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Running Your Charter

Split Payments and Deposits: Making Big-Ticket Trips Accessible

A $2,000 trip is a big ask upfront. Deposits and split payments make it easier for customers to say yes.

7 min readBy Guidewinds Team

Split Payments and Deposits: Making Big-Ticket Trips Accessible

A full-day offshore charter can easily run $1,500-2,500. Asking for the full amount upfront creates friction — especially for family trips where someone's booking months in advance.

Deposits and split payments solve this by spreading the cost without increasing your risk.


Why Full Upfront Payment Kills Conversions

Put yourself in the customer's shoes:

  • They find your charter online in February for a July trip
  • They're excited, ready to book
  • The booking page shows: $1,800 due now
  • They hesitate. "That's a lot right now. Let me think about it."

That hesitation is where you lose bookings. Not because they don't want the trip — but because $1,800 today feels different than $1,800 five months from now.

The Psychology

A $450 deposit for an $1,800 trip feels like a deal. The customer commits, gets excited about the trip, and the remaining $1,350 due closer to the date feels manageable because they've already mentally allocated the money.

Deposit Strategies That Work

The Standard: 25-50% at Booking

Most charter operators find the sweet spot between 25-50% deposit:

Deposit AmountProsCons
25% ($450 on $1,800)Low friction, more bookingsHigher no-show risk, less upfront cash
50% ($900 on $1,800)Strong commitment, good cash flowSome booking friction
100% upfrontZero no-show riskSignificant booking friction, more refund requests

When to Use Higher Deposits

  • Peak season: Demand is high, empty slots are costly — 50% is justified
  • Short lead time: Booking 1-2 weeks out? Full payment makes sense since the trip is imminent
  • Premium trips: Multi-day or tournament trips where prep costs are high
  • High no-show history: If a customer segment has unreliable booking patterns

When to Use Lower Deposits

  • Off-season: Lower friction = more bookings during slow months
  • Long lead time: Trips booked 3-6 months out benefit from smaller upfront commitment
  • First-time customers: Make the first booking easy; they'll trust you for the next one
  • Group bookings: Large groups need more time to coordinate payment

Balance Collection Timing

The deposit is just the start. When do you collect the rest?

1

Option A: Balance Due 7 Days Before

The most common approach. Gives you a full week to fill the slot if they cancel. Automatic charge to card on file.

2

Option B: Balance Due 24-48 Hours Before

Maximum flexibility for customers. Riskier for you (less time to rebook if they bail), but fewer cancellation complaints.

3

Option C: Balance Due at the Dock

Feels natural to customers but creates risk. What if their card declines at 5am? What if they want to negotiate?

Recommendation

7 days before is the sweet spot for most charters. It gives you rebook time, feels fair to customers, and eliminates dock-side payment hassles.

Handling the Cancellation Question

Split payments force you to have clear cancellation policies. Customers will ask:

"What if I cancel?"

Have tiered refund policies:

  • 30+ days out: Full deposit refund
  • 14-30 days out: 50% of deposit refunded (or credit toward rebooking)
  • Under 14 days: No refund, but credit toward future trip
  • Weather cancellation: Full refund regardless of timing

"What if the balance charge fails?"

Set clear expectations:

  • Card on file is charged automatically 7 days out
  • If charge fails, customer has 48 hours to provide alternate payment
  • If no payment after 48 hours, booking is cancelled (deposit retained per policy)

"Can I add more guests later?"

Make it easy:

  • Allow guest count changes up to your max capacity
  • Charge the difference on the updated balance
  • Set a deadline for changes (e.g., 3 days before trip)

Making Big Trips Even More Accessible

For premium trips ($2,000+), consider additional options:

Payment Plans (3-4 Installments)

For trips booked well in advance:

  • At booking: 25% deposit
  • 60 days before: 25% installment
  • 30 days before: 25% installment
  • 7 days before: Final 25%

This turns a $2,400 trip into four $600 payments — much more manageable for most families.

Group Payment Splitting

For group charters, let individual guests pay their share:

  • Captain books the trip, provides guest emails
  • Each guest gets a payment link for their portion
  • You see who's paid and who hasn't
  • No more "my buddy's gonna Venmo me later" situations

The Automation Difference

Manual split payments are a headache:

  • Tracking who owes what
  • Remembering to send balance reminders
  • Chasing failed payments
  • Processing refunds for cancellations

Automated systems handle all of this:

  • Scheduled charges to cards on file
  • Automatic payment reminders (7 days, 3 days, 1 day before balance due)
  • Failed payment notifications to both you and the customer
  • Refund processing based on your cancellation policy

Common Mistakes to Avoid

  1. No card on file for balance: Collecting deposit by card, then asking for cash/Venmo for balance creates collection problems
  2. Unclear timing: If customers don't know when their balance will be charged, failed payments and disputes increase
  3. No failed payment process: What happens when the charge fails? Define this before it happens
  4. Same policy for all trips: A 2-hour sunset cruise doesn't need the same deposit structure as a 3-day offshore trip
  5. Forgetting taxes/fees: Make sure the total (including any add-ons, taxes, or fees) is clear from the start

The goal is simple: make it easy to say yes at booking, and make the remaining payment feel painless. When you remove financial friction, more people book — and more people show up.

How much are you overpaying?

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