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.
The AI trip planner built around one sentence
Published October 4, 2026 · HolidayWow editors · Written with AI, numbers checked against our data ·
Tell HolidayWow where you want to go, when and with whom, in one line or by voice, and the AI trip planner returns a full plan on a map: days, stops, travel legs, live weather and real prices, all ready to edit before anything is booked.
From a sentence to a plan on the map
A sentence such as two weeks through the east coast in the fall with my partner carries more than enough for the planner to work with: the places, the season, the pace and the size of the group all come out of those plain words rather than a form.
What comes back sits on a map rather than in a paragraph. Every day of the trip is its own route, every place is a pin, and every leg between stops shows the time it takes to get there.
The trip also starts at your own front door in the door to door view, with the ride to the airport, the flight and the transfer to the first stay already part of day one, rather than a gap left for you to fill in separately.
A plan that keeps moving after the first draft
Drag a stop to another day, swap one town for a nearby one, or lighten a day that runs too full, and the plan checker re-orders the rest of that day around the change automatically.
A side panel assistant reads whichever day or stop is open on screen and can carry out the same kind of edit through a typed line or a spoken request, so a change does not always need a drag or a tap.
The whole trip can play back as a short film on the map too, the route, the stays and each day shown in order, following the flight arc from home to the first stop and on through the rest of the plan.
Setting the pace of the trip
Relaxed holds a day to one or two stops, balanced runs two or three, and packed fits three to five, and any of the three can apply to the whole trip or to one day that needs to look different from the rest.
Dates are optional at the start. A plan can exist around a month alone, and adding the real dates later brings in the weekday, live weather and live prices for each day card.
Large text and voice input run alongside the usual taps and drags, so a pace or a stop can be changed by speaking, which helps on a smaller phone screen as much as it helps while the hands are busy.
From a thought to a trip.
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.
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 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.
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.
Day 1
Arrival
- Arrival in Heraklion
Transfer · 35 min- Check-in by the sea
Sunset
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.
Rain is forecast for tomorrow. I swapped the beach day for the market and a museum.
Day 3 · boat trip
A plan built for Nova Scotia in the fall, then Barbados in summer
Say a week in Nova Scotia in October and the plan sets a 15 °C day with a 6 °C night, 5 hours of sun and 15 rain days, cool enough for the coast walks and the fall colour the season is known for, with the live distance from your home city shown on the map.
Barbados
Nova ScotiaiPhoto: William Booth · Public domain · Wikimedia CommonsSay the same for Barbados in June and the plan shows a 28 °C day with a 28 °C night, 8 hours of sun and 16 rain days, a warm, bright stretch that suits a packed pace of beaches and short hikes alike.
BarbadosNova ScotiaiPhoto: William Booth · Public domain · Wikimedia Commons
Built around the Canadian calendar
March break, summer vacation and the Christmas break are the three windows most Canadian households plan a trip around, and the planner treats a line like Cancún for March break as a complete starting point rather than a vague request.
Away from those big stretches, the Long Weekend planner turns a single Monday or Friday off into a short trip, useful when a typical worker has around 10 vacation days each year and wants each one to count.
That same holiday planner pulls from official holiday data for the calendar year, so the long weekends it suggests line up with the actual days off rather than a rough guess at the pattern.
Prices and booking without leaving the plan
Every stay, tour and transport leg in the plan carries a real price from partners such as Booking.com, GetYourGuide, Viator, Trip.com and flight partners, live or behind a Check live price button, never an estimate.
A trip budget in Canadian dollars runs alongside the plan, with price watch flagging a change on a stay or tour and cost splitting dividing the bill for a trip shared with others.
Because booking happens in the same screen as the planning, a stay close to tomorrow's stops or a tour that fits a gap in the day can be confirmed the moment it catches your eye.
Real data behind every pick.
From your airport
Nonstop flights, flight times and transfers from 8 Canadian 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.
One plan the whole group can see
One link opens the exact same plan for anyone travelling with you, with roles for who can view and who can edit. From there the group can vote on a stop or leave a comment on a day without leaving the plan for a separate chat.
A packing list builds itself from the plan, the month and the climate at the destination, and a document vault keeps tickets, passports and confirmations under the trip they belong to.
Starting your plan
Open HolidayWow, describe the trip in a sentence or by voice, and the plan appears on the map within moments, ready to be reshaped. Add the real dates once they are set, and send the link to anyone joining.
The app is free to download and free to plan with, so the first version of a plan costs nothing more than the time it takes to describe the trip.
The AI trip planner built around one sentence: frequently asked questions
What is an AI trip planner and how does HolidayWow work?
It is a planner that reads a plain sentence describing your trip and returns a day-by-day plan on a map, with stops, travel legs, weather and prices already filled in, ready to edit.
Is the AI trip planner free?
Yes, the app is free to download and free to plan with, and every price shown for stays, tours and transport is a real partner price or a live check, never a guess.
Can the plan be changed after it is created?
Yes, a stop can be dragged to another day, swapped for a nearby place, or made lighter, and the plan checker reorders the rest of that day around the change you made.
How does the planner work out the weather for the trip?
Climate figures for every month come from NASA POWER for air temperature, covering 2006 to 2025, and NOAA OISST for sea temperature, giving day and night readings, sunshine hours and rain days.
Can a group plan a trip together with the AI planner?
Yes, one link opens the same plan for everyone, with roles for viewing or editing, plus voting and comments, so the group shapes the trip from a single shared version.
Does the AI trip planner handle a trip without exact dates yet?
Yes, a plan can be built around a month alone, and adding real dates later fills in the weekday, live weather and live prices for each day in the plan.
Does the AI trip planner keep travel documents in one place?
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
Plan your trip with HolidayWow
Describe your trip in one sentence. When, who with and what matters to you.
