Smart Itinerary
List, calendar, and map views with timezone awareness and filters.
Collaborative Travel Itinerary and Expense Tracking app
Leave your travel worries by the WaySide
Forward your travel confirmations and WaySide turns them into a shared, live itinerary. Tracking flights, organizing plans, and helping you manage and adjust the trip as you go.
Free on iOS & Android. Coming to the stores imminently.
Plan less. Enjoy more.
WaySide keeps the details handled so your trip feels like a trip — not a project.
No more inbox scavenger hunts
Forward your booking emails and WaySide structures flights, hotels, and activities into a clean timeline with list, calendar and map views automatically.
No more guessing what to do next
Ask your trip anything. The built-in AI suggests restaurants, activities, and must-sees based on your itinerary and interests and adds them to your plan in one tap.
No more awkward currency math
Track spending in any currency, see who owes what at a glance, and use smart settle-up to clear the books without the post-trip spreadsheet.
AI-Powered Email Scanning
Forward bookings. WaySide builds the itinerary.
Stop copying confirmation details by hand. Forward emails to your WaySide mailbox and AI extracts flights, hotels, car rentals, and activities into structured itinerary items. Complete with times, locations, relevant documents, and confirmation numbers.
- ✓ Parses flights, hotels, car rentals, restaurants, and more
- ✓ Import .ics calendar files with one tap
Three Views, One Itinerary
See it your way: List, Calendar, Map.
Switch between a detailed timeline, a week-view calendar, or a map with pins and route lines. Every view stays in sync, is timezone-aware, filterable by participant, and updates in real time.
Your AI Travel Companion
Ask anything. Get suggestions you can add in one tap.
Need ideas for tomorrow? Ask the built-in AI assistant. It uses your itinerary, your preferences, and your destination to proposes an itinerary you can approve or reject without leaving the app.
- ✓ Context-aware answers based on your full itinerary
- ✓ Proposes activities, restaurants, and sights as real items
- ✓ One-tap approve or reject — added to your plan instantly
Your next trip deserves better than a spreadsheet.
Download WaySide and bring every booking, document, and detail into one place.
The best travel assistant you can ask for
Built for real trips: from the first booking to settling the bill with your friends after.
Email & Calendar Import
Forward confirmation emails or import .ics files. AI parses bookings into a structured itinerary.
Group Collaboration
Invite participants with roles, location sharing, and guardrails so everyone stays aligned.
Budget & Expenses
Track spending, split costs, multi-currency conversion, and optimal settlement suggestions to avoid currency conversion headaches and arguments of who owes what.
Docs, Notes & To-dos
Store trip documents, to-do lists, and notes.
Live Flight Tracking
Real-time status badges on your itinerary. Gate changes and delays surface automatically and notify all affected travellers.
AI Trip Assistant
Ask questions about your trip, get suggestions, and add proposed itinerary items in one tap.
Offline-First
All itinerary details avaialble to view offline because you never know where your travels will take you.
Export Anywhere
Export your trip as an iCal for other calendar apps or as a PDF to share with family or border agents.
Up and running in three steps
From zero to a fully organized trip in minutes, not hours.
1
Create a trip
Name it, set dates, pick your timezone and currency, invite friends, and choose if and how you want to handle expenses.
2
Forward bookings & add plans
Forward confirmation emails, and add items yourself or with the chat interface. WaySide structures everything.
3
Go, enjoy, and settle up
Collaborate with your group, get live updates on flights and deal with any roadbumps with the chatbot, and settle up any outstanding debts amongst your group.
Frequently asked questions
Yes! WaySide is free with a generous feature set including unlimited trips, list, calendar, and map views, group collaboration, budgeting, and documents. Premium unlocks higher AI usage limits for the chatbot and email importing.
WaySide is launching on both the Apple App Store and Google Play very soon. The download buttons will take you to the right store as soon as listings go live.
Yes. WaySide is built natively for both iOS and Android with full feature parity across platforms.
Absolutely! WaySide stores all your trip data so when you open a trip, your itinerary, docs, to-do lists, and notes are accessible without any connection.
WaySide gives you a personal mailbox address. Forward any confirmation email there and AI turns it into an itinerary items: flights, hotels, car rentals, restaurant reservations, and more. You review and approve before they're added to your trip.
Yes! Export your trip as a PDF or iCal file and share it with anyone via email or messaging. The PDF export wizard lets you choose which participants, categories, and fields to include.
The AI assistant can answer questions about your trip, how to use the app, or suggest restaurants and activities near your itinerary locations, and propose new itinerary items you can add with one tap. Free users get a monthly quota. Premium users get unlimited messages.
Your next trip deserves one plan.
Download and leave your travel worries by the WaySide.