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Guidewinds
Switching from Square Appointments?

Your charter isn't a salon appointment.

Get booking software built for boats, not haircuts. Weather integration, waivers, deposits — included.

Calculate Your SavingsStart Free Migration

Why operators are switching

Common frustrations with Square Appointments

No weather integration or policies

Square doesn't know about wind thresholds or storm forecasts. You're on your own for weather cancellations.

No digital waivers

Still printing liability forms? Square won't help. You need a separate waiver service and hope nothing gets lost.

Built for retail, not reservations

Square Appointments works great for walk-in haircuts. Multi-day charters with deposits? Good luck.

Square Appointments vs Guidewinds

See how we compare, feature by feature

Feature
Square Appointments
Guidewinds
Weather automation
None
Full integration
Digital waivers
Not available
Built-in
Deposit handling
Basic
Flexible splits
Multi-day bookings
Workarounds
Native support
Charter focus
No
100%
Guest management
No
Full party details

Calculate your savings

See exactly how much you'd save by switching from Square Appointments

How much is Square Appointments costing you?

See what flat pricing saves you

You'd save

$11,532/yr

$961/mo · 60% less than FareHarbor

FareHarbor

$1,592/mo

Guidewinds

$631/mo

Start Free TrialFull calculator

We'll migrate your data for free

Switching platforms shouldn't mean starting from scratch. We handle the heavy lifting so you can focus on bookings.

Import your services & pricing

CSV upload or we'll do it manually — your choice

Transfer customer history

Keep your repeat customer data and booking history

Redirect your old booking URL

Customers clicking old links land on your new page

Ready to make the switch?

  • 15-minute migration call
  • We import your Square Appointments data
  • Live by end of week
Book Migration CallStart Free Trial

Ready to stop overpaying?

Start your 14-day free trial. No credit card required.

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