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Running the day

Guides on selling, getting paid and running the day, from operators in the Caribbean and beyond.

Running the day articles, page 2

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.

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.

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.

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.

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.

Running the day5 min read

How to Start a Food Tour Business Without Losing the Guest in the Handoff

A founder-operator guide to launching a food tour: choose the route, price the whole experience, and build a handoff guests and partners can trust.

Running the day5 min read

Hotel Activity Desk Bookings: The Paper-Slip Problem I Helped Solve

Michael Rouveure on the hotel activity desk handoff, the paper-slip problem, and the test that keeps referrals from becoming dockside chaos.

Running the day5 min read

Tour Booking Confirmation Emails: What Guests Actually Need

A practical guide to tour booking confirmation emails: the details guests need, the mistakes that create dockside confusion, and the simple operator test I use.

Running the day5 min read

Why operators look at FareHarbor competitors

Why tour operators end up shopping for FareHarbor competitors - the specific moments that push them to look, and how I would map the alternatives.

Running the day5 min read

Charter boat booking software: an operators guide

The things I would check before I picked charter boat booking software again - deposits, captain changes, guest comms, payments, and the ones vendors never bring up.

Running the day5 min read

What tour operator insurance actually costs me

An operator opens the books on tour insurance - what he pays, what changed after a bad claim, and what he wishes he had asked before signing.

Running the day9 min read

Tour Operator Insurance: A Plain-English Guide to What Coverage You Actually Need

What tour operator insurance actually costs by activity risk — general liability, auto, workers' comp, E&O, and what OTAs require. No broker jargon.

Running the day5 min read

What a tour operator waiver should actually say

Not legal advice. An operators mental model for what a real tour waiver should say, why gross negligence gets through, and why storage matters.

Running the day5 min read

How to start a tour operator business

The 12-step business plan tells you to write a mission statement. Here is what actually happens: no boat, four months of revenue, and the phone.

Running the day5 min read

Marketing automation for tour operators

What to actually automate as a small tour operator: the four money-and-trust wins, two shiny traps to skip, and one thing to keep manual.

Running the day5 min read

How Caribbean tour operators survive low season

A first person operator survival essay on the Caribbean low and hurricane season. What you cut, what you cannot, and why cash discipline wins.

Running the day5 min read

How to market a tour company

A guide to the four channels that actually move seats for a small tour company: concierge, Google Business Profile, direct bookings, and OTAs.

Running the day5 min read

How to start a yacht charter business, honestly

An honest operator walkthrough for starting a yacht charter business: boat, USCG license, insurance, dockage, first bookings, and the mindset shift.

Running the day5 min read

Tour and activity booking software: an operator's guide

An operator's guide to tour and activity booking software: what it really has to do on a busy Saturday, and how to evaluate without checklists.

Running the day5 min read

Charter boat business plan: what mine actually looked like

A charter boat business plan written by an operator: what banks actually ask, what templates miss, and the line that quietly sinks operators.

Running the day5 min read

Peek Pro reviews: what an operator should read between lines

How to read Peek Pro reviews if you actually run boats: which complaints matter for a Caribbean operator and which are noise.

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.

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.

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