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App updated May 29th v1.1.8

Group Travel,
Finally Coordinated

Sail Hero
Built for the one who actually plans the trip
In every travel group, one person does all the work. Sail gives that organizer a structured itinerary builder, smart data ingestion, and delegation tools, while everyone else participates by SMS.

No downloads, no signups, no friction for the 80% who just want to show up. Delegate tasks, create polls, and manage RSVPs in one place.
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Your group doesn't need another app
Travelers vote, RSVP, and complete tasks through their default messaging app, with zero signup required. It works because it doesn't ask everyone to care equally.
Sail Hero

Everything the Organizer Needs

Powerful tools for the planner. Zero friction for the group.
Itinerary builder.
Lay out activities, transit, and downtime in one structured schedule. Use the full editor to keep every segment clear from the first draft to the last change.
Task delegation.
Assign booking confirmations, shared packing, and other to-dos to specific travelers. They get and complete tasks by SMS, and you see status in one place.
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Task delegation.
SMS polls.
Run votes for restaurants, activities, or dates and send them to the group over SMS. Travelers reply from their messaging app and tallies update in your dashboard.
SMS polls.
Sail Pro
Free covers essentials. Pro unlocks scale.
Pro is built for larger groups, unlimited active trips, and automated planning workflows that save organizers hours each week.
Sail Pro
Unlimited trips, bigger groups.
Run as many active trips as you need and host up to five hundred travelers on a single trip. Add people by phone and keep large rosters under control from the same workspace.
Travelers and group size.
Sail Pro
Smart itinerary creation.
Drop in a Google Doc, spreadsheet, or long group-chat paste. Sail parses the messy details into a clean, structured itinerary you can edit like any other trip.
Smart itineraries.
Sail Pro
Proactive SMS reminders.
Nudge travelers before key moments so departures, reservations, and meetups do not slip. Reminders go out over SMS without anyone installing an app.
Proactive SMS reminders.
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Sail for Tour Operators
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Scale your operations
Purpose-built for travel companies and tour operators. Custom join links, white-label branding, larger group capacity, and analytics on traveler engagement across all your trips.
Custom Join Links
Travelers join via a branded URL for easy onboarding.
Custom Join Links
White-Label Branding
Your brand, your experience. White-label the trip interface so your clients see your company, not Sail.
White-Label Branding
Engagement Analytics
Track traveler engagement across trips so you can see who is responding, who is completing tasks, and where coordination is slipping.
Engagement Analytics

Common questions

What is Sail?

Sail is group trip planning software built for the person organizing the trip. You build one shared itinerary, delegate tasks with real owners and deadlines, and collect RSVPs, poll answers, and reminders over SMS so your group does not need to install anything.

Do the people I invite need to download an app?

No. Sail sends RSVPs, polls, and itinerary reminders by text message, so anyone you invite can respond from the messages app they already use. Only the organizer needs an account.

Is Sail free?

Yes, Sail is free for personal group trips. Paid plans add unlimited trips, larger groups, smart itinerary creation, proactive SMS reminders, and itinerary broadcasts.

What kinds of trips is Sail good for?

Anything where more than a few people need to end up in the same place at the same time — bachelor and bachelorette weekends, family reunions, ski trips, destination weddings, retreats, and recurring group departures run by tour operators.

Can Sail be used by tour operators?

Yes. Sail for operators supports recurring departures with reusable trip templates, traveler tracking, and SMS broadcasts across trips.

How is Sail different from a group chat and a spreadsheet?

A group chat loses information the moment it scrolls, and a spreadsheet is never open when someone needs it. Sail keeps one live itinerary, assigns tasks to named people with deadlines, and pushes the details by text on the day they matter.

More on organizing group travel in the Sail blog, or compare plans on the pricing page.

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