Named after the legendary sea monster said to live in the midst of the Chesapeake Bay, Chessie is a new AI travel assistant designed to help Baltimore visitors experience the best of the city. Visit Baltimore's Chessie is powered by Matador Network's GuideGeek AI platform and can be accessed via an icon on the official travel website for Baltimore, Maryland. "Visitors now expect instant, personalized guidance. Chessie provides that while showcasing the depth and character of everything our city has to offer, optimizing our team's authentic, firsthand expertise," said Visit Baltimore President & CEO Kireem Swinton.
As travelers turn to artificial intelligence to support their vacations, Chessie is equipped to help with everything from planning itineraries and providing insights into Baltimore's neighborhoods, culture, food scene, exclusive experiences, and more.
What's Driving This Trend
- Hyperlocal AI Concierges
- Destination-specific assistants create room for tourism brands to deliver real-time, context-rich recommendations that reflect local culture more accurately than generic travel platforms.
- Conversational Itinerary Planning
- Natural-language trip planning is reshaping how visitors organize activities, with personalized schedules becoming embedded directly into official city and attraction websites.
- AI-powered Place Branding
- Municipal tourism teams can translate local expertise into interactive digital identities that differentiate destinations through storytelling, neighborhood insight, and curated experiences.
Who This Affects Most
- Travel and Tourism
- Personalized AI guides are expanding the visitor-services model beyond static brochures and search pages into always-available digital assistance.
- Hospitality
- Hotels, restaurants, and experience providers gain new visibility as city-backed AI tools surface tailored recommendations at moments of traveler intent.
- Civic Technology
- Public-facing AI platforms are becoming a new layer of municipal service delivery, connecting residents and visitors with localized information through intuitive conversational interfaces.
