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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 7

Running the day5 min read

Tour operator marketing: what I'd actually spend on

Most tour operator marketing advice was written for SaaS or e-commerce. Here is what I would actually spend the next week on as a small Caribbean operator.

Getting paid6 min read

Charter management software: how I would compare it

Booking software takes the deposit. Management software keeps the promise. Here is how I would compare charter management tools as an operator.

Caribbean business5 min read

Things to Do in Grenada: An Operator's Demand Map

What Grenada visitors book, from cruise days at Melville Street to Grand Anse stayovers, and what it means for tour and charter operators.

Selling online5 min read

Charter booking software: what actually has to work

Most charter businesses don't have a booking problem - they have a decision-latency problem. Here is what your booking software has to do on the days that matter.

Running the day6 min read

How to start a tour guide business: my playbook

A tour guide business and a tour operator business are not the same thing. Here is how I would build the guide stage so you keep your options open.

Getting paid5 min read

Best tour operator software: how I would shop for it

Most comparisons grade features. The real test is what breaks on your worst week. Here is how I would shop for tour operator software in 2026.

Running the day5 min read

How much does FareHarbor cost? The fee math operators miss

FareHarbor pricing looks simple until you run the real math: per-booking fees, payment processing, and the admin time and money-flow friction it hides.

Caribbean business5 min read

St. Maarten tours from the cruise port

The captain who has run St. Maarten cruise-day tours tells you the real question: not what you will see, but will you make the ship.

Selling online5 min read

Discount codes for tours: my 5 honest rules

Discounts do not grow bookings, they train guests to wait. The 5 rules I use to run promo codes for tours without wrecking your margins.

Getting paid6 min read

Tour Operator Back Office Software: 2026 Guide

A founder's take on what 'back office' actually means for a tour or charter operator - the seven things that matter, plus a 2-week test to pick the right system.

Running the day5 min read

Handle Bad Tour Reviews Without Losing Bookings

A practical playbook for replying to one-star tour reviews - the first-hour cool-down, the 4-line reply, and a 30-day reputation reset.

Getting paid5 min read

Best Booking Software for Caribbean Snorkel Tours

A 2026 buyers guide to booking software for small Caribbean snorkel charters - real first-party fees, what matters most, and how to choose.

Running the day5 min read

The Tour Add-On Playbook: Sell More, Not Pushy

A small-operator playbook for selling tour add-ons - three offers, four moments, scripts that work, and a 30-day plan to grow revenue per guest.

Caribbean business6 min read

Start a Paddleboard Tour Business in Key West

A practical playbook for launching guided SUP tours in Key West - permits, routes, pricing, safety, and how to take bookings online.

Selling online5 min read

2026 Tour Demand Signals You Can Act On

2026 demand signals from air, cruise, and spending forecasts - plus practical moves to win more bookings with less friction.

Running the day5 min read

Build an Email List for Tours (No Spam Complaints)

Build an email list the right way: consent, sign-up ideas, and a simple 4-email welcome flow that keeps guests engaged and compliant.

Getting paid5 min read

FareHarbor vs BOKUN for Boat Tours (2026)

Compare FareHarbor vs BOKUN for boat tours in 2026 - pricing, fees, OTAs, setup, and what to pick if you want more direct bookings.

Running the day5 min read

A St. Maarten Snorkel Operator's Booking Reset

How a small St. Maarten snorkel charter went from Instagram DMs and chaos to a clean booking flow with deposits, waivers, and reminders.

Caribbean business5 min read

Start a Snorkeling Tour Business in Jamaica

A practical playbook for launching a snorkeling tour in Jamaica: routes, gear, staffing, safety, pricing, and a booking setup that stays organized.

Selling online5 min read

Caribbean Demand Is Flat. Stop Discounting Your Way Out.

Overseas demand has cooled in 2026. Use these operator moves - funnel fixes, outcome-led tours, and shoulder-season targeting - to win bookings.

Running the day5 min read

Tour Safety Briefing Script That Guests Remember

A practical 60-90 second tour safety briefing script, a must-hit checklist, and a simple way to document briefings without paperwork.

Getting paid5 min read

BOKUN vs Checkfront for Tour Operators (2026)

Comparing BOKUN vs Checkfront for tour operators: pricing, booking fees, OTA connections, payments, waivers, and which setup fits your operation in 2026.

Running the day5 min read

From DMs to Deposits: Calm-Season Ops Shift

A real-world operator playbook to turn DMs into deposits, automate confirmations, and keep your tour calendar steady in shoulder season.

Caribbean business5 min read

How to Start a Snorkeling Tour Business in Barbados

A practical Barbados playbook: routes, safety, pricing, and a booking setup that fills your snorkeling tours without chaos.

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