Every Vacay
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“I just want someone to hand me a plan I can trust.”

That's Every Vacay.

Upload the travel photos you've been saving from your camera roll, Pinterest, wherever you quietly collect ideas. Every Vacay reads the destinations and vibes in your photos and builds a complete day-by-day family itinerary: where to stay, what to do each day in an order that actually works with young kids, and where to eat. Everything in your plan is ready to book.

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You have a folder (or five) of saved photos from trips you've been meaning to take.

You've started planning at least once. You had a browser full of tabs, a few hotel options bookmarked, and then life happened and you closed the laptop.

You know where you want to go. You just can't figure out how to turn “saved photo” into an actual week your family can pull off.

You've Googled “family itinerary [city]” and gotten a blog post clearly written for people whose kids don't nap.

The planning feels like a second job. At least your actual job pays.

Every Vacay is the plan you've been trying to build.

The plan

Three steps. Not three weekends.

1

Upload your photos

Your camera roll, your Pinterest boards, your Instagram saves. Anywhere you've been collecting ideas. Drop in at least 5 and Every Vacay takes it from there. There's no form to fill out, nothing to label, and definitely no quiz asking you to rate your interest in “adventure” on a scale of 1 to 5.

2

Get a real day-by-day plan

Not a ranked list of tourist attractions. A plan built around your photos, organized by day, with timing that accounts for how families with young kids actually move through a city, rest time included. It knows your kids' ages. It does not schedule an 8am museum visit followed by a 10pm dinner.

3

Book from the plan

Every hotel, tour, and experience in your itinerary is ready to book right from the plan. You're not opening a new tab and starting from scratch. You're just confirming what's already in front of you.

What makes this different from asking an AI

You've probably tried asking ChatGPT for a trip plan. You got a list of the most popular attractions in the city, in no particular order, with no sense of how old your kids are, whether the neighborhoods are walkable, or whether the restaurant it confidently recommended is still open.

Here's what's different about Every Vacay.

  1. 1. It starts from your photos, not a template.

    Your plan is built from the places and vibes you've actually been saving, not from what's generically well-reviewed. If your camera roll is full of small museums, neighborhood markets, and low-key parks, that's what your itinerary looks like. Not the Louvre on day one followed by the Eiffel Tower on day two.

  2. 2. Family pacing isn't an afterthought.

    Dawn has planned these exact trips for kids the exact ages of yours. Nap windows are in there. Three-hour museum blocks at 1pm are not. The plan doesn't assume your family moves like a couple with no kids and nowhere to be. That's not a feature. It's the whole point.

  3. 3. Dawn's judgment, not an algorithm's best guess.

    Most AI trip planners generate from what's popular online. Every Vacay generates from what Dawn knows works for families with young kids in these cities. Which parks are actually stroller-friendly. Which museums have the right pacing for a 5-year-old. Which restaurants look great in reviews and aren't worth the wait once you're standing in line with hungry kids. That's not a review step bolted on at the end. It's the foundation.

What's in your itinerary

A day-by-day plan you can actually use

Morning, afternoon, and evening for each day, with specific places and realistic timing. Not “explore the arts district.” Actual neighborhoods, actual stops, in an order that makes sense.

Pacing for how families travel

Rest time is built in because you have young kids, and pretending otherwise doesn't help anyone. The plan works around nap windows, short attention spans, and the reality that everyone needs lunch before they're miserable.

Dawn's read on every city

She's done these trips. She knows which museums are worth it with a 4-year-old, which well-reviewed restaurants aren't worth the wait with kids in tow, and where you can actually park a stroller. That knowledge is in the plan, not in a separate tips section you'll forget to read.

Everything ready to book

Hotels, tours, and day experiences link directly from your itinerary. The research is done. You're choosing, not starting over.

Why Dawn built this

Here's the honest version of why this exists.

Dawn has planned more family itineraries than she can count, for herself and for friends who texted her because they didn't know where to start. She's the person you want to know before you book a trip.

The problem is that every time, it took hours. Scattered blogs with conflicting advice. Restaurant recommendations with no context for kids. Hotel listings that looked nothing like the photos when you got there. The planning worked, but it cost a weekend every time, and most people don't have that.

Every Vacay is what that process looks like when someone builds it properly once, so you don't have to do it yourself.

Dawn & Adam Scharf, co-founders

You're not the only one who feels this way.

“Planning our relaxing family vacation is the single most exhausting thing I do all year.”
“I spent months on the mental load of preparing for this trip. It's a lot of work.”
“It took a lot of mental load off, and it worked out so well we'd like to do it again.”
“I just want someone to hand me a plan I can trust.”

Quotes from real parents in family travel communities.

A few things you might be wondering

Will it work for where I want to go?

If you have photos saved of a destination, yes. Every Vacay isn't limited to a preset list of cities. It works from whatever you've been saving.

What about nap schedules, dietary needs, that kind of thing?

We just need the basics to start: your destination, your travel dates, and your kids' ages. There's an optional field for dietary needs or anything specific you want us to know. Add what's relevant, skip what isn't.

What if I don't love the plan?

Paid plans include unlimited revisions. Regenerate a day, adjust the pacing, swap out an activity. It's your starting point, not the final word.

What happens to my photos?

They're used to generate your itinerary and deleted immediately after. We don't store them, we don't train on them, and you can request deletion of anything we hold at any time. The full details are in our Privacy Policy, written in plain English.

The pre-K years don't last.
The trips don't have to stay in the photos.

30-day free trial · No credit card · Photos deleted after your itinerary generates

Every Vacay

Every Vacay. Your photos know where you want to go.

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