TravelFamily-run travel advisory · Austin, TX
Vacation mode: always on.
We're a family that traded the two-week vacation for a life on the road — five continents, nearly 40 countries, one camper van. Now we plan and book trips for you, with advice you can actually trust.
Why Travel365
Advice that's on your side.
Most "free" travel planning is paid for by the hotels and tour operators it recommends. We don't take commissions or kickbacks from anyone — so the only thing Jennifer optimizes for is your trip.
01
Unbiased by design
No supplier commissions. Recommendations come from real experience and honest reviews.
02
We've actually been
Five continents and decades of travel behind every itinerary — not a template generator.
03
The boring parts, handled
Dates, deals, neighborhoods, driving permits, insurance — the logistics that eat your time.
04
Built around you
Your goals, your budget, your pace. Tailored down to which side of town to sleep in.
Services
Three ways to travel smarter.
From a single planning session to a fully booked trip with email support while you're away.
Get unstuck
Consultation
$189 / 45 min
- Pin down goals, destinations & budget
- Pick transport and where to stay
- Tools to plan and book it yourself
- Work through travel fears
Most popular
Planning
$299 / per trip
- Everything in Consultation, plus:
- A personalized day-by-day itinerary
- Stay & transport recommendations
- Driving-permit & insurance guidance
Hands-free
Booking
$499 / trip · 2 travelers
- Everything in Planning, plus:
- We book flights, trains, cruises
- We book your accommodations
- Email support during your trip
Sample routes
Choose your own adventure.
Tried-and-true itineraries from our own travels. Take one as-is, tweak it, or have Jennifer build something just for you.
Volcanoes, cloud forest and the Pacific — San José to Manuel Antonio.
Athens and the Peloponnese, ending on an island ferry to Elafonissos.
Paris in depth, then the countryside — Versailles, Giverny and the Yvelines.
Island-hopping the south — Phuket, Phi Phi, Koh Yao Noi and Railay.
Dubai and Abu Dhabi, from the Burj Khalifa to the Sheikh Zayed Mosque.
Don't see your dream trip?
Jennifer will build a custom route for you.
See all tripsWho we are
A family business that runs on wanderlust.
After years grinding in corporate and government jobs — pining for two weeks of vacation — we adopted a different philosophy: live like you're always on vacation. Jennifer plans, Skye shoots, Cody keeps the tech running, and Brook and Clover guard the van.
These days we roam the U.S. in a DIY camper van and head abroad a few times a year, home-basing at Lake Travis in Austin.
Meet the family
Ready when you are
Let's turn "someday" into an itinerary.
Start with a consultation, or tell us where you're dreaming of and we'll take it from there.