Smart Dates automatically assigns dates to every section in your itinerary. When you change your trip dates or reorder your days, the chronological order updates on its own, no more manually editing section titles or recalculating days of the week.

First, enter your trip dates in the Trip Basics tab. WeTravel will automatically create a dated section for each day of the trip.

Go to the Trip Page tab and click Switch to Advanced to open the editor.

Here, you will see a dated section for each date. You can toggle between Outline and Itinerary views, and choose a Landscape or Portrait layout.

First, start your itinerary by clicking Create New Itinerary or by using Smart Import. Then go to Settings and enter the trip dates.

Once the dates are entered, WeTravel will automatically create a dated section for each day of the trip.

You can add content to your dated sections by dragging items from your library or adding them directly within the section.

When dragging an entire section from the library into a dated section, a "Drop and merge items" prompt will appear. Releasing it merges all items from the library section into the existing dated section.

Duplicating a section creates a standard content section without a date pill. To assign it to a specific day, simply drag it into the desired dated section.

Trip duration is always managed in Trip Basics (for the Trip Builder) or under Dates (for standalone itineraries).

Shortening a trip: WeTravel anchors at the start date, counts the new duration, and keeps that many dated sections. Any content that falls outside the new duration becomes a content section, and it is not deleted. You can keep it as an optional day, save it to your library, or delete it manually.

Extending a trip: New empty dated sections are added after the last dated section. You can fill them by dragging content in from the library or by creating new sections.

Changing trip dates: When changing the entire trip to different dates (e.g., moving from July to September), all sections and content carry over automatically, and the day of the week updates to match the new dates.

Dates appear in the following places:

Landscape view:

Portrait view:

If you have existing itineraries with dates already selected, or if you enter dates in Settings, you will see empty dated sections appear at the top of your itinerary. There is no urgency to migrate — empty sections do not show in the traveler view, so nothing changes for your travelers until you are ready.

To migrate, drag and drop each day's content into its corresponding dated section. Once you have done this, the itinerary becomes fully dated. The next time you duplicate it, the dated sections will already be populated.

If your itinerary includes a block of days with shared content (for example, four beach days grouped into one section), it cannot be placed inside a single dated section without losing the multi-day structure.

The recommended workaround is to place it as a content section directly after the last individual day before the range. It will appear in the itinerary without a date pill.

Alternatively, you can choose not to use dated sections for that itinerary at all, or only use them for the portions of the trip with day-by-day content.

Flight items have their own fixed departure and arrival dates. If a flight's date does not match the dated section it is placed in, a review banner will appear at the top of the itinerary editor: "X flight item(s) require your review."

Clicking Review jumps you directly to the flagged flight. If the date mismatch is intentional (for example, a red-eye flight that departed the previous day), you can dismiss the alert by clicking Dismiss (all).

Is Smart Dates available on the Basic plan?

Yes. Smart Dates is available to all users on both the Basic and Pro plans.

Can I turn Smart Dates off?

No, it cannot be turned off. Smart Dates is on for all trips using the Advanced Editor and for all itineraries. However, if you prefer not to use it, simply leave the dated sections empty and move them to the bottom of the editor. They will not be visible to travelers as long as they are empty.

Does Smart Dates work for recurring trips?

Yes. For recurring trips, the sections display "Day 1", "Day 2", etc., rather than specific calendar dates, since the dates vary per booking.

What happens when I import an itinerary into the Trip Builder?

When you import an existing itinerary into a trip page, WeTravel will automatically use the dates from Trip Basics — not the dates from the original itinerary. This ensures the sections always reflect the correct trip dates.

What about itineraries without a day-by-day structure?

If you have a simple booking page without day-by-day sections, Smart Dates will place the dated sections at the bottom of the editor, out of the way. They will not appear in the traveler view as long as they are empty.

Please contact us if you have any other questions. We will be happy to help!