Travel365 PRO

Vacation Mode.
Always On.

While you're living your life, I'm immersed in travel. I research destinations, compare accommodations, and design trips that work in real life. When you're ready to travel, work with me and skip the overwhelm and focus on the excitement.

Explore my four ways to travel, and let's start planning your next adventure.

Jen on a rooftop swing in Dubai Design District with the Dubai skyline behind herUAE · 9 DAYS →

4 ways to travel.

BUY IT · TAILOR IT · GO CUSTOM · COME WITH US

All four are the same service: my experience, your trip. I advise and guide; you book your own travel. See how I work →

Buy the itinerary

$39

Get a full, ready-to-book itinerary with location highlights, packing list, and spaces for your own notes. You book it.

Full custom

FROM SCRATCH
$499

I build your itinerary from scratch. Hotels and tours picked, with booking links ready.

Come with us

GROUP TRIPS
$150+

Travel with us and make life-long connections while seeing the world.

Contact Jen

Confident Choices

Recommendations based on research, technology, and real world experience.

Better Locations

Stay in neighborhoods that fit your vacation, not just your budget.

Smarter Planning

Get the most from your time and travel budget.

Stress Free Travel

Everything organized in one clear itinerary from departure to return.

Sunset over the marina in Marbella, Spain

Rather sail? · Cruises

Cruises: planned end-to-end for $199.

Any line, any ship, any sailing. My flat $199 fee covers the research, cabin strategy, dining strategy and honest shore-day advice; the booking itself happens direct with the line, and your fare never changes.

How cruise planning works
The Travel365 Pro family's DIY camper van

Who 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. I plan, Skye shoots, Cody keeps the tech running, and Brook and Clover guard the van.

Meet the family

Coming this fall · Stay with us

Stay at Sustainabox.

A container home stay in the Texas Hill Country, designed and built by the family behind this site. It opens around October and isn't on Airbnb yet - email us and we can most likely make it happen.

Let's turn "someday" into an itinerary.

Start with a consultation, or tell me where you're dreaming of.