BUILT FOR CARIBBEAN BUSINESS OWNERS

Power your
paradise.

The all-in-one business platform for Caribbean hospitality & tourism. Bookings, payments, and customer communication — all in one place.

200+ local businesses
across the Caribbean already onboard
TODAY
Dashboard
● Live
Bookings today
12 +3
Revenue
$1,840 +18%
Pending
4
RECENT BOOKINGS
M
Marcus T.
Airport Transfer
2:30 PM
Confirmed
S
Sophie L.
Sunset Cruise Tour
4:00 PM
Pending
J
James R.
Villa Check-in
5:30 PM
Confirmed
3 new WhatsApp messages
Auto-reply active
Integrated with
WhatsApp Business
Stripe Payments
Google Calendar
Booking.com
TripAdvisor
Platform Features

Everything you need.
Nothing you don't.

Rooted Stack is purpose-built for the pace and character of Caribbean business.

Bookings & Scheduling

Accept bookings 24/7 with a smart calendar. Automated reminders keep no-shows to a minimum and your schedule always full.

WhatsApp Integration

Receive booking requests, send confirmations, and chat with guests — all through WhatsApp Business. Meet customers where they already are.

Stripe Payments

Accept deposits, full payments, or subscriptions with Stripe. Settle in local or international currencies with zero hidden fees.

Digital Storefront

A beautiful, mobile-ready page for every vendor — menus, photo galleries, pricing, reviews. No design skills needed.

Smart Analytics

Understand your peak hours, top services, and best customers. Make decisions based on real data, not guesswork.

Multi-Channel Reach

Sync your listings to Google, TripAdvisor, and Booking.com. One update, everywhere.

Industry Solutions

Built for every corner
of Caribbean hospitality

Fill every table, every night.

Manage your menu, take reservations, and process payments — all from one dashboard. Customers can book via WhatsApp or your digital menu link. Send automated reminders and upsell specials in real time.

  • Online table reservations
  • Digital menu with QR code
  • WhatsApp order & enquiry routing
  • Stripe payments at the table
Explore Beach Bars & Restaurants
34%
avg. revenue increase for beach bars & restaurants
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇

More pickups, less paperwork.

Manage your fleet, take advance bookings, and collect payments upfront. Automated WhatsApp messages handle pickup reminders and return confirmations so your drivers can focus on the road.

  • Fleet availability calendar
  • Upfront deposit via Stripe
  • WhatsApp confirmation & reminders
  • Driver assignment & routing
Explore Car Rental & Transfers
60%
reduction in no-shows for car rental & transfers
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇

Your schedule. Your rates.

Set your own hours, rates, and service areas. Guests book you directly through your Rooted Stack profile. Receive WhatsApp alerts for new jobs and collect payment before departure.

  • Personal booking page
  • Custom rates & packages
  • Live availability toggle
  • Instant Stripe payout
Explore Private Hire & Taxi-Guides
more repeat bookings for private hire & taxi-guides
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇

A five-star experience from day one.

Showcase your property with a rich visual profile. Guests book and pay instantly, then receive a personalised WhatsApp welcome sequence with check-in instructions and local tips — all automated.

  • Property profile & photo gallery
  • Booking calendar sync
  • Automated guest welcome flow
  • Deposit & balance via Stripe
Explore Villas & Boutique Stays
92%
occupancy rate avg. for villas & boutique stays
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇

Sell your best moments.

List your tours, set group sizes, and manage bookings with ease. Sold-out notifications, waitlists, and upsell add-ons are all handled automatically, letting you focus on creating unforgettable experiences.

  • Tour listings with group limits
  • Waitlist management
  • Add-on upsells (lunch, transport)
  • Real-time availability
Explore Tours & Experiences
4.9★
avg. guest rating for tours & experiences
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇

Share your culture with the world.

Cooking classes, rum tastings, cultural walks — give guests the tools to discover and book authentic local experiences. Your story, beautifully presented and easy to find.

  • Experience page with storytelling layout
  • Multi-session booking
  • Guest dietary & preference notes
  • Post-experience review requests
Explore Culinary & Cultural Experiences
more direct bookings for culinary & cultural experiences
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇

Your craft deserves a digital home.

Build a portfolio storefront, take commissions, and sell products or workshops directly to locals and visitors alike. Accept payments via Stripe and talk to buyers on WhatsApp.

  • Portfolio & product catalog
  • Commission & custom order forms
  • Workshop booking
  • Local & international payments
Explore Artisan & Creative Vendors
wider audience reach for artisan & creative vendors
Rooted Stack Bot
● Online
Hi, do you have availability for tomorrow at 2pm?
Yes! I've checked your calendar — 2:00 PM is available. Shall I book it? Payment link below 👇
Guided Onboarding

Fully live
within a week.

01
Day 1

Discovery call

We start with a 30-minute call to understand your business, your customers, and what a successful setup looks like for you.

02
Days 2–3

Profile & integrations

Your dedicated onboarding specialist builds your profile, connects WhatsApp Business, and sets up Stripe payments — guided every step.

03
Days 4–5

Review & customise

You review your live profile, fine-tune services, pricing, and photos. We handle any technical adjustments the same day.

04
Day 7

Go live & grow

Your booking link is shared with the world. Automated confirmations, reminders, and payments run from day one. You just show up.

Transparent Pricing

Pricing built for
your business type.

Select your vertical to see the right plan for you.

Starter

One location, getting digital.

$35 /mo
billed annually
WhatsApp for a demo
  • 1 venue profile
  • Up to 80 table reservations/mo
  • Digital menu with QR code
  • WhatsApp booking notifications
  • Stripe payments
  • Email support
Most popular

Growth

For busy bars & restaurants scaling up.

$89 /mo
billed annually
WhatsApp for a demo
  • 3 venue profiles
  • Unlimited reservations
  • WhatsApp bot & auto-replies
  • Stripe + multi-currency
  • Specials & upsell campaigns
  • Instagram & Google sync
  • Priority support

Enterprise

Groups, beach clubs & resort F&B.

Custom
Contact sales
  • Unlimited venues
  • POS integration
  • Dedicated account manager
  • Custom menu design
  • White-label option
  • On-site onboarding

Starter

Small fleet, getting organised.

$39 /mo
billed annually
WhatsApp for a demo
  • Up to 5 vehicles
  • 50 bookings/month
  • Upfront deposit via Stripe
  • WhatsApp confirmation
  • Basic fleet calendar
  • Email support
Most popular

Growth

Growing fleet, fully automated.

$95 /mo
billed annually
WhatsApp for a demo
  • Up to 20 vehicles
  • Unlimited bookings
  • Driver assignment & routing
  • WhatsApp reminders & returns
  • Stripe full + deposit flows
  • Analytics & utilisation reports
  • Priority support

Enterprise

Multi-location rental operations.

Custom
Contact sales
  • Unlimited fleet
  • API & OTA integrations
  • Dedicated account manager
  • Custom contracts
  • White-label app
  • On-site onboarding

Solo

Independent operators starting out.

$19 /mo
billed annually
WhatsApp for a demo
  • 1 driver profile
  • 30 trips/month
  • Personal booking page
  • WhatsApp trip alerts
  • Stripe instant payout
  • Email support
Most popular

Pro

Full-time guides & transfer drivers.

$49 /mo
billed annually
WhatsApp for a demo
  • 1 driver profile
  • Unlimited trips
  • Custom rates & tour packages
  • WhatsApp automation
  • Multi-stop trip builder
  • Review collection
  • Priority support

Fleet

Multi-driver operations & agencies.

Custom
Contact sales
  • Multiple drivers
  • Dispatcher dashboard
  • Dedicated account manager
  • Custom branding
  • Corporate billing
  • On-site onboarding

Starter

One property, looking professional.

$39 /mo
billed annually
WhatsApp for a demo
  • 1 property profile
  • Booking calendar
  • WhatsApp welcome automation
  • Stripe deposit & balance
  • Photo gallery
  • Email support
Most popular

Growth

Multiple properties, maximise occupancy.

$99 /mo
billed annually
WhatsApp for a demo
  • Up to 5 properties
  • Unlimited bookings
  • Automated guest journey (WhatsApp)
  • Stripe multi-currency
  • Channel sync (Airbnb/Booking)
  • Review management
  • Priority support

Enterprise

Boutique hotels & villa collections.

Custom
Contact sales
  • Unlimited properties
  • PMS integration
  • Dedicated account manager
  • White-label guest portal
  • Custom contracts
  • On-site onboarding

Starter

Solo operators listing their first tours.

$29 /mo
billed annually
WhatsApp for a demo
  • Up to 3 tour listings
  • 40 bookings/month
  • Group size management
  • WhatsApp confirmations
  • Stripe payments
  • Email support
Most popular

Growth

Established tour operators scaling up.

$75 /mo
billed annually
WhatsApp for a demo
  • Unlimited tour listings
  • Unlimited bookings
  • Waitlist management
  • Add-on upsells
  • WhatsApp automation
  • TripAdvisor sync
  • Priority support

Enterprise

Agencies & multi-guide operations.

Custom
Contact sales
  • Multi-guide management
  • API integrations
  • Dedicated account manager
  • White-label booking portal
  • Custom pricing rules
  • On-site onboarding

Starter

Share your first cultural experience.

$25 /mo
billed annually
WhatsApp for a demo
  • Up to 2 experience listings
  • 30 bookings/month
  • Guest preference notes
  • WhatsApp notifications
  • Stripe payments
  • Email support
Most popular

Growth

Full schedule of classes & experiences.

$65 /mo
billed annually
WhatsApp for a demo
  • Unlimited listings
  • Multi-session booking
  • Guest dietary & allergy notes
  • WhatsApp automation
  • Post-experience review requests
  • Instagram sync
  • Priority support

Enterprise

Cultural organisations & collectives.

Custom
Contact sales
  • Unlimited hosts
  • Group & private event management
  • Dedicated account manager
  • Custom branding
  • Partnership billing
  • On-site onboarding

Starter

Your craft, online for the first time.

$19 /mo
billed annually
WhatsApp for a demo
  • Portfolio up to 20 items
  • Commission request form
  • 20 orders/month
  • WhatsApp enquiry routing
  • Stripe payments
  • Email support
Most popular

Growth

Serious makers building a real business.

$55 /mo
billed annually
WhatsApp for a demo
  • Unlimited catalog items
  • Unlimited orders
  • Workshop booking system
  • WhatsApp automation
  • Stripe multi-currency
  • Instagram storefront sync
  • Priority support

Enterprise

Craft collectives & creative agencies.

Custom
Contact sales
  • Multi-vendor management
  • Custom marketplace portal
  • Dedicated account manager
  • White-label option
  • B2B wholesale pricing
  • On-site onboarding

Real businesses.
Real results.

"Before Rooted Stack, I was managing bookings in a WhatsApp group and chasing payments on the phone. Now everything runs itself. I've doubled my bookings in 3 months."

D
Delroy C.
Private Taxi-Guide, Barbados

"The WhatsApp bot alone is worth every cent. Guests get instant replies, booking confirmations, and directions — without me lifting a finger."

M
Monique A.
Beachfront Restaurant Owner, St. Lucia

"I went from zero online presence to fully booked every weekend. Rooted Stack gave my little villa a professional look that competing hotels can't match."

R
Rohan B.
Boutique Villa Host, Tobago
Our Mission

Technology that works
as hard as you do.

Caribbean business owners have always relied on word of mouth, community trust, and sheer hustle. Rooted Stack was built to amplify that — giving local operators the same digital tools that global hotel chains use, at a price built for the islands.

We're not a Silicon Valley company that wandered into the region. We're built here, for here — with an understanding of how business actually moves in the Caribbean.

12+
Caribbean islands served
200+
Active businesses
$2M+
Processed through Stripe
98%
Customer satisfaction

Technology partners

WhatsApp Business API
Stripe Connect
Instagram Business
Umbraco Cloud
Microsoft Azure

Your paradise.
Fully powered.

Join 200+ Caribbean business owners who've upgraded their operations with Rooted Stack. No contracts. No hidden fees. Cancel anytime.