Trip Underway Pro: every traveler you run, one 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 $5,700 to $18,700 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. No OAuth, no inbox scanning, ever.

🔔

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. Trip Underway is pre-launch; every "Trip Underway" column reflects our own build target, not yet independent production reliability.

Feature	Trip Underway	TripIt Pro	Travefy	Wanderlog	Navan / ITILITE	AwardWallet	CheckMyTrip (Amadeus)	Tripsy (indie)	Otto the Agent (indie)
Forward-to-parse ingestion	✅	✅	❌	✅	❌	✅	✅	✅	❌ booking-first
Zero-failure parsing track record	✅ 218/218	🟡 reported failures	n/a	🟡 struggles on niche/PDF	n/a	🟡	🟡 reported failures	✅ well-reviewed	n/a
Privacy-first, forward-only (no inbox OAuth)	✅	🟡 Inbox Sync opt-in scan	n/a	❌ Gmail-connect option	n/a	❌ continuous inbox scan	✅	✅	n/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 (pre-launch 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.

Under $1,200 a year of Trip Underway Pro at the $99/mo list rate, and early access locks $79/mo. 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

Two tiers for professionals

Both include everything in the consumer Traveler plan. Early-access pricing is a working draft, shaped with the first members; locked rates stay locked.

Most requested

Pro

For one assistant, family-office professional, or advisor running travel for up to 8 travelers

$99
per month · lock $79/mo in early access

Everything in the Traveler plan
Per-traveler boards + forwarding addresses
Change feed across every traveler
Day-of briefings + branded itineraries

Join early access

Team

For a family office or travel desk with multiple professionals and many travelers

Custom
shaped with early members

Everything in Pro
Shared team visibility
Priority onboarding support

Talk to us

Travel advisors: Trip Underway has no booking engine, no client billing, and no commission layer. It is the coordination layer that sits alongside whatever you book with, and your clients see a clean branded itinerary, not our app.

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) send confirmations to it, and that is the only email Trip Underway ever sees. No OAuth, no inbox scanning, ever.

How much does Trip Underway Pro cost?+

Trip Underway Pro is $99 per month for up to 8 travelers, and early-access members lock the rate at $79 per month. Team pricing for a family office or travel desk with multiple professionals is custom, shaped with early members.

I am a travel advisor. Does Trip Underway replace my booking tools?+

No, and it does not try to. Trip Underway has no booking engine, no client billing, and no commission layer. It is the coordination layer that sits alongside whatever you book with: every client's confirmations, from any source, stitched into one labeled board per client.

Join Trip Underway Pro early access

Early members lock $79 per month, get a direct line to the team, and shape the multi-traveler features with us. 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.