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A holiday planner that starts with your leave, not just the destination
Published 4 October 2026 · HolidayWow editors · Written with AI, numbers checked against our data ·
A holiday planner should do more than suggest places; it should work out when to go. HolidayWow combines Australian public holidays, around 20 days of typical annual leave and a sentence about the trip into a day-by-day plan on a map, ready to edit and book.
Starting from leave, not from a blank calendar
The Long Weekend planner reads official Australian public holiday dates and turns a long weekend into a longer trip by showing which leave days stretch it furthest, using around 20 days of annual leave as the typical starting point for a working year.
Once a window of dates looks worth taking, the same sentence that names the destination can include the dates or the month, and the holiday planner carries both through into the day-by-day plan on the map, without needing a separate calendar check first.
School holidays, read by state
Because school holidays fall on different weeks in each state, a family planning around the autumn, winter, spring or summer break, or around Easter, needs the exact dates for their own state rather than a generic school holiday month.
A sentence such as "10 days in Bali in the September school holidays" is read the same way the holiday planner reads a long weekend: the dates, the destination and the length of the trip are pulled from it, and the plan is built around that exact window.
From the holiday window to a plan on the map
Once the dates are set, the trip draws as a route on the map, with a pin for every stop and a travel time on every leg between them. Three paces control how full each day looks: relaxed (1 to 2 stops a day), balanced (2 to 3 stops) or packed (3 to 5 stops).
Door to door, the plan includes the ride to the airport, the flight and the transfer to the first stay, so the holiday on the map starts exactly where the actual trip does.
From a thought to a trip.
New trip
7 days in October, warm, by the sea, good food, with my partner, from Sydney, up to $3,000.
Checking flights from Sydney, hotels by the sea and the October weather.
TellChoosePlanExperience
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.
New trip
7 days in October, warm, by the sea, good food, with my partner, from Sydney, up to $3,000.
Checking flights from Sydney, 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.
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 car hire” and the trip adapts.
Day 1
Arrival
- Arrival in Heraklion
Transfer · 35 min- Check-in by the sea
Sunset
Taverna at the harbour
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.
Rain is forecast for tomorrow. I swapped the beach day for the market and a museum.
Day 3 · boat trip
A winter break to Osaka, built from a long weekend
Osaka in February sits around 8°C by day, dropping to 0°C overnight, with 5 hours of sun and 8 rain days, cold and clear rather than wet, suited to a relaxed pace with warm food between stops.
Stretched from a long weekend using a few extra leave days, a trip like this becomes a full week, with the holiday planner showing where the public holidays sit against the calendar before any leave is booked, so the decision is made with the dates already in view.
Editing the plan once it is on the calendar
Drag a stop to another day, swap a place for another, or lighten a day that looks too full, and the plan checker reorders the remaining stops so travel times still line up with the dates already set.
Dates do not need to be locked in before planning starts. A holiday can sit on a month alone while leave is still being confirmed, and once dates are added, every day card fills in its weekday, live weather and live prices. The side panel assistant can make the same edits by request, reading which day or stop is selected and adjusting the plan through the same controls as a manual change.
A short break to Tasmania over a long weekend
Tasmania in October runs around 12°C by day and 3°C overnight, with 8 hours of sun and 13 rain days, a crisp spring month well suited to a long weekend rather than a full week of leave.
A short domestic trip like this is exactly what the Long Weekend planner is built for: a public holiday plus a day or two of leave, turned into a plan on the map rather than a half-formed idea. The same sentence that names the island and the month also sets the pace, so a relaxed couple of days of walks and a balanced few days of sightseeing both start from the same single line.
Real data behind every pick.
From your airport
Direct flights, flight times and transfers from 7 Australian airports, worked out from your door to the hotel.
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.
Booking and sharing the holiday
Stays, tours and transport show live prices from partners (Booking.com, GetYourGuide, Viator, Trip.com, flight partners), or a "Check live price" button, with booking happening from inside the plan in Australian dollars.
One link shares the holiday with everyone coming, with roles for who can view and who can edit, voting on stops, comments on a day, and cost splitting for a shared trip, whether that trip is a week in Seoul at 29°C in August or a weekend away closer to home.
Large text, voice and the trip film
Describing a holiday, reading a day card or asking for a change all work by voice or in large text, useful for anyone who finds a small screen or a keyboard awkward, across every part of the holiday planner.
A finished holiday plan can also play back as a short trip film, tracing the flight from home and each day in order, a quick way to show the rest of the family what the long weekend or the school holiday trip will actually look like. The same film can be shared through the same link as the plan itself, so someone deciding whether to join a trip can watch it before they say yes.
Starting your holiday plan
Open the Long Weekend planner to see which leave days stretch furthest, or describe the trip directly in one sentence and let the holiday planner work out the dates and the plan together.
- Check the Long Weekend planner for upcoming public holidays
- Describe the trip and the dates or month in one sentence
- Review the plan, the pace and the first stops on the map
- Edit stops and days until the trip fits your leave
- Book stays, tours and transport from the plan
- Share the holiday with everyone joining
A holiday planner that starts with your leave, not just the destination: frequently asked questions
What does a holiday planner do differently from a trip planner?
A holiday planner starts from leave and public holidays, showing which dates stretch a break furthest, before building the day-by-day plan on the map from a sentence about the destination.
How does the Long Weekend planner work?
It reads official Australian public holiday dates and shows how a long weekend can be stretched into a longer trip using a small number of leave days, built around around 20 typical leave days a year.
Does the planner know when school holidays fall in my state?
Yes. School holidays (autumn, winter, spring, summer) and Easter are read by state, so a plan built around a school break uses the dates that apply to your state rather than a generic month.
Is HolidayWow free to use as a holiday planner?
The app is free to download and to plan with, including checking the Long Weekend planner, building the day-by-day plan and editing it. Booking happens through partner links when you choose to.
Can I plan a holiday before I know my exact dates?
Yes. A holiday can be built around a month alone, and adding dates later fills in the weekday, live weather and live prices for each day on the plan.
Can a holiday planner handle a group trip?
Yes. One link opens the same holiday plan for everyone, with roles for viewing and editing, voting on stops and cost splitting for shared stays and tours.
Does the holiday planner include booking, or just dates?
Both. Once the dates and the plan are set, stays, tours and transport show live prices from partners, and booking happens from inside the same plan, in Australian dollars, without switching to another site.
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