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Travel planning

TripReady: Separate travel bookings, turned into one plan that's checked for conflicts.

TripReady is a travel-planning web app that joins separate flight, train and hotel bookings into one door-to-door plan and flags the gaps between them.

  • Conflict detection
  • Real flight, hotel and train options (recorded Google results)
  • Entry requirements
  • AI assistant on the trip's own facts
  • Door-to-door itinerary

Sign in as Jordan, the traveller.

Open the demo

The flight home leaves from Rome. Nothing gets the traveller there.

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Live demo on invented data; it resets every hour.

TripReady's trip overview on a laptop: One month in Lecce, 82% ready with one open gap, and the route from Houston to LecceThe itinerary on a phone: days, places, bookings and open gaps

Every piece is booked. The trip still doesn't work.

Here is a month in Italy, booked and paid for. Every company involved says it's confirmed.

  1. Flight, Houston to RomeITA Airways · Dec 9
  2. Train, Rome to LecceTrenitalia · Dec 10
  3. A month in LecceCheck out Jan 8, 10:00 am
  4. Lecce to RomeNothing booked · 6 h 45 min by train
  5. Flight, Rome to HoustonTakes off Jan 8, 10:20 am

Checkout in Lecce is at 10:00. The flight leaves Rome at 10:20. They are nearly seven hours apart by train.

That is what putting a trip together actually is. Finding a flight is easy; there are a hundred sites for it. The hard part is making the flight, the train, the room, the ride between them, the passport and the bag all agree with each other, across time zones, companies and weeks of planning.

Nobody does that job for you. The airline sold a seat, the railway sold a ticket, the hotel sold a room, and each is right about its own piece. So you do it yourself, in a spreadsheet and in your head, and what you miss turns up late. Book the pieces separately and a missed connection typically means no free rebooking and no compensation. A US passport entering Italy needs three months of validity past the day you leave the Schengen area. A train that gets in at 8:45 pm meets a front desk that may have gone home.

People spend more than five hours with travel content in the 45 days before booking, and that goes into choosing where to go. TripReady is for what comes after: turning a destination into a trip that holds together, from your front door to theirs.

Sources: AirHelp on self-connecting flights · U.S. Department of State, Italy · Expedia Group, The Path to Purchase (2023)

What it takes off each person's plate

Putting the trip together

  • Door to door, in one line. Every flight, train, stay and connection in order and in local time, instead of spread across a dozen tabs.
  • What doesn't add up gets caught. A way home that doesn't exist, a night with no bed, a connection too tight to make: found while they're still cheap to fix.
  • The missing piece, found. Real flights, hotels and trains that fit the gap, with trains checked against the flight they have to make. You book on the provider's own site, and it drops into the plan.

Getting out the door

  • Ready means ready. Entry requirements with their sources, what to book in what order, and packing for the fare you actually bought.
  • Dressed and briefed. What to wear from the weather where you're going, and the local customs and phrases for the moments the trip will have, each with its source.
  • Ask the trip. Questions are answered from the trip's own saved facts, and anything outside it gets "not in this trip" instead of a guess.
  • One document for the worst moment. A printable dossier of the whole trip, for the border desk with no signal.

When there's no plan yet

  • Start from a number. $1,500 from Houston this winter, no destination. Whole trips come back, ranked by fit, ease and confidence.
  • It won't flatter you. Anything not priced yet stays marked, so a trip never claims to be under budget when it can't know.

You stop being your own travel agent. The pieces become a trip you know will work, weeks before the airport would have told you it doesn't.

See it work

Recorded on the live demo, 11 Nov 2026.

The flight home leaves from Rome. Nothing gets the traveller there.
What happens
  1. Jordan's trip is 82% ready, with one gap: no way back to Rome before the flight home.
  2. On the itinerary, TripReady offers to find the trains that make the flight.
  3. Real Google Maps transit results, recorded for the demo, each checked against the flight's cut-off.
  4. Same route, different trains. Jordan opens the 6:07 Frecciarossa to see the legs.
  5. TripReady doesn't sell tickets. Jordan books on Trenitalia's own site.
  6. Demo only: skip ahead a day to see what happens next.
  7. Next day, the trip asks: did you book it? Forward the confirmation.
  8. Nobody types bookings in. Jordan gets a personal address to forward them to.
  9. No booking email handy? The demo sends a real one to Jordan's address.
  10. Back on the trip. The email is in, and TripReady reads it.
  11. It just arrived: the train to Fiumicino, read from the email. Nothing is saved yet.
  12. One tap adds it, and the flight home is protected. Undo would put it back.
  13. On the itinerary, the option now shows Booked, linked to its confirmation.
  14. The gap is closed: 87%, almost ready.
  15. Now the readiness pack: five steps to the airport.
  16. Entry: each requirement worked out from Jordan's nationality and the trip dates, with its source and when it was checked. Border officers still decide.
  17. Book in the safe order.
  18. Pack for the fare actually bought; unknown allowances stay unknown.
  19. Departure day, in local time.
  20. The dossier: a printable record of the trip to carry offline.
Just get away: the best trip for $1,500
What happens
  1. Another idea: no destination, just a $1,500 ceiling from Houston this winter.
  2. TripReady's saved research ranks three escapes by fit, ease and confidence.
  3. Side by side. Every price shows its source and the day it was observed.
  4. Jordan opens Mexico City.
  5. The blueprint: where the money goes, item by item.
  6. Meals, local transport and fees aren't priced yet, so it never claims to be under budget.
  7. And a day-by-day week to say yes to.
Nothing booked yet: find the flight and a place to stay
What happens
  1. Jordan's other trip: a week in Mexico City, nothing booked yet.
  2. With no flight booked, the itinerary offers to find one.
  3. Real Google Flights results, recorded for the demo: outbound choices at the round-trip fare.
  4. Jordan opens the cheapest, Viva VB 153 at $278.
  5. TripReady doesn't sell tickets: Google Flights opens the search, and Jordan books there.
  6. No hotel either. The stay page finds places for the whole week.
  7. Google Hotels results: each row shows the stay total for the week, taxes included.
  8. Tap one for the details: photos, highlights, check-in times and the hotel's own site.
  9. What guests mention, from Google's reviews, and the price per night.
  10. Or see them on a map: close hotels group into one pill; every other pin is a hotel at its stay total.
  11. Tap a pin to compare; the card steps through the rest and opens the full details.
  12. Filter like Booking.com: each choice shows how many hotels are left.
  13. Five stars with free breakfast: two hotels.
  14. Booked the flight? Forward the email. The demo sends one to Jordan's address.
  15. TripReady reads it: the Viva flight to Mexico City.
  16. One tap adds it. The way home still isn't booked, and TripReady says so.
  17. On the itinerary, VB 153 now shows Outbound booked.
  18. And the hotels are still there, waiting for the next booking.
Leave ready: what to pack, what to wear, how to fit in
What happens
  1. Jordan's month in Lecce is booked. Packing lives under More on the phone.
  2. The list is built from the stay: 29 nights, laundry, the weather and the fare's carry-on limit.
  3. What to wear on travel days and every other day, from Lecce's modelled weather, with its source.
  4. Culture: phrases and small courtesies for this place, each from a page TripReady read.
  5. By situation: Lecce's churches expect shoulders and knees covered. Source and date under every note.
  6. Ask answers from the trip's own saved facts.
  7. Here: what still needs doing, from the trip's own plan.
  8. Anything outside the trip, it says so instead of guessing.

What's real

  • Forwarded email really is read and turned into bookings; nothing is saved until the traveller confirms it.
  • Flight, hotel and train options come from real Google results, recorded for the demo, each with its source and date.
  • TripReady never takes payment: booking happens on the provider's own site.
  • Trips and people are invented, reset every hour.

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