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THE POST-BOOKING HELP THAT GIVES YOU TIME BACK.

Spend more time
selling travel.

You didn’t become a travel advisor to chase confirmations, babysit deadlines, and spend your day on administrative follow-through. TripSteward handles more of the post-booking nonsense so you can get back to researching great trips, talking to clients, and selling travel.

A second pair of eyes.A second pair of hands.And fewer things living in your head.
Works alongside your CRM. Your clients stay yours.
You sell the trip. We’ll handle the nonsense.
TRIPSTEWARD · LIVE DEMO
Milo checking a tripMiloYour second pair of eyes
MILO'S TRIP AUDIT

Before it becomes a problem, Milo checks it.

Do the dates line up?Does every part of the trip connect?Is transportation missing anywhere?Are the right travel documents covered?Is anything important missing?
Check complete. You get a second set of eyes on every trip.
Fiona preparing client workFionaYour second pair of hands
FIONA ALREADY KNOWS THE TRIP

Just tell her what you need.

“Write a getting-excited email.”
Got it. I’ll use the clients’ actual trip details.
Personalized emailsWritten for this client and this trip. No generic template.Client-ready documentsCustomized to the trip and branded for your agency.Useful resourcesPacking tips and trip resources with your agency information.
Your brand. Your client. You get the credit.
TripStewardNever just another to-do list.
NOTHING FALLS THROUGH THE CRACKS

We don’t put anything on your plate without helping you take it off.

Final payment coming upClient needs a reminder
Cruise check-in opensClient needs instructions
Airport transfer still missingA decision is needed
Every task comes with a way forward.
Less clicking. Less figuring out software.More time being the advisor. No training-video marathon required.
FROM QUOTE TO DEPARTURE

From quote to bon voyage.

Four quick looks at the work you get back.

01
BRING IT TOGETHER

Drop it in. Skip the retyping.

Add confirmations as PDFs, screenshots, or pasted text—flights, hotels, cruises, transfers, travel insurance, and the rest of the booking. TripSteward brings the details together without making you re-enter them.

Your CRM can keep its job. So can you.
Cruise confirmation.pdf Flight screenshot.png Hotel email, pasted Travel insurance.pdf
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ONE TRIP · SAMPLECaribbean sailing
Air Cruise Hotel Insurance + more
02
YOUR SECOND PAIR OF EYES

Catch it before it costs you.

A wrong flight date or a missing ride is easier to fix while there’s still time. Milo gives the whole trip a second pair of eyes.

See what Milo can do
MILO'S TRIP AUDIT · ILLUSTRATIVE TRIP
RED · FIX BEFORE CLIENT DOCUMENTSReturn flight booked for the wrong day.Flight: May 7 · Cruise ends: May 8. Review the airline confirmation and available May 8 flights before sharing client documents.
AMBER · CHECK THE RIDENo confirmed transfer to the ship.The hotel stay ends May 1, but Milo found no hotel-to-port transfer. Confirm the clients’ plan.
GREEN · WHAT MILO CHECKED✓ Cruise embarkation date✓ Air passenger names✓ Pre-cruise arrival day
TRAVEL DOCUMENTS · VERIFY FOR THIS TRIPPassport or other accepted identification for this sailing — check each traveler’s eligibility and validity.Required online cruise registration — verify completion before departure.Entry rules depend on citizenship and ports; advisor confirms the current requirements.
Task + help: Review the return date with booking details in hand
03
MILESTONES, WITH A HEAD START

A task. And help doing it.

Payment coming up? The task arrives with a trip-specific email draft. Quiet stretch after deposit? A client update keeps the excitement going.

“I'll remember that” can take the day off.
NEXT MILESTONE · SAMPLEUpcoming final payment
Ready to help Review email draft
DRAFT FOR HARBORLIGHT TRAVEL

Hi Nora and Casey, your Icon of the Seas sailing is getting closer. I’ve checked the sailing dates and your names against the confirmations. Here’s the payment milestone and what comes next…

Written for this trip. Not pulled from a template.
UP NEXT · Pre-cruise guide to keep the countdown fun
04
FIONA PREPARES THE FOLLOW-THROUGH

Client-ready. Advisor-branded.

Fiona prepares useful client documents under your agency branding—from welcome materials to a pre-trip guide, itinerary review, and take-along contact card. These are a few examples of what she can make. You review them. Your clients see you.

See what Fiona can do We make you look good. You get all the credit.
Harborlight Travel What’s Next guide showing the real pre-trip milestone layout
Harborlight Travel itinerary review sampleSeparate take-along emergency contact card, front and back
Real sample pages · a few of many possible documents · tap to enlarge
THE WORK BEHIND YOUR GOOD NAME

Milo checks. Fiona prepares.
You get all the credit.

TripSteward helps you stay ahead of the details and show up for clients between deposit and departure. It works alongside the CRM and tools you already use.

BEFORE YOU GIVE US A TRIP

The questions we’d ask too.

Because another piece of software should earn its place.

I already use a CRM. Why would I need TripSteward?

Your CRM helps manage clients and bookings. TripSteward picks up where most CRMs stop: after the booking. It reviews the pieces of the trip together, watches for gaps and deadlines, and helps with the follow-through that normally lives in your inbox, calendar, notes, and memory.

Am I going to have to enter the whole trip again?

No. That would defeat the point. Drop in the material you already have—quotes, confirmations, PDFs, screenshots, supplier emails, and updates. TripSteward builds the trip record from those materials so you can review what it found instead of retyping the itinerary.

What can TripSteward actually catch?

Things that are easy to miss across several suppliers: mismatched dates, missing transfers, tight cruise embarkation timing, overnight-flight date changes, gaps between trip segments, unverified details, and important supplier deadlines. It separates genuine problems from things that simply need verification.

What happens when the booking changes?

Add the updated supplier material. TripSteward can compare it with what was already on file, identify what changed, and rerun the relevant checks. You stay in control of approving changes to the trip record.

Is TripSteward going to send things to my clients without me?

No. TripSteward works for the advisor, not around the advisor. Client emails and materials are prepared for you to review. You decide what goes to the client and when, and your relationship stays front and center.

Will my clients’ information stay secure?

TripSteward is designed to work with the information needed to service a trip while minimizing sensitive data. We don’t need passport copies, government IDs, or similar highly sensitive documents—and TripSteward is designed to reject and remove them if they’re uploaded. Your clients’ information is used to help you manage and service their trips, not to market to them or take over the client relationship. Your clients stay your clients.

What if Milo gets something wrong?

Milo is a second pair of eyes, not the final authority. Findings show what needs attention so you can review, correct, dismiss, or add updated documentation. TripSteward is built around advisor oversight rather than silently changing a booking.

Are Milo and Fiona real people?

Nope. Milo and Fiona are part of TripSteward. Milo is your second pair of eyes, checking the trip for things you might want to catch. Fiona is your second pair of hands, helping with the client-facing work that comes next. They don’t take vacations, call in sick, or steal your lunch from the office fridge. You’re still the travel advisor. They just help with the nonsense.

Is this just for cruises?

No. TripSteward is built around the trip, not a particular supplier or vacation type. Flights, hotels, cruises, tours, rail, transfers, insurance, and other trip components can live in the same trip record.

Can I try it on a real booking before I decide?

Yes. The 14-day trial is meant for exactly that. Put up to three real trips through the workflow and decide whether having the extra set of eyes and hands is worth keeping.

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NO CALENDAR INVITE REQUIRED

Give your next trip some backup.

The free 14-day trial includes up to three trips. No credit card needed when signup opens.

See the trial plan