HeyHaddock

HeyHaddock was an AI-first travel planning app designed to take the stress out of organizing trips, especially for groups. Its core function was to generate personalized travel itineraries. You'd tell it your destination and preferences, and it would create a schedule filled with events, activities, and insights tailored to how you like to explore. The focus was on finding authentic, unique local spots—like that perfect hidden coffee shop or a secluded viewpoint—rather than just listing tourist traps. It aimed to make the planning phase quick, easy, and even exciting.

The tool stood out by deeply integrating collaboration into the travel planning process. You could invite friends to work on a trip together, making it a shared activity rather than a solo chore. The AI platform powered the recommendations, generating events based on the collective or individual preferences of the group. This meant the resulting itinerary felt personal and relevant, moving beyond generic templates to something that matched your specific travel style.

HeyHaddock was ideal for friends or families coordinating a getaway who wanted a balanced mix of discovery and ease. It removed the overwhelming research phase by providing AI-curated options, allowing the group to focus on making decisions together. The real-world use case was clear: from a bachelorette weekend needing a mix of activities to a group of friends wanting an off-the-beaten-path adventure, HeyHaddock acted as a collaborative, intelligent starting point for building a memorable trip. The service has now shut down, but it served as an early example of applying generative AI to simplify and enhance group travel logistics.