Plans

Start your CaptainsHQ account

Pick the level that matches your operation now, then upgrade anytime as your bookings grow.

Entry

$19/mo

Core booking tools for solo captains.

•Up to 30 trips per calendar month
•Calendar, customers, bookings, and waiver tools
•Email-based customer care workflow
•Best for getting organized and running day-to-day operations

Choose Entry

Pro

$39/mo

Automation and growth tools for active captains.

•Everything in Entry
•Up to 30 trips per calendar month
•Up to 60 customer reminder SMS per month
•Automated reminders, booking SMS, marketing tools, and analytics
•Stripe Connect and Google Calendar integration

Choose Pro

Fleet

$99/mo

For growing operations managing multiple captains.

•Everything in Pro
•Up to 90 trips per calendar month
•Up to 180 customer reminder SMS / month
•Shared team workspace for crew operations
•More room to scale without changing your workflow

Choose Fleet

Armada

$199/mo

For high-volume charter teams that need headroom.

•Everything in Fleet
•Unlimited trips per month
•Unlimited customer reminder SMS through CaptainsHQ
•Full premium feature set with maximum operating capacity

Choose Armada

Monthly trip counts use each trip's start date in your booking timezone. Reminder SMS caps reset each calendar month. Armada is for operators who outgrow Fleet; at very large SMS volumes, variable carrier costs still apply—reach out so we can keep margins healthy for everyone.

Current SMS positioning is customer-care focused (confirmations, reminders, payment follow-up, and operational updates).

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