Running a tour business, written by people who do.
Guides on selling, getting paid and running the day, from operators in the Caribbean and beyond.
Articles, page 3
Tour Operator Software With Inventory Management: What Actually Needs Tracking
A founder's view of the inventory details that matter when boats, crews, weather, and booking channels all share capacity.

How to Start a Sunset Cruise Business: What I Would Set Up Before the First Guest
A practical founder-operator guide to building a sunset cruise product, route, weather plan, and booking handoff before the first guest.

Google Ads for Tour Operators: Is Paid Search Worth It?
Real CPCs, minimum budgets, and Smart Bidding thresholds for tour operators weighing Google Ads — plus when SEO or direct booking wins instead.

Tour Booking Software vs a Spreadsheet: What Actually Breaks First
I compare the spreadsheet with the handoffs a tour booking system has to own, using the operator problem that started me building software.

AI Chatbot for Tour Operators: What to Automate
A tour operator's guide to AI chatbots: what to automate (pricing, availability, cancellations) and what still needs a human.

Tour Booking Handoffs: The Operator Story I Keep Coming Back To
Tour booking handoffs are where good trips get lost. I share the operator lesson that made me rethink every booking system.

Things to Do in St. Lucia: What I Would Build Around as a Tour Operator
An operator's shortlist of St. Lucia products: the Pitons, Soufriere, Pigeon Island, and how to build tours the crew can actually deliver.

Charter Boat Insurance Requirements for Six-Pack Operators
Six-pack charter insurance isn't one federal rule. See where marina, permit, and policy requirements come from, plus the coverage stack you need.

SEO for Tour Operators: Why Your Booking Page Should Sound Like a Boat Schedule
A founder's practical take on writing tour pages guests can find, understand, and book - without turning your schedule into marketing jargon.

Tour Operator Software With Reporting: What I Actually Check
The reports I would check before every trip: pending confirmations, deposits, balances, capacity, booking source, and the handoffs that still go wrong.

Click-to-WhatsApp Ads for Tour Operators: A Cheaper Way to Get Direct Bookings in 2026
How click-to-WhatsApp ads work, what they really cost, and why they're a cheap direct-booking channel for tour and charter operators in 2026.

Jurassic Canyon Costa Rica: What I Would Compare Before Booking an Adventure Tour
A boat operator's take on what to compare before selling an adventure tour in Jurassic Canyon Costa Rica.

The 1099-K Threshold Rollback: What It Means for Your Tour Payouts in 2026
OBBBA raised the 1099-K threshold to $20K/200 transactions — but card payments have no minimum. Here is what tour operators actually need to know for 2026.

Bus Charter Booking Software: The Handoff I Would Fix First
A founder's take on why the driver, office, and guest need one current bus charter trip record.

Things to Do in San Diego for Couples: What Tour Operators Should Sell
A founder's guide to building romantic San Diego boat products that run well, from the route and weather plan to the booking handoff.

Credit Card Surcharge Laws by State: 2026 Guide
A plain-English, state-by-state look at where credit card surcharges are banned, capped, or disclosure-only in 2026 — and how tour operators add one compliantly.

Attraction Booking Software: Where the Real Bottleneck Lives
The calendar is easy. A founder's take on the handoff between guests, agents, and the attraction crew.

Kayak Rental Software: What I Would Set Up Before the First Launch
A dock-first guide to the kayak rental software checks I would run before the first guest arrives.

OUPV License: What a Six-Pack Captain Actually Needs
The real OUPV/six-pack requirements: sea time, TWIC, drug testing, the exam, and what changes the day you take your first paid charter booking.

Adventure Tour Booking Software: What Has to Work When the Weather Turns
The ugly-day test I would use before choosing adventure tour booking software for a weather-sensitive operation.

Things to Do in the Cayman Islands: An Operator's Shortlist
An operator's honest take on Grand Cayman: cruise-day picks vs. full-stay picks, Stingray City logistics, Bio Bay timing, and what to skip.

Discounts Are Not a Booking Strategy: What I Learned Running Tour Boats
A founder-operator take on why blanket discounts miss the point - and how to use timing, capacity, and guest value to fill a specific departure.

Montego Bay Hip Strip: How I Would Plan a Tour Around It
A practical operator guide to timing, pickups, and building a better Montego Bay Hip Strip tour.

Things to Do in Antigua: An Operator's Shortlist
An operator's honest take on Antigua: cruise-day picks vs. full-stay picks, Shirley Heights timing, Stingray City, and the Barbuda day trip.