WaySide: Group Travel Planner
AI Travel & Expense Tracker
Free · In‑App Purchases
You're the one who said "I'll plan it."
WaySide is the group travel planner built for the person who organizes the trip. It handles the shared itinerary, the group expenses, the booking confirmations, all of it. One app. Leave the chaos by the WaySide.
Your flight's delayed? Ask your AI assistant to reschedule your afternoon.
WaySide's AI knows your actual trip, your itinerary, your group, your plans. It's not just a generic chatbot. Ask it to fill in gaps in your day when something changes, check what's coming up, or just suggest an itinerary you might enjoy based on your travel interests. It's the co-planner you didn't know you needed.
Build your group trip itinerary together
Share a single join link with your group. They tap it, see the trip and who's joined already, and join in one tap. If they have the app, it'll launch and they can instantly join the trip.
Chat and plan in the app, so all your plans and details are in one place.
Give family members a view-only link so they can follow along without editing anything. Give other travelers full editing access. Everyone sees the same live itinerary, updated in real time.
Forward your confirmations, skip the data entry
Forward your flight, hotel, restaurant, and activity confirmation emails and WaySide parses them into your shared itinerary automatically like TripIt, but collaborative and alive for your whole group. View everything in list, calendar, or map view. Never miss an uncovered night with automatic lodging gap detection.
Split travel costs without the spreadsheet
Log every group expense in any currency. Choose how costs are split: equally, by percentage, by shares, by custom amount, or just for yourself. WaySide tracks who paid and who owes what across every currency in your trip.
At the end, it works like Splitwise but with a single repayment currency: simplified settlement transactions that clear all debts in the fewest payments possible. Set the settlement currency, confirm the exchange rate, and send your group a clear list of who pays who. Done.
Keep everything else organized too
- Group location sharing, so you can find your friends
- Trip documents, to-do lists, and notes in one place
- Flight monitoring and travel reminders
- Export your itinerary as a PDF or calendar file to share with family or border crossing agents
- Full offline access: view and edit your itinerary and expenses anywhere, even without signal. Changes sync automatically when you reconnect.
WaySide Pro
Upgrade for unlimited AI assistant access and email importing, group location sharing, flight monitoring and custom notification. One Pro member covers the whole group. Pro benefits extend across your whole trip, so your group experiences most premium features even if only one person subscribes.
Plan smarter. Split costs fairly. Leave the chaos by the WaySide.
Ratings & Reviews
- This app hasn’t received enough ratings or reviews to display an overview.
Fixed bugs in budget screen to improve settlement
The developer, Abhishek Mukherjee, indicated that the app’s privacy practices may include handling of data as described below. For more information, see the developer’s privacy policy .
Data Linked to You
The following data may be collected and linked to your identity:
- Contact Info
- Identifiers
Data Not Linked to You
The following data may be collected but it is not linked to your identity:
- Location
- User Content
- Usage Data
- Diagnostics
Accessibility
The developer has not yet indicated which accessibility features this app supports. Learn More
Information
- Seller
- Abhishek Mukherjee
- Size
- 74.2 MB
- Category
- Travel
- Compatibility
Requires iOS 15.1 or later.
- iPhone
Requires iOS 15.1 or later. - iPad
Requires iPadOS 15.1 or later. - iPod touch
Requires iOS 15.1 or later.
- iPhone
- Languages
- English
- Age Rating
4+
- 4+
- Contains
User-Generated Content
- In-App Purchases
Yes
- $5.99 Monthly $5.99
- $34.99 Annual $34.99
- Copyright
- © 2026 Caspean