I looked at the 2 itineraries available for my city and it was the typical tourist attractions. Like others have commented they're already widely recommended online and in print guidebooks. If I made an itinerary for a friend i'd recommend specific niche places the locals go relevant to their interests.

What if you bump the price up to $20+ per itinerary then offered more value by having each itinerary custom made to match each customer's personal interests. Maybe also have the 'local experts' who made the guide ranked like a restaurant on yelp to build up trust.