes, having somewhere to collect dirty clothes helped keep our room organized. It was a simple addition, but one I was glad we had packed.
I would make room for this again before adding another “just in case” outfit to the suitcase.
My verdict: One of my cruise packing essentials.
Magnetic Hooks and a Night-Light: Both Earned Their Space
The magnetic hooks and night-light both worked great in our stateroom.
Neither took up much luggage space, which is something I appreciate when I’m trying to keep our packing manageable. They were useful little additions rather than things we brought and forgot about.
We originally booked an oceanview room on Deck 2 and upgraded onboard to a verandah on Deck 10. Even with a room we loved, I was still happy to have these small extras.
My verdict: I would pack both again.
Large Reusable Cups: Glad We Brought Them
We brought large reusable cups, and they were helpful during the cruise.
These are an easy item to include if your family already has favorites at home. I would bring ours again rather than feeling like I needed to buy an entirely new set of things for another sailing.
That’s how I want to approach our next packing list: start with what we own and know we’ll use.
My verdict: Worth bringing.
A Stroller: Helpful for More Than Getting Around With Mila
We brought a stroller, and I recommend considering one if it works for your child and your travel plans.
For us, it was helpful for toting our things around. Family travel comes with bags and belongings even when you make an effort to pack lightly!
It also fit into the way we handled leaving the ship. We chose to carry our luggage off ourselves instead of having it collected and picking it up in the terminal.
With one large suitcase, a couple of tote bags, and the stroller, that worked well for our family. Leaving the ship was easy.
My verdict: I’m glad we brought it. Think about how your family will manage both the stroller and your luggage.
What We Didn’t Use: The Over-the-Door Organizer
The over-the-door organizer was the item we brought but did not need at all.
I can only speak for our family and our room, but it never became part of our routine. With the amount we packed, we were comfortable without using it.
For another cruise, I would leave it out and stick with the organizing items that actually helped us.
My verdict: Skipping it next time.
How We Kept Our Packing Manageable for Four Nights
We made a point of not overpacking, and I was happy with that decision.
Our luggage was manageable for the three of us, and carrying it off at the end of the trip felt straightforward. That was a good reminder that everything you pack eventually needs to make its way home!
For our next four-night cruise, I would use the same approach:
● Start with the clothing and everyday essentials our family needs.
● Use packing cubes to organize the suitcase.
● Add the small room extras we found helpful.
● Question anything we’re bringing only because someone else calls it a must-have.
● Check whether we can comfortably move all our luggage ourselves.
Our final packing list will always depend on the trip, but I don’t feel the need to bring every cruise accessory available.
Our Original Packing Plan vs. What We Actually Did
One thing changed beyond the suitcase: we had discussed staying overnight before the cruise, but ultimately did not. We arrived at Port Canaveral on embarkation day, and our assigned port arrival time was 2 p.m.
That’s why I like coming back to share what happened after a trip. The plan is helpful, but the things we actually used—and the decisions we changed—are what I want to remember for next time.
What I’d Bring on Our Next Disney Cruise
Packing cubes, a pop-up hamper, magnetic hooks, a night-light, and reusable cups all earned their space. The stroller was helpful for our family, too.
The over-the-door organizer can stay home.
Our first cruise was fantastic, and Mila is already asking to go again. When that next sailing comes around, I’ll be starting with a shorter, more personal packing list based on what worked for us.
What’s one thing you always pack for a cruise—and one thing you wish you’d left at home? Tell me in the comments!
There is something about Maine in the fall that just feels magical. Colorful leaves, crisp mornings, coastal views, lobster rolls, cute downtowns and all of those cozy New England vibes — it’s exactly the kind of fall trip I love.
But when I started looking at Maine, I quickly realized there are so many places you could stay.
Portland? Kennebunkport? Ogunquit? Camden? And is it worth driving all the way to Bar Harbor?
If you’re planning a fall family trip to Maine and trying to figure out where to stay, I’m breaking down some of the best towns, what each one is best for and — most importantly — the hotel I would look at first in each destination.
Because sometimes you don’t need a list of 25 hotels. You just want someone to tell you, “Start with this one.”
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When Is the Best Time to Visit Maine in the Fall?
One of the first things I learned while planning a Maine fall trip is that peak foliage doesn’t happen everywhere at the same time.
Northern Maine starts changing first, with the color gradually making its way toward the coast.
If you’re visiting southern and coastal Maine — including places like Portland, Kennebunkport and Ogunquit — mid-to-late October is typically a great time to visit for fall color.
Of course, foliage changes every year depending on the weather, so I always recommend checking Maine’s official foliage report as your trip gets closer.
And honestly, I wouldn’t plan the entire trip around hitting the exact day of “peak” foliage. There is so much to do in Maine in the fall that you’re still going to have a beautiful trip even if the leaves are a little early or late.
1. Portland
Best For: First-Time Visitors & Families Who Want Plenty to Do
If you’re visiting Maine for the first time, Portland is where I would start.
You get the charming New England feel, but you also have restaurants, shopping, the waterfront and plenty to do if the weather doesn’t cooperate.
The Old Port is one of the biggest reasons I like Portland as a family home base. You can park the car and spend time walking around, popping into shops, finding somewhere for lunch and exploring the waterfront.
You’re also close enough to take easy day trips along the coast.
It’s right in the Old Port area, which means you’re close to restaurants, shops and the waterfront. When I’m traveling with kids, I will almost always pay a little more for a location that means less time getting everyone in and out of the car.
The hotel also has an on-site café and rooftop restaurant, which is always nice after a long travel day.
Portland could easily be your home base for the entire trip if you don’t want to keep changing hotels.
2. Kennebunkport
Best For: That Classic New England Fall Feeling
If you picture a cozy Maine fall trip with cute shops, colorful leaves and coastal scenery, you’re probably picturing something that looks a lot like Kennebunkport.
This is where I’d stay if you want a slower, more charming getaway.
Spend time wandering around Dock Square, grab something good to eat, explore the shops and then take a drive along the coast.
You don’t need a packed itinerary here — and that’s part of the appeal.
It has that adorable retro coastal-Maine look, but what really sold me were the family-friendly extras.
There are games, kid-friendly activities and bikes, plus continental breakfast. It’s also just outside Dock Square, so you’re close to everything without feeling like you’re staying right in the middle of the busiest area.
This is the kind of property where the hotel actually becomes part of the vacation rather than just somewhere you sleep.
You could also stay here and visit Ogunquit for the day rather than changing hotels again.
3. Ogunquit
Best For: Ocean Views & a Relaxed Family Stay
Ogunquit is another town that immediately went on my Maine list.
Most people associate it with summer, but I actually love the idea of visiting during fall when the temperatures are cooler and you can enjoy the coastline without planning an entire beach vacation.
One of the biggest reasons to visit is Marginal Way, the beautiful coastal walking path between Ogunquit and Perkins Cove.
Grab a coffee, bundle everyone up and walk at least part of it.
One thing to know: If you’re traveling in 2026, check the hotel’s latest amenity information before booking. Its indoor pool is currently closed for renovation for the 2026 season.
How Long Should You Stay in Camden?
I’d stay one or two nights.
For a short Maine weekend, I’d probably skip Camden and concentrate on southern Maine. But if you have four or five days, this would be a beautiful addition.
5. Boothbay Harbor
Best For: A Quieter Coastal Maine Getaway
If you want the coastal Maine experience but prefer something a little quieter, look at Boothbay Harbor.
This is another destination I’d consider on a longer Maine road trip.
You get the waterfront, small-town atmosphere and plenty of opportunities to slow down and enjoy the scenery.
It’s also home to the Coastal Maine Botanical Gardens, which makes this area especially interesting for families.
Where I’d Stay: Spruce Point Inn
If I’m going all the way to Boothbay Harbor, I want the full coastal Maine experience — and Spruce Point Inn would be my splurge pick.
The resort sits on more than 50 acres along the shoreline, so this isn’t just about having a room for the night.
This is somewhere I’d build some downtime into the itinerary so we could actually enjoy the property.
I’d give Boothbay Harbor at least two nights if you’re making it part of your road trip.
6. Bar Harbor
Best For: Acadia National Park
And then there’s Bar Harbor.
If Acadia National Park is one of the main reasons you’re visiting Maine, this is where you’ll want to look.
The fall scenery around Acadia is incredible, and there are scenic drives, hiking trails and viewpoints throughout the park.
But there is one important thing to consider:
Bar Harbor is much farther from Portland than it looks when you’re casually planning a Maine trip.
For a quick three- or four-day getaway, I personally wouldn’t try to squeeze it in.
I’d rather enjoy Portland, Kennebunkport and Ogunquit than spend a huge portion of the trip driving.
But if you have a week? That’s a completely different story.
Then I’d absolutely consider adding Bar Harbor and Acadia.
How Long Should You Stay in Bar Harbor?
At least two to three nights.
I wouldn’t drive all the way to Bar Harbor just to spend one night.
So…Where Would I Stay for My First Fall Trip to Maine?
If I were planning a three- or four-night family trip, I wouldn’t try to see the entire state.
I’d concentrate on:
Portland → Kennebunkport → Ogunquit
You get three completely different experiences without spending your entire vacation in the car.
Portland gives you food, shopping and city activities.
Kennebunkport gives you that classic cozy New England fall experience.
And Ogunquit gives you the beautiful Maine coastline.
For a longer trip, I’d start adding Camden or Boothbay Harbor.
I’d save Bar Harbor and Acadia for a trip where I could dedicate at least a few days to that part of Maine.
Hotel or VRBO in Maine?
I always compare both.
For a quick one- or two-night stop, I usually prefer a hotel. It’s just easier.
Check in, explore, sleep and move on.
But if we’re staying somewhere for several nights — especially when traveling with family — I love having the extra room that comes with a vacation rental.
A VRBO can give you:
Separate bedrooms
A kitchen
More living space
Laundry
Parking
Space for kids to spread out
More room when traveling with grandparents or extended family
My advice?
Compare the total price, not just the nightly rate.
Once you add hotel parking or vacation-rental cleaning fees, the less expensive option isn’t always the one you expected.
A Simple 4-Day Maine Fall Itinerary
If you’re flying into Portland and want an easy first Maine trip, here’s how I’d do it.
Day 1 — Portland
Arrive in Portland, check into your hotel and spend the afternoon exploring the Old Port.
Walk the waterfront, browse the shops and have a great Maine dinner.
Day 2 — Portland + Cape Elizabeth
Spend the morning exploring more of Portland before heading out to see Portland Head Light.
Take your time enjoying the coastal views and fall scenery.
Day 3 — Kennebunkport
Head south toward Kennebunkport.
Explore Dock Square, grab lunch, walk around town and enjoy a slower afternoon.
Stay overnight in Kennebunkport or continue to Ogunquit.
Day 4 — Ogunquit
Spend the morning exploring Ogunquit and Perkins Cove.
If the weather is nice, walk part of Marginal Way before heading back toward Portland or continuing your New England road trip.
What to Pack for Maine in the Fall
Layers, layers and more layers.
Maine fall weather can change quickly — especially near the water.
I’d bring:
Sweaters
Jeans or leggings
Comfortable walking shoes
Lightweight waterproof jacket
Warmer jacket for mornings and evenings
Hat
Extra layers for kids
Small umbrella
Comfortable day bag
And definitely bring shoes you can walk in.
These little Maine towns are exactly the kind of places where you think you’re going out for a quick walk and suddenly realize you’ve been exploring for three hours.
Is Maine Worth Visiting in the Fall?
Absolutely.
I think fall might actually be one of the best times to experience Maine.
You get the coastal scenery Maine is famous for, but you also get colorful foliage, crisp weather and that cozy New England atmosphere that makes you want to stop for coffee every two hours.
For families, I especially like southern Maine because you don’t have to plan an enormous road trip to experience several different destinations.
My biggest advice would be not to over-plan it.
Pick a couple of towns, find a great place to stay and give yourself time to actually enjoy being there.
And if you’re planning to concentrate on Portland, Kennebunkport and Ogunquit, I have another guide that maps out exactly how I’d do it:
This post may contain affiliate links. If you purchase through these links, I may earn a small commission at no additional cost to you.
There’s something special about a family beach trip. Between the sunshine, salty air, and watching your child play in the sand, Myrtle Beach is one of those destinations that creates lasting memories.
As a mom, I’ve learned that a successful beach day starts long before you step onto the sand. Packing the right items can make the difference between a relaxing day and a stressful one.
After several beach trips with my family, these are the beach essentials I packed for Myrtle Beach and actually used.
Baby’s first trip to the beach 💕
1. Beach Wagon
A beach wagon made hauling towels, toys, snacks, and drinks much easier. If you’re traveling with children, this is one item I wouldn’t skip.
2. Portable Fan
The South Carolina summer heat is no joke. A portable rechargeable fan helped keep everyone comfortable during the hottest part of the day.
3. Waterproof Phone Pouch
Between ocean waves, wet swimsuits, and sandy hands, a waterproof phone pouch gave me peace of mind while still allowing me to take photos.
4. Beach Toys
Simple toys like buckets and shovels provided hours of entertainment. Sometimes the simplest activities create the best memories.
Simple beach toys seriously kept the little ones entertained.
One of my favorite moments from this trip was simply sitting on the beach watching my daughter enjoy the sand and ocean. Those simple family moments are what vacations are really about.
If you’re planning a Myrtle Beach vacation, I hope this packing list helps make your trip a little easier and a lot more enjoyable.
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