For executive assistants · chiefs of staff · family offices · travel advisors

One address per traveler. Every trip, automatically.

Trip Underway Pro is the professional travel command center for people who run other people's travel: confirmations forwarded to a private address per traveler, parsed, deduped, and stitched into one labeled board each, never one blurred list. Forward from any of a traveler's addresses and it is filed on their board.

Family & Team: $149 a year for six people · No credit card to start · Forward from any address

$5,700–$18,700/yrreclaimed in manual travel-coordination labor per arranger
218/218real confirmation emails parsed, zero failures (internal testing)
0inbox connections required: forward from any of a traveler's addresses
Sample data Trip Underway command center showing three labeled traveler columns, each with its own upcoming-trip card Trip Underway command center in dark mode showing three labeled traveler columns
One arranger, many unrelated people, never mixed. Every traveler keeps their own labeled trip stream in the same command center.

The job with no tool

Confirmation emails land in "Unfiled." One-way flights never become a round trip. Three travelers' trips blur into one list.

Executive assistants, chiefs of staff, and family-office staff coordinating travel for someone else have no tool actually built for the job. The one product designed for it, TripIt for Teams, was retired on January 31, 2022. TripIt's own help docs admit its Travel Arranger feature "is not designed to... share/monitor trips for large numbers of people from a single account."

What's left is a spreadsheet, a shared calendar, and a lot of manual re-checking, roughly 3 to 6-plus hours a week of triage and reconciliation per assistant. At $35 to $60/hour contract rates, that is $5,460 to $18,720 a year in labor spent doing what software should already be doing. A missed change is worse: one documented case cost a traveler $3,978 in credit plus $280 out of pocket, and even a caught error runs up to $200 to $400 in change fees.

Industry voice

“TripIt's Travel Arranger feature is meant to support arrangers/managers assisting a small number or group of travelers, and is explicitly not designed to support travel agencies, TMCs, large corporate bookings, or sharing/monitoring trips for large numbers of people from a single account.”

TripIt Help CenterSource ↗
Industry voice

“TripIt for Teams was retired January 31, 2022; team calendar and dashboard features were removed, and after July 1, 2022 users lost access to any team trips they did not personally own or create.”

TripIt Help CenterSource ↗
Industry voice

“Mixes up itineraries and dates for different travelers, won't recognize some forwarded itineraries that it used to easily ingest.”

TripIt review, TrustpilotSource ↗

Built for the job

Everything the incumbents do, plus what a real arranger needs

The same parsing, dedupe, and stitching engine travelers get, wrapped in the multi-traveler layer nobody else ships.

🗂️

A labeled board per traveler

Core architecture, not a bolt-on: one login, a separate trip stream for each person you coordinate, never mixed, for travel booked anywhere.

📧

A private forwarding address per traveler

Forward confirmations yourself or set a forwarding rule; each address feeds only its own board.

🔔

Change feed across everyone

Schedule changes, cancellations, gate and room changes since you last checked, one glanceable diff across every traveler instead of manual re-verification.

📋

Day-of briefing per traveler

An auto-generated one-page summary of each traveler's day: flight, car, hotel, ready to hand off, never hand-assembled.

🔗

Branded, shareable itineraries

A clean, no-login itinerary link per trip, generated automatically from parsed confirmations rather than built by hand.

🧩

Dedupe and stitch, automatically

A rebooked flight is an update, not a duplicate row. Two one-way legs become one round trip. The failure modes arrangers describe for over a decade, closed.

Feature by feature

The arranger tooling comparison

A direct, sourced comparison against the incumbents and indie tools an arranger would actually consider.

FeatureTrip UnderwayTripIt ProTravefyWanderlogNavan / ITILITEAwardWalletCheckMyTrip (Amadeus)Tripsy (indie)Otto the Agent (indie)
Forward-to-parse ingestion✅✅❌✅❌✅✅✅❌ booking-first
Zero-failure parsing track record✅ 218/218🟡 reported failuresn/a🟡 struggles on niche/PDFn/a🟡🟡 reported failures✅ well-reviewedn/a
Forward from any of your addresses, or connect Gmail✅ any address, plus Gmail🟡 registered addresses, Inbox Syncn/a✅n/a✅🟡 forwarding only🟡 forwarding onlyn/a
Auto-dedupe of rebooked/duplicate confirmations✅❌❌❌🟡 in-platform only❌❌❌🟡
Stitches separate one-ways into a round trip✅❌❌❌🟡❌❌❌❌
Per-traveler dashboard (many unrelated people)✅❌ explicitly out of scope❌❌✅ in-platform only🟡 family loyalty only❌❌❌ single traveler
Change feed ("what moved since yesterday")✅❌❌❌🟡❌🟡 delay alerts only❌🟡
Day-of briefing✅❌❌❌❌❌❌❌🟡
Real-time flight alerts✅✅❌❌🟡❌✅❌🟡
Polished, shareable, branded itinerary output✅❌✅🟡🟡❌❌🟡🟡
Works on travel booked anywhere✅✅n/a✅❌✅✅✅❌
No per-client billing or commission capture required✅✅❌ per-seat SaaS✅n/a✅✅✅❌ commission-based
Built/marketed for coordinating others' travel✅❌❌ built for advisors❌🟡 corporate only❌❌❌❌ individual traveler
Reachable, responsive support (our commitment)✅❌ "impossible to reach"❌ "horrible"🟡✅🟡🟡✅🟡
✅ full support 🟡 partial / degraded ❌ not supported n/a not applicable

The math

The tools that exist today cost less than $50 a year, and still leave you doing the work by hand

$5,700–$18,700 an estimated year in manual triage labor, reconciling one arranger's spreadsheet, TripIt Pro, and a shared calendar by hand
vs.
$149 a year of Family & Team for six people, $29 for each person you add. It replaces the labor instead of adding another line item nobody uses for the multi-traveler work

Trip Underway is priced to replace $5,700 to $18,700 a year of manual reconciliation, not to add another subscription that ignores the real job.

Pricing

Plans for professionals

Start free, then choose by how many people sign in.

Traveler

For one professional running travel from a single sign-in

$79
per year
  • Live flight alerts + day-of briefings
  • A labeled board per person you plan for
  • Deals with verified award alerts
Start free, upgrade in-app

Travel advisors: Trip Underway is the coordination layer alongside your booking tools, and your clients see a clean, branded itinerary.

Questions

Frequently asked questions

How is this different from TripIt's Travel Arranger?+
TripIt's own help docs say Travel Arranger is not designed to share or monitor trips for large numbers of people from a single account, and TripIt for Teams was retired January 31, 2022. Trip Underway's core architecture is one login with a separate labeled stream per traveler, never mixed, built for exactly this job from day one.
Does Trip Underway need access to my travelers' inboxes?+
No. Each traveler gets a private forwarding address. You (or they, or a forwarding rule) forward confirmations to it from any of their addresses, and they are filed on that traveler's board.
How much does Trip Underway Pro cost?+
Professionals run Trip Underway on the Family & Team plan: $149 a year for six people, each with their own sign-in, plus $29 a year for each person you add. One professional working from a single sign-in can start on Traveler at $79 a year.
I am a travel advisor. Does Trip Underway replace my booking tools?+
It works beside them. Trip Underway is the coordination layer for whatever you book with: every client's confirmations, from any source, stitched into one labeled board per client.

Start with Trip Underway Pro

Family & Team covers six people for $149 a year, and each person you add is $29 a year. Start free and upgrade in the app, or leave your email and we will be in touch.

You're on the list. Welcome aboard.

Or start free on your own trips today and upgrade when the tier opens.