Trail App

Plan trips with AI.
Travel with friends.

AI-generated itineraries. Real-time collaboration. Discover any city — no spreadsheets, no group chat chaos.

Free to download. No credit card required.

Trail app home screen

Serious Travel Without
the Serious Setup

The app handles the research so you can focus on the experience — and keep your whole group on the same page.

AI Itineraries

Tell Trail where you're going and what you're into — it builds a full day-by-day plan with timing and routing in seconds.

Plan Together

Invite friends to the trip. Everyone votes, edits, and suggests stops in real time — no more back-and-forth in group chats.

Explore Cities

Maps, neighborhood guides, and local picks curated by AI and updated for your exact travel dates.

Trip Timeline

Visual day-by-day schedule with time blocks, travel time between stops, and reminders before each activity.

Live Updates

Hours change, venues close — Trail keeps your itinerary current with real-time data so you never arrive somewhere that's shut.

Trip Notes

Each stop has a shared notes thread — add photos, reservations, and reminders in one place your whole group can see.

20,000+ trips planned and counting.

From Idea to Itinerary
in Three Steps

No travel agent, no spreadsheet — open Trail, describe your trip, and walk away with a full plan your group can edit.

1
Trail home screen

Describe Your Trip

Tell Trail where you're going, how long, and what you're into. Solo or group, relaxed or packed.

2
Trail AI trip planning

AI Builds the Plan

Trail generates a full itinerary with stops, timing, and routing. Edit anything with a tap.

3
Trail explore cities

Travel as a Team

Invite your group, vote on stops, and follow the live plan — everyone sees the same view.

Solo travelers plan on iPhone.
Groups stay synced on the go.

For Solo Travelers

Your pocket travel agent.

Trail keeps the whole plan in your pocket so you can stay present, not buried in browser tabs.

  • AI itineraries built around your interests, not generic tourist lists
  • Offline access so you navigate without burning data abroad
  • Live updates when hours change or a venue closes
  • Share your trip page when you want to show off the route
For Groups

One trip. Zero arguments.

Invite everyone to the plan. No more "where should we eat?" — Trail surfaces what the group actually voted for.

  • Real-time collaboration so every voice shapes the itinerary
  • One shared view — assign stops, split costs, stay synced
  • Voting on stops so decisions get made without the usual back-and-forth
  • Reminders that land between flights, not after you've already left

Built for how you
actually travel.

From planning at home to navigating on the street.

Trail home screen showing upcoming Paris trip
Trail explore screen showing Paris landmarks
Trail AI assistant for trip planning

Simple, Transparent Pricing

Start free. Upgrade when you're ready to plan unlimited trips or travel with a group.

Trail Pro
For solo travelers who want unlimited trips and full AI planning.
$7.99
/month
Cancel anytime.
  • Unlimited trips
  • Full AI itinerary generation
  • City explore with filters
  • Offline access
  • Live itinerary updates
Get Trail Pro

What Travelers Say

From solo backpackers to group trips — people use Trail when they want a great plan, not another chore.

"Built our whole two-week Japan trip in 20 minutes. Normally that takes a full weekend of open tabs."

AL
Alex Lin
San Francisco, CA

"My friends never agree on anything. Trail's voting feature actually got us to a plan without a single argument."

BR
Brianna Rose
New York, NY

"Trail lets me track every stop, stay on pace, and share the whole plan with whoever joins the trip."

DM
David Matsuda
Tokyo, Japan

"The app is genuinely useful. Recommended it to my whole travel group and everyone uses it now."

KT
Kate Torres
Austin, TX
20K+
Active Travelers
500+
Cities Covered
4.8
App Store Rating
80K+
Stops Planned

Got a question?

We read every email. Whether it's feedback, a bug, or just saying hi — reach out and we'll get back to you.

Trailaitv@gmail.com

Every city, in your pocket.

Download on iPhone and plan your first trip tonight. Coaches and groups run from the browser — same product, two sides of the trip.

Download on the App Store

Free to download. No credit card required.