TwoSevenths.ai

Inspiration

Despite the abundance of online travel content, most travelers still spend hours searching for reliable recommendations and planning routes manually. We were inspired to solve this problem by building Asia’s first Travel AI Agent powered by real mystery shopper insights—giving users instant, personalized itineraries based on real-world experiences, not just generic reviews.

What it does

TwoSevenths.ai is an AI-powered travel planner that generates complete itineraries tailored to individual preferences. By leveraging structured mystery shopper feedback, local merchant data, and real-time route logic, the agent delivers highly personalized travel plans within seconds—including attractions, timing, budgets, and transportation. Users can revise and customize the plan interactively.

How we built it

We built a custom CMS to collect and structure data from our own travel content platform (TwoSevenths), as well as mystery shopper reports and third-party sources like Google Maps and TripAdvisor. We integrated OpenAI’s API and layered it with a proprietary prompt orchestration pipeline, allowing the model to generate highly contextual, realistic, and actionable itineraries.

Challenges we ran into

Structuring unstructured mystery shopper data was time-consuming and required custom tagging and classification.

Matching AI-generated itineraries with real-world constraints (e.g. business hours, geographical feasibility) proved complex.

Gathering authentic, high-quality data from different cities required scaling a network of content creators and merchant partners.

Accomplishments that we're proud of

Successfully launched the first Travel AI Agent prototype in Asia using real shopper data.

Built a functional itinerary generator for Taiwan, with sub-10-second response time.

Established early partnerships with over 100 local businesses, integrating their data into the recommendation engine.

What we learned

Travelers value real, trustworthy insights over aggregated online content. Integrating firsthand experiences leads to better planning outcomes.

Travel planning is not just about choosing destinations—it’s about optimizing time, energy, and expectations.

The precision of prompts and data cleanliness are critical to the usefulness of AI outputs.

What's next for TwoSevenths.ai

Develop multilingual capabilities to enter the US East Coast.

Launch a co-creation platform allowing users to submit experiences and help train the agent.

Integrate conversion tools that connect recommended experiences to bookings, closing the loop from planning to action.

Built With

• api
• cloud