Travel planning for real life

Find the trips
hiding in
your calendar.

You have more time off than you think — it's just scattered. 9to5Traveller maps your actual schedule, stacks your PTO against public holidays, and builds you a complete, ready-to-book trip plan.

Free to start
No account needed
Takes 2 minutes
November
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Holiday
Your PTO
Trip window
9.5
avg PTO days unused per year
$1,898
forfeited leave value, per worker
3 days
PTO can unlock a 10-day trip
2 min
from your calendar to a full plan

The time off is there.
The plan isn't.

Most people don't take more trips because the planning is overwhelming — not because they lack the days. Figuring out which dates stack with which holidays, which destinations fit your budget, and how to actually book it all takes hours you don't have.

9to5Traveller does that work in seconds. Mark your schedule once, set your preferences, and we show you every trip opportunity hiding in your year — with a complete, ready-to-book plan attached to each one.

9.5
Average unused PTO days per US worker, per year. That's a trip to Japan, a week on the Amalfi Coast, or a long weekend in five new cities. Forfeited.
$1,898
Value of leave the average worker forfeits annually. You've already earned the trip. You just haven't taken it.
3 days
PTO needed — stacked right — to take a 10-day international trip. The math is there. Most people never see it.

From your calendar to a
ready-to-book trip

01

Map your actual schedule

Mark your days off on a visual calendar. Government holidays are highlighted as reference points — but you decide what's actually a day off for you. Every company is different, and you're in control of your own schedule.

Visual calendarPre-filled public holidaysFully editablePTO balance
02

We find every window

Our algorithm scans your year and identifies every date range where your PTO bridges public holidays and weekends — ranked by efficiency. See exactly how many trip days you unlock from how few leave days.

Holiday stackingWeekend bridgesRanked by value
03

Get the full trip plan

Pick a window, get a complete plan: AI-matched destinations drawn from real travel data and reviews, live flight prices at launch from your airport, neighbourhood guides, curated activities, a full budget breakdown, and direct booking links.

Live flight pricesAI destinationsBudget breakdownBook directly
November 2025
Your schedule — you decide what's a day off
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Weekend
Public holiday
Your PTO
Trip window

Not a generic calendar.
Yours.

Government holidays are highlighted as reference — but your company's calendar is unique to you. You control what's marked as a day off. Select the days you actually get, skip the ones you don't, and the plan reflects your real schedule rather than an assumption.

Tell us your remaining PTO balance and we calculate exactly how many more trips you can fit into your year — and which windows give you the most days away for the fewest leave days used.

Everything to go
from idea to booked

Every plan is built from real data — live flight prices, AI-matched destinations sourced from published travel reviews and ratings, neighbourhood guides, and direct booking links so you go from plan to booked in minutes.

Optimal travel windows

We scan your entire year and surface every date range where a small number of PTO days unlocks a large trip. Ranked by efficiency — most trip days per PTO day used, so the best options rise to the top.

Window found
Nov 25 – Dec 5
11total days
2PTO used

AI-matched destinations

Recommendations powered by real travel data — ratings, traveller reviews, hidden gems, and popular spots — filtered to your interests, budget, and realistic flight time from your home airport.

Live flight prices at launch

Real-time pricing via Skyscanner from your home airport — live at launch You see what flights actually cost for your window before committing to anything — no estimate ranges, no guesswork.

Neighbourhood guides

2–3 area recommendations per destination with character descriptions and average nightly accommodation costs — so you know where to stay before you even start looking.

Full budget breakdown

Flights, accommodation, daily spend, and activities — itemised for your specific trip so you know the real cost before you commit to a single thing.

Ready-to-book links

Direct links to book via Skyscanner, Booking.com, and Viator. No middleman — you search and book at full market rates, straight from the platform.

Skyscanner — flights
Booking.com — accommodation
Viator — activities

A real trip plan output

2 PTO days, flying from Austin, TX — Thanksgiving window

9to5traveller.com/plan/austin-nov-2025
Your windows
Nov 25 – Dec 5
11 days ★ Best value
Uses 2 PTO days
Dec 20 – Jan 5
17 days
Uses 5 PTO days
Mar 28 – Apr 7
11 days
Uses 4 PTO days
Lisbon, Portugal
Nov 25 – Dec 511 days total
2 PTO days+ Thanksgiving + weekends
~9hr flightfrom Austin
Best match
Live flights
$580 return
Accommodation
$82 / night
Est. total
$2,020
Budget breakdown
Flights (live Skyscanner price)$580
Accommodation × 10 nights$820
Food & drink$380
Activities & experiences$160
In-country transport$80
Total estimated trip cost$2,020

Your next trip is
already there.

You just can't see it yet. Be first to know when 9to5Traveller launches.

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