Transfer Data to launch “AI Omakase Arrangement” for AI Travel in May 2026

Transfer Data Inc. (Head office: Minato-ku, Tokyo; CEO: Yusuke Murata) announced that it will launch a new feature called “AI Omakase Arrangement” for its business travel management cloud service “AI Travel” in May 2026. The feature lets users complete the entire process, from building a business trip itinerary to registering it on their calendar, simply by talking to AI. “AI Omakase Arrangement” uses calendar information authorized by the user to propose optimal itineraries based on available time slots and company travel expense policies. Travelers only need to speak to the AI as if consulting an assistant. The AI assembles candidates for Shinkansen tickets, domestic flights, and domestic hotels that fit into gaps in the user’s schedule, and then handles calendar registration. For a long time, business trip arrangements have been work that someone had to carry alone. Someone had to open Shinkansen booking sites, move between hotel comparison sites, check travel policy PDFs, and finally add the schedule to a calendar. In some companies, travelers repeat this process themselves; in others, general affairs staff or secretaries arrange trips while checking each traveler’s schedule. The form differs, but someone has always taken on this series of tasks. “AI Omakase Arrangement” is designed to change that structure. By telling the AI the purpose of the trip, users receive itinerary proposals based on their calendar, while condition adjustments and draft approval requests proceed naturally through conversation. Whether travelers make arrangements by speaking with the AI themselves, or general affairs staff and secretaries ask the AI to arrange trips on their behalf, the process is completed through the same interaction. Until now, having a dedicated assistant who fully understood one’s schedule was limited to only certain work environments. “AI Omakase Arrangement” opens that way of working to all business travelers. Travelers only tell the AI what they want, and the AI builds the itinerary based on their calendar. For example, if a traveler says, “I want to take a two-day, one-night business trip to Osaka next week and leave Tokyo Station around 9 a.m.,” the AI can respond that there are no fully open days next week, but June 2, June 4, and June 5 are candidates, and that June 2 only has one training session from 5 p.m. to 6 p.m., so leaving Tokyo at 9 a.m. is feasible. It then proposes Shinkansen and hotel options. If the traveler asks for a hotel near Shin-Osaka Station within the travel policy, the AI prepares suitable options. By the end of the conversation, the itinerary is built, the approval request draft is ready, and the trip schedule is entered into the calendar. The traveler only needs to communicate their preferences to the AI. “AI Omakase Arrangement” is the core function of the business trip arrangement agent. By connecting both calendars and booking systems, it proposes itineraries based on travelers’ schedules and internal rules. A general-purpose AI may return plausible Shinkansen or hotel options when asked about a trip to Osaka next week, but those suggestions are general because the AI does not know the user’s schedule or travel expense policy. Proposals that feel truly informed require contextual understanding of calendar meetings, travel time, and expense limits. The feature integrates with Google Calendar and Microsoft Outlook authorized by the user, and builds realistic itineraries based on existing appointments and travel expense rules. It moves AI from waiting for instructions to acting proactively as an assistant, creating an experience in which the AI suggests options first, such as asking whether a Shinkansen in a particular time slot would work. Transfer Data announced its “Travel Intelligence” concept in July 2025 and has been developing AI agents that understand each traveler’s schedule and conditions. This launch simultaneously delivers the second roadmap item, the business trip arrangement agent, and the third roadmap item, an optimal and automated itinerary proposal function that takes schedules into account. The third item has been implemented as “AI Omakase Arrangement” and integrated into the core of the agent function, advancing the roadmap by two stages at once. Going forward, the company plans to expand the feature in stages to include itinerary proposals that maximize the efficiency of sales meetings and assistive functions that support approvers’ decisions. By having AI take on arrangements, travelers’ attention can shift from how to arrange a trip to what they will do on site, who they will meet, and what outcomes they will bring back. The company positions “AI Omakase Arrangement” as a starting point for rethinking the value of business travel itself. The feature will be available from May 2026 as the core function of the business trip arrangement agent. It covers domestic business travel, including Shinkansen, airline tickets, and domestic hotels, with overseas business travel support planned for the future. Supported calendar integrations include Google Calendar and Microsoft Outlook. The feature is included in the AI Travel Standard Plan fee. CEO Yusuke Murata commented that, until now, only a limited number of work environments allowed people to have a dedicated assistant who fully understood their schedules. Most business professionals have had to search for Shinkansen tickets, compare hotels, and check travel policies themselves. “AI Omakase Arrangement” changes that structure. When a user says “Osaka next week,” and the AI responds with a suggested Shinkansen time slot, the time and attention previously spent on arrangements begin to return to the user’s real work. The company’s vision is to bring AI agents to every business trip in the world. Its aim is not merely to improve the efficiency of travel arrangements, but to create an environment where travelers can focus on the work they should be doing and move business generated through travel one step further.