In the world of travel organization, TripIt is the gold standard. By forwarding your confirmation emails (flights, hotels, restaurants, car rentals), TripIt builds a master itinerary that syncs across all your devices.
Congratulations. You have added the map to your screen. How to Add Map To Trip on TripIt
You can use Slide Over mode to drag and drop locations directly from Apple Maps or Safari into your TripIt itinerary. Create maps & directions - TripIt How to Add a Map to a Trip
If you have followed the steps above and still cannot see a map, try these fixes: Log in to TripIt
Given that TripIt Pro costs less than a single airport beer, the automated map feature is generally worth the upgrade.