Don’t do a dress. Just do comfort and shorts. Also, it’s his first trip- it will be as magical as you make it. He has no expectations. Going to character dining might be his best thing. Don’t be discouraged if that’s his favorite. Also, cooling towels and personal fans make the difference!
2026-05-17 21:24:16
96
Elle Leonard :
Accepting any and all Disney recommendations too!
2026-05-17 21:07:47
0
Elizabeth Flannery :
I wear tank like dresses almost exclusively. Either skorts or shorts underneath if they don’t have them. As far as tips, you do need reservations for sit down and character meals. Definitely need to plan ahead. Split your day and either pool or nap midday. Florida rain is usually between 4-6, although now we are in a drought daily rain is back. We have disposable rain jackets by the dozen. Order from Amazon, easy to simply toss them try to figure out how hat to do with the wet ponchos. Finally, neck fans and/or clip on fans for strollers.
2026-05-17 22:38:47
3
Dubbz💋 :
As a frequent visitor to WDW, I do love the halara tennis dresses! If you’re going in June it’s gonna be hot so definitely fans, and cooling towels! Easy peasy outfits that keep you cool are gonna be the most helpful! Definitely take breaks and do some character dining (if you haven’t booked them yet, definitely try to soon)
2026-05-18 05:09:10
3
deniseleeg :
I’m not ready for him to be 4 🤦🏻♀️🥹💕
2026-05-17 21:20:18
21
Dana :
White shorts aren’t a good idea they get dirty on the rides and if they get wet….well not good. I love overalls and I am a lot older than you. So comfortable!
2026-05-19 06:46:53
1
The Sarah Davidson :
Kingdom stroller for stroller rentals. Kingdom transportation for black car service to/from airport with car seats. Ship pull ups and snacks to the hotel and pick up with bellhop. Buy them a bubble wand and fan on the first day—you’ll use both the whole trip.
2026-05-22 01:15:13
0
darragh169 :
Wait am I related to u my second name is Leonard
2026-05-18 07:13:47
2
House of Caoimhe :
How is he almost four already?!
2026-05-18 00:18:08
16
Arienne :
Halara shorts. Super comfy, quick drying if you get wet. 10/10
2026-05-17 21:46:35
4
R :
Comfort over cuteness, trust
2026-05-18 02:15:57
3
Jaclyn | Pilates Instructor :
I’m going to need a link to that red tennis dress bc dang mama 🤩
2026-05-17 21:35:10
1
Sandy :
Ummmmm, I'm not sure Liam is the only excited one!!! ♥️
2026-05-20 20:38:20
0
Alena :
We are at the Festival of the Lion King with you!
2026-05-19 14:06:10
0
maribeth :
Athletic dresses are a must at Disney World. So easy and breathable for the hot/humid days.
2026-05-18 16:59:02
2
Mackenzie 🍒🏁 :
Ahhh we’ll be there Friday maybe we’ll run into you!!
2026-05-20 10:48:58
0
emmmmbbbb :
Love the red dress 💖
2026-05-20 06:30:26
0
Grace smith :
First
2026-05-17 21:05:10
1
👑ملک حسن اعوان(نمبردار)🥂³³³ :
hal mam you help me?
you contect me pleace help me
2026-05-22 04:17:33
0
Meyers Leonard :
I’m okay with a few hey moms
2026-05-27 03:18:53
0
J :
Disney travel planner here. I know everything about Disney!!! Would love to help make all their dreams come true!! 😉 866-321-magic
2026-05-18 02:01:27
0
Reactiveyam :
4?!?!
2026-05-18 01:48:32
0
Cappy :
Amazon shop?
2026-05-18 00:43:02
0
Katie Silk :
Def go biker shorts/comfy shorts and t shirts!!! Only excercises dresses if needed but get some with detached shorts!!
2026-05-17 21:44:22
0
0 :
Second
2026-05-17 21:09:39
0
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