What Visitors Really Ask AI: Webinar Recording and Transcript

This article is an edited transcript of a webinar for Destination Marketing Organizations (DMOs), presented by Marina Petrova, the CEO & Co-Founder of Intentful, on August 26, 2025. Please note we tightened phrasing for readability, and preserved the speaker's meaning.

Marina Petrova: Hello and welcome, everyone! I'm Marina Petrova, the CEO and Co-Founder of Intentful.

Today I'm sharing insights from thousands of real questions visitors ask AI on destination websites, and practical steps DMOs can take to be discoverable and genuinely helpful in this new landscape.

We'll cover three things today:

Context: AI Is Changing How People Seek Information

AI is no longer a niche tool. It's reshaping how people interact with content, brands, and destinations. While it may feel overwhelming, this change is an opportunity: DMOs can now connect with every visitor one-to-one and at scale, at the same time.

Grounded in Practical AI Work

At Intentful, our knowledge comes from practical builds, not theory. Our expertise is built on hands-on experience with how AI systems actually search, retrieve, and interpret information, working directly with APIs, crawlers, retrieval logic, and embedding pipelines. This system-level knowledge powers Intentful's own products, such as AI-search-driven Assistants and Generative Response Ads, where AI must find and deliver brand-aware answers in real time.

AI systems evolve daily. For Intentful, adapting to that constant change is built into our DNA. Since 2021, we have worked hands-on with AI discoverability, working in-depth with multiple LLMs, evolving in real time alongside the technology itself.

Beyond destinations, Intentful is currently supporting organizations across travel, performing arts, consumer packaged goods, telecommunications, and agencies, with an expanding global footprint.

Methodology

The Big Picture: What Do Visitors Ask?

Short answer: almost anything. From practical logistics (parking, hours, events) to curious human questions ("Is this restaurant haunted?") to highly specific accessibility needs.

As you read these, I encourage you to consider: If a question like this was asked on your destination website, does your website actually contain the answer? If not, AI (and your visitors) can't find the information they need.

The Tone and Type of Questions: Talking to a Trusted Local

From parking fees to haunted places, from thrift shopping to bike races, from drone shows on July 4th to ADA beach access, from event listings to local history... visitors' questions cover everything imaginable.

People phrase questions the way they'd talk to a trusted local. Over time, questions have evolved from keyword fragments to full conversational phrases that expect context-rich answers.

Visitors interact with AI conversationally — joking, testing, even confiding — while fully aware it is not human.

Behind Every Query Is a Search for Information

Think of the type of information visitors want as these three buckets:

Categories of Questions (With Examples)

Basics and Practical Details

Takeaway: Ensure core logistics (hours, reservations, fees, parking, accessibility, seasonal timing) are clear and current.

Straight-to-the-Point and Transactional

Trend: Transactional intent is rising as users learn that AI assistants can do more than a legacy scripted chatbot.

Human Curiosity

Takeaway: People want stories, context, and the "why," not just listings.

Understanding the Details (Post-Action Checks)

Takeaway: Expect follow-ups, even for actions completed elsewhere.

Accessibility and Personal Context

Visitors often share meaningful context to get tailored advice:

Takeaway: Provide accessible routes, equipment details, terrain difficulty, pet policies, and dietary notes where relevant.

Locals Asking Local Questions

Not all visitors are tourists. Locals ask:

Takeaway: Your site also serves residents and partners; structure content accordingly.

Events and "What's On" (Usually Near-Term)

Takeaway: Keep event data fresh, structured, and filterable by date window.

Food and Drink

Takeaway: Move beyond listings. Add criteria that help AI (and people) choose (e.g., kid-friendly, outdoor seating, gluten-free options).

Lodging, Transportation and Parking

Takeaway: Many users assume you have real-time answers. Be explicit about what's real-time vs. general guidance and link to authoritative sources where needed.

Why This Matters: Trip Planning Isn't Linear

The funnel is real: dream → plan → book → visit, but travelers don't follow it like checkpoints.

People don't plan in one sitting or in a tidy funnel. They jump across topics and return with follow-ups. Design your content so any page can be the entry point and answers stand on their own.

How AI Decides What to Answer – in Simple Terms

When AI Cannot Find Information: Two Big Failure Modes

Actionable Recommendations by Intentful

Intentful's recommendations here reflect both the system-level view — how AI ingests and organizes content — and the human view, informed by 15,000 authentic visitor queries.

  1. Balance inspiration with answers. Keep the beautiful imagery, but accompany it with practical information: facts.
  2. Add the details AI needs: hours, seasonality, fees, parking, reservations, accessibility, pet-friendly info, dietary notes, equipment, terrain difficulty, public transit, links to real-time sources. Update Member pages!
  3. Structure everything: use semantic headings, bullet lists, tables where appropriate, and applicable schema (events, places, articles). Maintain a clean sitemap and correct robots.txt.
  4. Make accessibility a feature, not an afterthought. Accessible pages are not only more inclusive, they are easier for AI to parse.
  5. Keep near-term data current. Many questions are "today/this weekend." Create an internal process to keep time-sensitive content updated.
  6. Avoid hidden pages. Don't hide machine-only content. Instead, keep it human-visible but de-emphasized in the layout, and clearly structured for machines.
  7. For volatile details (like prices): where manual updates are heavy, consider API feeds or provide ranges with clear links to authoritative sources for the latest.

Closing

AI is an opportunity to serve every visitor with precise, contextual answers. Make your site readable by machines, own your story with detailed facts, and create an update cadence for time-sensitive info. If you'd like to go deeper on discoverability or page structure, we're happy to help.

Ready to speak with your customers, not at them?

Book a 30-minute presentation — no commitment, no engineering team required on your end.

Intentful Insights — perspectives on AI, brand strategy, and the shift from speaking at customers to speaking with them.

This article is an edited transcript of the "What Visitors Really Ask AI" webinar, presented by Marina Petrova, CEO & Co-Founder of Intentful. It covers real visitor questions from 15,000 anonymized queries on DMO websites, how AI retrieval works, and actionable recommendations for destination marketers.

Intentful is commercially deployed since 2021, working with organizations in travel and tourism, performing arts, CPG, telecommunications, and agencies globally. Contact: [email protected]