Custom Trip Planning
I plan the trip. You take it.
Not a template, not a top-ten list — a real day-by-day plan built around your dates, your people and your pace, by someone who's actually been out there with kids in the car. You book it yourself with your own points and your own cancellation rights, or hand the booking to me. Your call.
No matter the trip duration or tier you choose, every custom Wander Squirrel travel package arrives complete with these essential planning foundations.
Conversation First
Day-by-day itinerary
Hidden Local Gems
Your pace, your people, your budget, what you actually enjoy
Activities, food, and downtime are deliberately built in with bad-weather and crowded-day backups for each day
Off-the-beaten-path spots and neighborhood secrets missing from generic online top-ten travel lists and the tourist traps worth skipping.
Direct Booking Links
Transit & Parking Tips
Built for Your Phone
Exactly what to book and when the booking window opens — including timed-entry parks
Realistic drive times and pacing, so you're not driving 260 miles on the day you also hike eight
An easy-to-read digital itinerary format accessible right from your phone and printable for the glove box
Every Wander Squirrel itinerary is crafted from scratch for your specific style, pace, and destination.
Day Plan
Long Weekend
The Full Week
The Big One
$100
flat rate · ready in ~3 days
$175
flat rate · ready in ~5 days
$250
flat rate · ready in 7–10 days
From $350
custom quote · timeline quoted with your plan
One day, fully planned. Great for a cruise port day, a layover, or a single day you want to get right.
The classic getaway — a park, a city, a quick escape.
Your big summer trip. Road trip, national parks, a week somewhere new.
Multiple stops, multiple families, or two weeks-plus. Quoted per trip.
How payment works
If plans change
Anything I book for you
Your planning fee is due up front, and it covers the work rather than the trip. Payment goes through Wave, so nothing sensitive comes through a form or a text message.
Cancel before I've started and you get a full refund, no questions. Once I've started digging, the planning fee is non-refundable — the work is already done by then. If your trip shifts dates or destination before I deliver, that's not a cancellation; I'll just rework it.
Bookings are paid directly to the airline, hotel or tour company, in your name — that money never passes through me. Their cancellation rules apply, and they vary a lot: some bookings are fully refundable, some aren't refundable at all. I'll tell you which is which before I book anything, so there are no surprises.
