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Travel planning that fits your real schedule
Plan a trip that works in real life.
PingWinWin builds your itinerary around the things that don't move — when you arrive and leave, where you stay, and how far you're willing to walk — and fills each day with what you enjoy, at your pace.
Early access · itinerary generation is liveRome · 12–15 May
Example itineraryDay 1 of 4
Walking today
3.2 of 5 km
Fixed by you
The points that don't move.
Leave the airport
14:50 · FCO
Staying in
Monti
Interests
History · food
Walking limit
5 km a day
Planned around them
Everything else fits between them.
14:50
Leave Fiumicino Airport
The time you gave
≈ 40 min · 31 km by car
15:40
Check in and drop bags
Your hotel in Monti
16:20
Coffee near the hotel
Bags dropped, hands free
17:00
Colosseum and the Forum
Picked for your interest in history
19:00
Dinner nearby
Inside today's walking limit
An example of the kind of plan PingWinWin produces. It is not a real traveler's trip.
Real-life constraints
Most travel planners know what you want to see.
PingWinWin also works out when and where you can actually be there.
14:50
You leave the airport
So the first day starts in the afternoon, not at breakfast.
11:30
You need to be at the station
So the last morning ends in time to get there, not with a sprint across town.
Age 6
A child is coming along
So the days are paced for the youngest traveller, not the fittest.
25 km
Is more than you want to walk
Set a daily limit and each day is planned to stay inside it.
How it works
Three steps between an idea and a plan you can follow
Three steps, all working today: save the trip, add your timing, generate the plan.
- 1
Tell us about your trip
Destination and dates are enough to start. Add your interests, pace and budget to make the plan yours.
- 2
Add your real-world timing
When you leave the airport or station, where you stay, and when you need to be back for departure — so the first and last days are realistic.
- 3
Get a realistic itinerary
An hour-by-hour plan that fits the days you actually have — generated from the trip and timing you saved.
Getting started
This is all it takes to start
A destination and dates are enough for a first plan. Add your arrival, pace or interests and it fits your trip more closely.
New trip
- Destination
Rome
- Dates
12–15 May
- Leave the arrival point
14:50 · FCO
Saved as a structured trip. Open it and generate a day-by-day plan in one click.
Ready when you are
Plan your next journey
Turn your travel ideas into a personalized itinerary.
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