CharterOsprey
Simple monthly plans

Room for the business
you’re building.

Start with the boat you run today.
No setup fees. No added per-booking fees.

Evaluation mode is open. Explore any plan without subscription charges.
The independent captain

Launch

Everything in its place for a one-boat business.

$49/ month
Choose Launch
  • 1 boat
  • 6 active trip types
  • 3 captain or staff users

Private & walk-on bookings

Deposits, balances & tips

Gift cards & promotions

Reports & email support

The whole operation

Fleet

A shared view across an established fleet.

$199/ month
Choose Fleet
  • 12 boats
  • Unlimited trip types
  • Unlimited captain or staff users

Everything in Growth

Fleet-wide operations

Onboarding assistance

Priority issue routing

Prices in USD. Payment processing fees are separate. Every plan starts with a 14-day free trial.

The essentials,
in every plan.

Your bookings

Private charters, shared departures, passenger manifests, and a branded booking site.

Your business

Your connected payment account, your customer records, and your trip reports.

Good to know

A few details.

Let’s talk about your business ↗
How does the trial work?

In live mode, your first 14 days are free and no credit card is required at signup. Choose a subscription when you are ready. In evaluation mode, you can explore without subscription charges.

Can I change plans later?

Yes. Upgrade when you need room for more boats or crew. To move to a smaller plan, bring your boats, trip types, and users within its limits first.

Are there booking or setup fees?

CharterOsprey has no setup fee or added per-booking fee. Stripe’s payment processing fees still apply when you connect payments.

Can I take my data with me?

Yes. Download CSV exports for bookings and reports from your captain workspace.

Come aboard

Make room for
what comes next.

Get started

14 days to try it. No credit card needed.A workspace to explore, at your own pace.