We drove straight through from North Bennington, Vermont to Winter Garden, Florida. No overnight stop, no splitting it into two days β just gas, food, and go. My wife did the majority of the driving; I took over for about 8 hours of the trip. The rest was all her.

Staying at the Hilton Aqua Sol
We stayed at the Hilton Aqua Sol in Winter Garden, Florida β the same place we stayed in 2024 when we got married. We loved it so much the first time that coming back was a no-brainer. It's close enough to Magic Kingdom that you're not spending half your day in transit, but far enough from the Disney bubble that you get some breathing room.
The hotel itself was clean, comfortable, and honestly exactly what we needed. We ended up spending way more time at the resort than we expected β which says a lot, because you never really do on a Florida trip. The kids loved it. They spent hours running around the grounds catching lizards, which became this whole unexpected obsession. And the water park was a massive hit β especially the water slides. They would've stayed there all day if we'd let them.
The mornings were easy, the breakfast got us out the door quickly, and coming back to a quiet room at the end of a long day was exactly right.
Winter Garden is a nice little area too. If you've only ever stayed on Disney property, it's worth knowing there's a whole world just outside the gates that's more relaxed and a lot easier on the wallet.
You can see my full review on Hilton Aqua Sol.
The Adults' Night Out
On Father's Day night β June 21st β we had the older kids (18 and 19) watch the younger ones so we could go out for some fun and headed out. The original plan was CityWalk. We took an Uber and arrived at 11:40pm, only to find out they close at midnight. We weren't about to go through security just to turn around and leave, so we called another Uber and ended up at Tin Roof instead β and honestly, I'm glad we did.
Drinks, live music, and a moment I'll never forget. The second we walked through the door, the band started playing "How You Remind Me" by Nickelback β the song I played at my father's funeral. It was Father's Day. That song, at that exact moment, hitting me as soon as I stepped inside β it felt like a sign. Like my dad was letting me know he was still watching over me. I was floored.
After we left the bar, my wife looked at me and said, "Let's go do the Slingshot."
I looked at her and said, "You're amazing. Let's do it." We did it once and she loved it so much she wanted to go again. Yep β back to back, and we loved every second of it.







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