You cannot “draw” on a map or manually pin a random location. Instead, TripIt automatically generates a map for every trip once you have added at least two confirmed reservations with valid addresses (e.g., a hotel and a restaurant, or a flight and a rental car).
Tap any pin to see details or swipe the carousel at the bottom to jump between locations. Getting Directions Between Plans (Navigator)
Save the plan. TripIt will map this location alongside your flights and hotels. 5. Unlock Advanced Mapping with TripIt Pro
Pro maps show you where delays are happening geographically. If your connecting airport (e.g., Denver) has a red storm cloud over its pin, you know to rebook before the airline calls you.
Type the complete, official physical address. Include the street number, city, state/region, zip code, and country.
: Forward that email directly to plans@tripit.com from the email address associated with your TripIt account.
If you have already loaded your hotel, flight, and restaurant confirmations into the platform, TripIt builds a spatial map for you automatically. You can view this layout seamlessly within the mobile application.
: From this view, you can tap "See Transport Options" to get directions from your current location or between different trip items via the Navigator feature. Pro Tips for Map Management Map view - TripIt
After your plans (flights, hotels, and manual map entries) are in the system, you can view them collectively:
Tap on the trip you want to map (e.g., "Summer Italy 2025" or "Business Trip to Chicago").
Look for the or the map module displayed alongside your chronological itinerary. How to Fix Missing or Incorrect Map Pins