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A trip planner that shows the whole trip on a map

A trip planner that shows the whole trip on a map

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

Instead of a list of names, HolidayWow draws the trip: each day becomes a route on the map, each place a pin, each leg between them labelled with its travel time. The shape of the whole plan is visible before a single day is opened in detail.

Why a map says more than a list

A list of place names tells you where you are going, but not how far apart those places sit or what a day of moving between them actually looks like. The map view answers that at a glance: distance, direction and order are all visible at once.

Why a map says more than a lis
Why a map says more than a lis

Describe the trip in a sentence and the places, the month, the group and the pace feed straight into that map, with the planner choosing an order for the stops that keeps the travel sensible rather than scattered.

Dates do not need to be fixed for the map to exist. A route can sit on a month alone, and once real dates are added, each day on the map gets its weekday along with live weather and live prices.

Every stop as a pin, every leg with its own time

Each day of the trip appears as its own route, with a pin marking every stop along it and a label on each leg showing how long that stretch takes. Nothing is hidden behind a tap that has to be opened first.

Every stop as a pin, every leg
Every stop as a pin, every leg

The whole journey can also start at your own front door, in a door to door view that puts the ride to the airport, the flight and the transfer to the first stay on the same map as the rest of the trip.

Bigger text and a voice option sit alongside the map's usual taps, so a pin can be checked or a leg questioned out loud without zooming in to read small labels.

Every stop as a pin, every leg with its own time
Every stop as a pin, every leg with its own time

Moving pins and redrawing the route

A stop can be dragged onto a different day right on the map, or swapped for an alternative nearby, and the route redraws itself along with the rest of that day's legs once the change is made.

Moving pins and redrawing the
Moving pins and redrawing the

An assistant panel beside the map follows whichever day or pin is currently open, and can carry out the same kind of move through a typed line or a spoken request instead of a drag.

Because every change runs back through the plan checker, moving one pin never leaves a gap or an overlap on the rest of that day's route.

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

The map as a short film of the trip

Once a route is set, the whole plan can play back as a short film over the map, tracing the arc from home to the first stop and then through each base and day in turn, a way to see the trip before leaving.

The map as a short film of the
The map as a short film of the

Three paces decide how busy a route looks on any given day: an easygoing relaxed day holds to one or two stops, a balanced one runs two or three, and a packed day pushes to three, four or five.

The map as a short film of the trip
The map as a short film of the trip

A worked route: Hawaii in February, Switzerland in July

For Hawaii in February, the map would show a 24 °C day with a 22 °C night, 24 °C sea, 8 hours of sun and 13 rain days, warm enough that most of the pins on that route would sit along the coast, with the live distance from your home city drawn in once you set it.

Hawaii
HawaiiiPhoto: E bailey · CC BY-SA 4.0 · Wikimedia Commons
Switzerland
Switzerland

For Switzerland in July, the route would carry a 21 °C day, a 13 °C night, 8 hours of sun and 18 rain days, cool enough in the evenings that a balanced pace of two to three stops a day tends to suit it better than a packed one.

Mapping trips around the Canadian calendar

Families tend to travel around March break, summer vacation and the Christmas break, the three stretches the Canadian school calendar sets aside, and a route built around any of them starts from the same sentence as any other trip.

Mapping trips around the Canad
Mapping trips around the Canad

The Long Weekend planner stretches a single weekday off beside a weekend into a short mapped trip of its own, worth doing when roughly 10 vacation days is the yearly norm for most workers.

Mapping trips around the Canadian calendar
Mapping trips around the Canadian calendar

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

Prices attached to the pins

A room, a tour or a transfer shown on the map is priced by the partner that actually sells it, Booking.com or Trip.com for a stay, GetYourGuide or Viator for a tour, either live or a tap away behind a live price check, never guessed.

The trip carries its own budget in Canadian dollars, watching the price of the bigger bookings so a change shows up before you commit, and splitting the total for anyone sharing the cost of the route.

Sharing the map with everyone travelling

A single link puts the same map in front of the whole group, with view or edit roles decided in advance, and a vote or a comment attached to any pin that still needs a decision.

A packing list grows out of the plan itself, shaped by the month and the climate at each pin, while a document vault holds passports, tickets and confirmations for that same trip.

Anyone with an edit role can move a pin directly, and a comment left on that pin keeps the reason for the change visible to the rest of the group instead of getting lost in a separate message.

Drawing your own map

Open HolidayWow, describe the trip in a line or by voice, and the first route appears within moments, ready to be dragged into shape. Add real dates once they exist, and send the link to anyone joining the trip.

The app is free to download and free to plan with, so a route can be drawn, redrawn and shared before a single stay is booked.

A trip planner that shows the whole trip on a map: frequently asked questions

What does a trip planner with a map actually show?

Each day of the trip as its own route, with a pin for every stop and a travel time on every leg, so the whole shape of the trip is visible before any single day is opened.

Can I move a stop around on the map after the plan is made?

Yes, drag a pin to another day or swap it for a nearby alternative, and the route for that day redraws itself around the change.

Is the map-based trip planner free to use?

Yes, the app is free to download and free to plan with, and every price shown for a stay, tour or transfer on the map comes from a real partner or a live price check.

Does the map planner work before the trip dates are set?

Yes, a route can be built around a month alone, and adding real dates later fills in the weekday, live weather and live prices for each stop on the map.

Can everyone travelling see the same map?

One link opens the identical map for the whole group, with roles for viewing or editing and the option to vote or comment on any pin.

How accurate is the travel time shown on each leg of the map?

Each leg carries its own travel time between stops, set from the distance and route between those pins, so a day's pace can be judged before it is booked.

Your next trip

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