Find the week your squad
can actually escape.
HolidayHack syncs everyone's calendar — different countries, different leave balances — and finds the dates that cost your group the fewest days off. Solo? 5 leaves → 20 days off.
off
used
5
leave days
20
days off
4.0x
efficiency
Five long weekends across the year — one leave day each. Holidays fall next to weekends every year; we find every single one and show you exactly which days to take off.
Ourenginescansyoursquad'sholidays,findseverybridgedayandlongweekend,thenrankstheplansbyefficiency—soyourwholegroupneverwastesaleavedayagain.
Five steps to your squad trip
No group chats, no spreadsheets, no "when is everyone free?" messages. The engine handles the math — you handle the fun.
Set up your trip
Name it, pick a destination, set rough dates. Takes 30 seconds.
Invite your squad
Share a link or 6-letter code. Each member sets their own leave balance and holidays — 100+ countries supported.
Engine finds the overlap
Our multiplayer engine scans everyone's calendar simultaneously and surfaces the windows that cost your group the fewest total leave days.
Vote and lock
Propose hotel/flight options on the shared booking board, thumbs-up your picks, and the admin locks the winner. No more 'we'll decide later'.
Export and go
Export the trip to Google Calendar, Outlook, or Apple Calendar. Booking links open pre-filled. Everyone's confirmed — you're done.
Planning with a squad?
Our multiplayer engine syncs everyone's calendar — different countries, different holidays — and finds the dates that cost your group the fewest leaves.
What's live. What's coming.
We only ship when it actually works. No fake features, no vaporware.
- Squad calendar sync across 100+ countries
- Per-person leave cost breakdown
- Vote on plans — admin locks the winner
- Booking board (stay, flight, transport, activity)
- Who's paid — per-booking payment tracker
- Full budget tracker with category breakdown + CSV export
- Solo leave optimizer — 5 leaves → 20 days off
- Calendar export (.ics) to any app
- No signup needed to try the calculator
- AI destination recommender (squad interests + visa filter)
- Group constraint solver — budget, weather, distance
- Day-by-day itinerary builder
- Flight price hints (live data)