Is JourneyOutline free?

Yes! JourneyOutline is completely free to use. Create unlimited trips, import bookings, get AI suggestions, and share with travel companions at no cost.

How does the AI trip planner work?

Our AI analyzes your destination and travel dates to suggest city itineraries, activities, and day-by-day plans. Just pick a city and the AI builds a personalized itinerary for you.

Can I share my trip with others?

Absolutely. Generate a shareable link for any trip so your travel companions can view the full itinerary. You can also add password protection for privacy.

What booking details can I import?

Paste confirmation emails from airlines, hotels, car rentals, and transport providers. JourneyOutline automatically extracts dates, times, locations, and booking references.

Milan, Italy

Italy's fashion and design capital, home to the Duomo, La Scala opera house, and The Last Supper.

Best time to visit Italy: April–June, September–October

Plan a Trip to Milan

Other cities in Italy

Rome Florence Venice Amalfi Coast

Travel guides

How to Plan a Europe Trip: The Complete Guide
Europe Backpacking Guide: Routes, Budget, and Tips
Best Summer Destinations for 2026