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Aloha Reader! I need to tell you about something that's been breaking my heart lately. Last week, I got an email from Sarah, a mom of three who'd been planning their dream Hawaii trip for over a year. They saved up, booked their flights, found the perfect condo rental... and then discovered they couldn't do ANY of the activities her kids had been most excited about. No Diamond Head sunrise hike. No Haleakala crater viewing. No snorkeling at that special spot she'd been promising them. All booked up. Sometimes months in advance. Sarah's story isn't unique. I'm hearing it over and over again, and it's absolutely preventable. Here's the thing: Hawaii trip planning has completely changed in 2025. The old advice of "just book flights and hotels, then figure out activities when you get there"? That'll leave your family staring at "SOLD OUT" signs everywhere. My friend learned this the hard way on her most recent trip when she tried to grab last-minute tickets to the USS Arizona Memorial. The woman at the desk just laughed (kindly, but still) and said, "Honey, we're booked solid for the next two months." The #1 mistake families are making? Not booking activities and attractions when they book their flights. I'm talking about reservations for:
But here's what makes me really sad – it's not just about missing out on activities. When families can't do what they planned, they end up:
The good news? Once you know the new rules, planning is actually easier than ever. I've completely updated my approach for 2025, and families who follow my new timeline are having BETTER trips than before – less crowded experiences, smoother logistics, and way less stress. Want to know exactly how to avoid the planning pitfalls that are catching so many families off guard? I've written detailed guides that walk you through everything: 🌺 What I Wish I Knew Before Going to Hawaii with Kids – This covers all the insider tips I've learned from 40+ trips, including what to book first 🏝️ Best Things to Do on Oahu with Kids – 101 activities with specific booking requirements and timelines Plus, if you're planning fall travel (which is looking AMAZING this year), check out my September guides:
My new 2025 planning timeline (bookmark this!): 6 months before: Book flights, accommodations, and car rentals Trust me, following this timeline will save you from so much heartache. And honestly? Your trip will be better because you'll have access to experiences that spontaneous planners simply can't get. Don't let poor planning turn your dream Hawaii vacation into a series of "sorry, we're booked" conversations. Your family deserves better than that. Got questions about what to book first for your specific trip? Just hit reply – I'm always here to help! Aloha, Marcie P.S. – Already feeling overwhelmed by all the new planning requirements? That's exactly why I created my detailed planning guides. They do the research FOR you so you can focus on getting excited about your trip instead of stressed about logistics. |
I've visited Hawaii more than 40 times and I know ALL the tips and tricks for planning the ultimate Hawaii family vacation! I offer free Hawaii planning email courses. I also send weekly emails on Fridays where I share my top things to do in Hawaii with kids, the best family resorts in Hawaii, and my ultimate packing lists! Mahalo!
Aloha Reader, There is a version of a luau where you sit at a long banquet table under fluorescent lights eating mediocre buffet food while someone on a stage performs a show that feels like it was designed for a convention center. And there is a version where you're sitting outside at sunset, the food is actually good, and your kids are completely captivated by the fire knife dancer. The price difference between those two experiences is sometimes almost nothing. The experience difference is...
Aloha Reader, My youngest and I were sitting at dinner inside Volcano House, the lodge that sits right on the rim of Kilauea caldera, and the lava was glowing through the window behind our food. Not a photo of lava. Not a viewing platform. Dinner. With lava. In the background. I couldn't stop looking at it. Neither could he. At some point we both just put our forks down and stared. That moment is why I think the Big Island is the most underrated island in Hawaii for families. Most people skip...
Aloha Reader, The rental mask fogged up about 90 seconds into our first snorkel at Molokini. My kid pulled it off, declared snorkeling was boring, and spent the rest of the morning throwing rocks on the boat. We tried again two days later with gear that actually fit. She's been asking to go back to Hawaii every year since. I'm not saying rented gear ruined that trip. But fit and visibility matter way more than most people expect, and rental gear is genuinely a mixed bag. Sometimes it's fine....