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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

Running the day9 min read

Pre-Purchase Marine Survey for a Charter Boat: What It Actually Costs (and What It Catches Before You're Stuck With It)

What a pre-purchase marine survey costs per foot, what surveyors check, and how findings affect your USCG inspection and insurance underwriting.

Running the day5 min read

Charter boat captain salary: what the job really pays

Charter captain pay isn't the day rate, it's the year. An operator's take on day rates, tips, slow season and keeping good captains.

Running the day5 min read

How to start a boat rental business: what I'd check first

I walk through starting a self-drive boat rental: bareboat rules, renter cards, insurance, fleet, and why the checkout briefing matters most.

Running the day5 min read

How to get a captain's license: what I'd tell a new deckhand

Getting a US six-pack or Master license, plus why deck time as a mate matters more than the paper before you run guests.

Running the day4 min read

Tour Operator Itinerary Software: What the Crew Actually Needs

A guide to itinerary software: test whether the guest plan and crew's working view stay in sync from booking through departure.

Running the day5 min read

How to Start a Tour Guide Business: What I Would Get Right First

My operator's take on what to get right before launching a tour guide business: the trip, real costs and booking handoff.

Running the day5 min read

How to become a Viator supplier: what I would prepare

What I would have ready before opening the Viator supplier portal: one trip, a clear meeting point, net vs retail, cut-offs, held seats, a weather plan.

Running the day9 min read

Charter Boat Maintenance Checklist: What Keeps You Legal, Insured, and Running

USCG inspection items, safety-gear service intervals, and the records insurers want — the charter-specific maintenance checklist generic boat guides skip.

Running the day5 min read

SEO for Tour Operators: The First Page I Would Fix Before Buying Ads

A founder's practical take on SEO for tour operators: fix the trip page and booking path before buying ads or chasing more traffic.

Running the day5 min read

OTA Advertising for Tour Operators: What I Would Actually Pay For

A practical way to buy reach without buying more booking chaos, from a founder who has watched tour bookings break at the handoff.

Running the day7 min read

USCG Vessel Documentation vs State Registration: What Actually Changes for Charter Boats

Documentation and registration solve different problems. See which one your charter boat needs, what each endorsement allows, and common costly mistakes.

Running the day5 min read

The Online Reservation System I Wish We Had Before the First Booking

An operator's test for an online reservation system: real availability, payment status, crew handoff, and the changes that happen on the water.

Running the day10 min read

100 Ton Captain's License: Moving Up From a Six-Pack

What changes when a six-pack captain moves up to a 100-ton Master license: sea time, TWIC, the exam, real costs, and when the upgrade actually pays off.

Running the day5 min read

How to Build a Free Online Booking Website for Your Tour Business

A practical guide to building a free online booking website for a tour business, from the booking path to payment and weather-day handoffs.

Running the day5 min read

Tour Operator Management Software: The Handoff I Would Fix First

A founder's view of the booking handoff that makes busy boat days harder than they need to be.

Running the day5 min read

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.

Running the day4 min read

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.

Running the day7 min read

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.

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.

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.

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