FOR MOBILE COFFEE, DESSERT, AND TREAT BUSINESSES
Booking Software for Mobile Coffee Bars
Espresso carts, dessert bars, shaved ice, ice cream trucks. Clients pick a date and a package, sign the contract, and pay the deposit online.
Booking software for the cart, not the cafe
Check Cherry is booking software and CRM for mobile coffee bars, espresso carts, dessert and donut carts, shaved ice and snow cone stands, ice cream and gelato carts, and hot chocolate bars that serve weddings, corporate events, and parties. Inquiries, online booking, contracts, deposits, per-guest pricing, staff scheduling, and reminders in one system. A point-of-sale rings up a latte. Check Cherry books the wedding.
PACKAGES AND MENUS
Price by guest, by hour, or both
Two hours of unlimited espresso drinks for 100 guests. A dessert bar priced per person. A shaved ice cart by the hour with a minimum. Build packages the way you sell, and add the menu upgrades clients ask for.
- Per-guest, hourly, or flat packages with minimums and extra-hour rates
- Add-ons like a signature drink, oat milk, custom cups, toppings bar, or a second barista
- Travel fees by mile or zone, calculated before the client books
- Sales tax by event address, so catered and delivered events are taxed correctly
EXAMPLE: WEDDING ESPRESSO BAR
Espresso Bar, 2 hours, up to 100 guests $850
Each additional hour +$250
Custom printed cups +$120
Travel beyond 25 miles $2/mile, added automatically
CONTRACTS AND DEPOSITS
Signed and paid before you hold the date
The contract and the deposit are part of checkout. The balance is due before the event or on a payment plan, with reminders sent for you. Prefer to quote first? Send a proposal the client can accept and pay online.
- Real availability across carts and staff, so a date is never sold twice
- Proposals with multiple package options for planners and corporate clients
- Questionnaire collects the final guest count, power and water access, load-in, and drink preferences
- Booking widget for your site, or a hosted booking page if you don't have one
What a client sees:
1. Pick October 14
2. Choose Espresso Bar, 100 guests, add custom cups
3. Sign the contract
4. Pay the 25% deposit. Done.
BARISTAS AND CARTS
Staff every event, run every cart
Add your baristas and servers, track availability, and assign them to events. Each one gets a login with the schedule, address, load-in notes, and guest count. Own two carts? Book both on the same day.
- Staff see their upcoming events from their phone
- Track pay per event, collect tips, and run payroll reports
- Staff check in on site so you know setup started on time
- Set how many carts you have and Check Cherry books only what's free
TAP TO PAY ON IPHONE
The client wants another hour at the reception. Done.
Add the hour to the booking in the Check Cherry app, hold their card to your iPhone, and the payment lands on the booking with the tip and the updated balance. No card reader, no separate payment app, nothing to reconcile later.
Rolling out now. Ask us to switch it on for your account.
Run the whole business from one place
Everything from the first inquiry to the final payment.
Lead Management
Every inquiry lands in one inbox with its source, so you know which venues and planners send you work.
Payments
Deposits and balances by card or bank online. Tap to Pay on iPhone at the cart. Clients can add a tip for the crew.
Automated Messages
Payment reminders, a final-count request two weeks out, a day-before confirmation, and a review request afterward. Set once, sent for you.
AI Assistants and API
Connect ChatGPT or Claude to your account to check availability and look up bookings. Learn more
Start with one cart. Grow from there.
Coffee carts add dessert bars. Dessert bars add mobile bartending. Add new services, carts, and brands anytime without switching software.
Frequently Asked Questions
Common questions about Check Cherry for mobile coffee and dessert businesses.
What is the best booking software for a mobile coffee bar or espresso cart?
Check Cherry is built for mobile event businesses, including coffee carts, dessert bars, shaved ice, and ice cream catering. Clients book a date and package online, sign your contract, and pay a deposit, and your baristas are scheduled from the same system. A point-of-sale app is built for walk-up sales, not for booking a wedding three months out.
Can I price per guest with a minimum?
Yes. Set a per-guest price with a minimum guest count or a flat package for up to a set number of guests, plus an extra-hour rate. The client enters their count and the total, deposit, and contract update automatically. The questionnaire can collect the final count closer to the date.
Does it handle travel fees and sales tax?
Yes. Set a free radius and charge by mile or by zone beyond it. Sales tax is calculated from the event address, so events in different cities are taxed correctly without a manual lookup.
Can I book two carts on the same day?
Yes. Tell Check Cherry how many carts and how many staff you have. It books only what's available on a given date and time, and each event is assigned its own cart and crew.
Does it work for shaved ice, ice cream, and dessert carts?
Yes. Packages, add-ons, contracts, and questionnaires are fully yours to define, so it works for any mobile treat business: shaved ice and snow cones, ice cream and gelato carts, donut walls, dessert tables, cotton candy, popcorn, and hot chocolate bars.
Can I take a card payment at the event without a card reader?
Yes. With Tap to Pay on iPhone in the Check Cherry app, your phone is the terminal. Add the extra hour or the upgrade to the booking, enter the tip, and the client holds their card or phone to your iPhone. The payment is recorded on the booking, so the balance and your reports are right without a second app. Tap to Pay is rolling out by account; ask us to turn it on.
How much does it cost?
Check Cherry plans start at $39/month and include online booking, contracts, staff scheduling, questionnaires, invoicing, and payment processing. There are no per-event fees. The trial is 14 days and doesn't require a credit card.