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Flights are most often booked two to three months in advance.
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Around September, winter travel demand rises, but many travelers are still undecided on a plan. Research from The Trade Desk Intelligence and Appinio found that 73% of winter travelers surveyed say they have not booked anything as of mid-summer, while another 19% are only partially booked. Even among the 8% who are fully booked, half plan to book another trip.1
This creates a timely opportunity for travel brands, airlines, hotels, cruise lines, destinations, and online travel platforms. According to the research, now is the window where many travelers are turning to the open internet to weigh costs, watch for deals, and compare options. Advertisers that show up now can help shape those decisions before they are finalized.
Use this window to help reach travelers while they are still comparing options and weighing trade-offs. The research finds booking timelines vary by category:
Flights are most often booked two to three months in advance.
Cruises are booked the furthest in advance, with the most common window being 4 – 6 months ahead of a trip among 30% of travelers.
Accommodations are often booked closer to the trip, with 46% of winter travelers booking within one month.
42% of winter travel activity online is tied to drive-based behaviors: family road trips, visiting relatives, regional getaways, and drivable ski resorts.2.
That gives you multiple points of entry across the planning journey, from early inspiration to last-minute booking decisions.
When you use an omnichannel strategy to reach potential travelers across channels, you can stay present as consumers move from planning to research to booking.
When it comes to winter travel, Cyber Five — the five-day period between Thanksgiving and Cyber Monday — can be decision-forcing moments.
More than two-thirds of winter travelers, or 68%, say they watch for travel deals during the Cyber Five shopping period. Among those deal-watchers:
That means the right offer can increase the value of a planned trip or inspire a new one.
During a deal-heavy window, audience intelligence tools like Audience Unlimited can help you reach travelers who are actively planning their winter trips.
Reach travelers by intent, destination interest, deal-seeking, or category need
Test more audience strategies with predictable pricing
Find more high-propensity travelers with AI-powered expansion
Scale the audiences that perform as demand builds
The winter travel journey does not happen in one place. Travelers move across AI search engines, publishers, travel sites, brand websites, review platforms, streaming environments, and other online destinations as they gather ideas and validate decisions.
AI search tools may help travelers get started:
69% of people agree AI is useful for travel inspiration and planning
61% regularly use AI in the early stages of the booking process before turning to other online resources2
But the open internet still plays a critical role as travelers compare options and build confidence before booking:
64% of travelers use the open internet to research and plan travel3
Open internet travel ads are 22% more memorable than travel ads in walled gardens3
54% of winter travelers say an ad on the open internet influenced their final booking decision1
The open internet offers a way to stay connected across the full journey. CTV, for instance, can help build awareness while travelers are still imagining the trip. Travel publishers and review environments can help influence consideration. Display and online video can keep a brand visible as travelers compare prices, locations, and amenities.
The path to booking may begin with a prompt, a search, or a deal alert. But the final decision is often shaped by the trusted sources and open internet environments travelers use to validate what comes next.
Artificial Intelligence
Before booking, most travelers still rely on the open internet and other vital resources to validate AI-generated recommendations.
Most winter travelers are still in-market, and many are watching for deals. The open internet is influencing decisions from early planning to final booking.
By reaching travelers in the environments where they spend the most time, you can show up while plans are still flexible, capture demand during the Cyber Five window, and stay present as travelers move closer to booking.
This information is provided solely for background and is not a representation or guarantee of any future performance.
Source:
1. The Trade Desk Intelligence and Appinio, Winter Travel Study, June 30 – July 3, 2026, U.S.
2. Datacy.com, AI, 10K Winter Travel-related consumer interactions, October 2025 – February 2026.
3. The Trade Desk Intelligence and PA Consulting, Travel Booking Journey Research, n=1500, December 2025, U.S.
Insights Omnichannel
Resources Connected TV
Insights Data and measurement