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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 4

Selling online5 min read

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.

Running the day5 min read

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.

Selling online9 min read

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.

Getting paid5 min read

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.

Getting paid8 min read

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.

Running the day5 min read

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.

Caribbean business5 min read

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.

Getting paid11 min read

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.

Selling online5 min read

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.

Running the day5 min read

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.

Running the day10 min read

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.

Getting paid5 min read

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.

Caribbean business5 min read

Things to Do in the Cayman Islands: An Operator Map

What Grand Cayman visitors book, seen from the boat: tender-port timing, Stingray City permit rules, booking channels and how to stand out.

Running the day5 min read

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.

Caribbean business4 min read

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.

Caribbean business5 min read

Things to Do in Antigua: What Sells, From the Operator Side

What Antigua visitors book, read from the dock: cruise windows, catamaran days, Stingray City, Barbuda, the yachting crowd and who controls the guest.

Selling online5 min read

Weather Days Are Part of the Product: How I Decide When to Cancel a Tour

A boat operator's view on making weather calls, protecting guests, and building a cancellation process the crew and office can actually follow.

Running the day5 min read

Tour newsletter examples: what I would send before and after a trip

Three practical newsletter formats I would send before and after a tour, with the one test I use to help guests choose and book.

Caribbean business5 min read

Things to Do in Curacao: What Guests Book and Why

What Curacao visitors book, from the operator's side: cruise vs stayover demand, Klein Curacao crossings, land trips and where bookings come from.

Getting paid4 min read

Peek Pro Pricing: The Number I Would Actually Compare

A practical way to compare Peek Pro pricing: count the real cost of bookings, payment handling, refunds, and your own time.

Getting paid14 min read

Accounting Software for Tour Operators: Payouts, FX & Tax

A practical guide to reconciling OTA payouts, handling multi-currency sales, and staying tourism-tax compliant — for small tour and charter operators.

Selling online9 min read

Free Tour Booking Software: What "Free" Actually Costs You

Freemium caps, commission cuts, and hidden card fees — an honest breakdown of what "free" tour booking software actually costs your business in 2026.

Running the day5 min read

Web-Based Tour Operator Software: What Changes When Your Office Is the Boat

A boat-operator test for web-based software: the handoffs, phone access, changes, and payment details that must work away from the desk.

Caribbean business5 min read

How to Start a Surf Tour Business in Montego Bay

A practical operator guide to selling surf days you can actually deliver, from weather calls and pickups to clean booking handoffs.

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