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The trip planner app that stays with you after the plan is made

The trip planner app that stays with you after the plan is made

Published October 5, 2026 · HolidayWow editors · Written with AI, numbers checked against our data ·

HolidayWow is a trip planner app you keep open on your phone from the first idea to the last day of the trip. Describe the trip once, watch it land on a map as days and pins, then edit, book and share it from wherever you happen to be standing.

What the trip planner app gives you

Open the app and describe the trip the way you would tell someone about it, a week somewhere warm with the kids, say, and the planner pulls out the place, the month, the group and the pace on its own. The result sits on a map rather than in a list: each day is a route, each stop is a pin, and each leg between them carries its own travel time.

What the trip planner app give
What the trip planner app give

Three pace settings shape how full a day looks: relaxed holds it to one or two stops, balanced runs two or three, and packed fits three to five. The app lets you set a pace for the whole trip or change it for a single day that needs to be lighter or busier.

Planning from wherever you are

Because the plan lives in the app, an idea that comes up on a commute or in a waiting room goes straight into the trip instead of waiting for a laptop. Large text and voice input mean a stop can be added or a day reshaped by speaking, useful when your hands are full.

Planning from wherever you are
Planning from wherever you are

Dates are optional at the start, so a trip can exist as a month while the group is still deciding on real dates. Add the real dates later and every day card in the app fills in its weekday along with live weather and live prices for that stretch.

Planning from wherever you are
Planning from wherever you are

Editing the plan with a tap

A stop that looks better on another day moves with a drag, and a place can be swapped for a nearby one in a tap. After either change, the plan checker re-orders the rest of that day so nothing is left clashing.

Editing the plan with a tap
Editing the plan with a tap

A side panel assistant in the app knows which day, stop or moment of the trip film you currently have open, and can make the same change you would make by hand, just through a typed or spoken request instead of a button.

The whole trip can also play back as a short film on the map inside the app, the route, the stays and each day shown in order, a quick way to check a plan feels right before anything is booked.

From a thought to a trip.

You say how you want to travel.

When, who with, what matters and what's a no. No form, no ten filters. HolidayWow understands the dates, budget, departure point, pace and wishes from one sentence.

A woman laughing on the phone

New trip

7 days in October, warm, by the sea, good food, with my girlfriend, from Toronto, up to $3,000.
Checking flights from Toronto, hotels by the sea and the October weather.

Trips that really fit you.

Every idea comes with a total price and a clear answer to why it fits you: weather, flight time, beaches, food, short distances.

A couple in winter coats looking at a phone together

Your trip ideas

Sicily

Food · small towns · sea

7 days for 2

Crete

Sea · tavernas · nature

7 days for 2

Mallorca

Sea · comfort · short distances

7 days for 2

Your trip is set, with flights, a hotel and a day plan.

Arrival, transfer, check-in, sunset, dinner. Just say “make it cheaper” or “no rental car” and the trip adapts.

A man on a stool throwing his arms wide with joy

Day 1

Arrival

  1. Arrival in Heraklion
  2. Transfer · 35 min
  3. Check-in by the sea
  4. Sunset
  5. Taverna at the harbor

On the road, HolidayWow keeps planning.

Rain on the way? Then the beach day becomes a day at the market and a museum. Flight status, weather and your day plan in one place.

A traveler with a sun hat and a leather suitcase
Rain is forecast for tomorrow. I swapped the beach day for the market and a museum.

Day 3 · boat trip

A trip the app can show you: New York in winter, Aruba after it

For New York City in February, the app would show a day of 4 °C with a night at minus 1 °C, 5 hours of sun and 10 rain days, a city month built for museums and matinees between the cold spells, with the live distance from your home city drawn in once you set it.

New York
New YorkiPhoto: King of Hearts · CC BY-SA 4.0 · Wikimedia Commons
Aruba
ArubaiPhoto: Martin Falbisoner · CC BY-SA 4.0 · Wikimedia Commons

For Aruba in September, the app would show a 30 °C day with a 28 °C night, 9 hours of sun and 11 rain days, mild enough that the app's day cards would lean toward beach walks over heavy coats.

A trip the app can show you
A trip the app can show you

The app around Canadian school breaks

March break, summer vacation and the Christmas break are the three stretches most Canadian families build a trip around, and the app reads a sentence like a week somewhere warm for March break the same way it reads any other request. Outside those weeks, the Long Weekend planner inside the app turns a single day off around a Monday or Friday into a short trip.

The app around Canadian school
The app around Canadian school

With a typical worker banking around 10 vacation days a year, the app's job is to make each one count, stretching a long weekend into a real change of scene without a lot of planning time spent first.

A search like Cancún for March break shows the shape of what the app expects: a place, a reason for the timing and a group, enough for the first version of the plan to appear before a single flight is searched.

Booking without leaving the app

Every stay, tour and transport leg in the plan shows a real price from partners including Booking.com, GetYourGuide, Viator, Trip.com and flight partners, live or behind a Check live price button, never an estimate. Tapping through to book keeps you inside the same app, in your own language and in Canadian dollars.

Booking without leaving the ap
Booking without leaving the ap

A budget sits next to the plan with price watch on stays and tours, so a drop or rise in price shows up in the app before a booking is made, and cost splitting handles a trip paid for by more than one person.

Because booking happens in the same screen as the planning, a stay or tour that catches your eye while browsing the day cards can be confirmed on the spot rather than left open in a separate tab to come back to later.

Booking without leaving the app
Booking without leaving the app

Real data behind every pick.

Ten years of climate

Temperature, sea, sun and rain days for every month, measured, not guessed. You see how your trip will feel before you go.

An old town by the sea in Sicily in the evening light

From your airport

Nonstop flights, flight times and transfers from 8 Canadian airports, worked out from your door to the hotel.

A turquoise suitcase in an airport hall

The total price, shown openly

Flights, hotel, transfers and experiences in one sum for everyone traveling, with the provider and when the price was checked. No teaser prices.

An infinity pool above the sea

Sharing the plan straight from your phone

One link from the app opens the exact same plan for anyone you send it to, with roles for who can view and who can make changes. From there, the group can vote on a stop or leave a comment on a day without a separate message thread.

Sharing the plan straight from
Sharing the plan straight from

The app also builds a packing list from the plan, the month and the climate at the destination, and keeps passports, tickets and confirmations in a document vault attached to that trip, so none of it needs to be dug up from an inbox at the airport.

Getting the app on your phone

Download HolidayWow, describe the trip in one line or by voice, and the first version of the plan appears on the map in moments. From there the app follows you: adjust the pace, add dates when they are set, and send the link to anyone coming along.

Getting the app on your phone
Getting the app on your phone

The app is free to download and free to plan with, so a trip can be sketched, reshaped and shared long before the first booking is confirmed.

The trip planner app that stays with you after the plan is made: frequently asked questions

Is the trip planner app free to use?

Yes, the app is free to download and free to plan with, and every price shown inside it for stays, tours and transport is a real partner price or a live check, not an estimate.

Can I plan a trip in the app with just one sentence?

Yes, describe the trip the way you would tell a friend, including the place, the month, who is coming and the pace, and the app reads those details into a day-by-day plan on a map.

Can I edit the plan after the app creates it?

Yes, drag a stop to a different day, swap a place for a nearby one, or lighten a day, and the plan checker reorders the rest of that day around the change you made.

Does the trip planner app work without the dates set yet?

Yes, a trip can run on a month alone at first; adding real dates later brings in the weekday, live weather and live prices for each day card.

Can other people see and edit the plan from their own phones?

One link opens the same plan for everyone, with roles for viewing or editing, plus voting and comments, so the group can shape the trip together from separate phones.

How does the app handle booking stays and tours?

Each stay, tour and transport leg carries a live price from travel partners, and booking happens through the app itself, in your own language and in Canadian dollars.

Does the app keep travel documents and bookings together?

Yes, a document vault in the app keeps passports, tickets and confirmations attached to the trip they belong to, and a packing list is built from the plan, the month and the climate at the destination.

Your next trip

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