Sailing Money & Finances

Welcome to our blog!

We have transitioned to full-time (except when it's cold) liveaboard cruising with the goal to sail around the world starting in the Mediterranean.

We created this blog and our podcast, Covert Castaway, to share lessons learned and document our journey as we make this major life change.

Our Story

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Our Route

We track the destinations and anchorages we have visited on Polarsteps.

See places we've been, view pictures and interact with our route by clicking the link below.

2022 Land Travel

2021 Sailing Map

2020 Sailing Map

Jan 17, 2021
4 min

Choosing International Medical Insurance While Cruising

Healthcare insurance while sailing internationally can be a bit of a sore subject because now that we have quit our jobs the full impact...

Oct 19, 2020
2 min

Hidden Costs to Commission a New Catamaran

In this blog I will cover the final, final costs of commissioning our catamaran after manufacturer and dealer costs. We finally had a...

Jan 26, 2020
8 min

Choosing Flags, Registration, LLCs for a New Catamaran

So we were just told that our boat is coming out in just three weeks after first being told around December it was delayed until March....

Nov 15, 2019
11 min

Drowning in Sailboat Paperwork

Life is chaos right now, honestly. I happened to also have a doctors appointment this week and no kidding, my blood pressure was really...

Oct 17, 2019
9 min

Medical Matters

Accidents, heart attacks, sepsis…these are things that terrify me when it comes to living on a boat. In today’s blog I’ll talk about...

Sep 2, 2019
11 min

Creating a Financial Strategy to Sail

In the last blog I covered how we set a sailing budget and basic assumptions. In this blog, I’ll share how we took our sailing budget,...

Aug 26, 2019
9 min

How Much does it Cost to Sail Full Time?

How are we ever going to be able to afford to quit our jobs to live on a sailboat? How are we going to be able to afford THAT boat? In...

Jul 29, 2019
9 min

Selling the House

Making a decision to sell the house was a highly emotional and consequential decisions I’ve ever made. It triggers the first round of...

Jul 22, 2019
8 min

Fall in Love with the Boat

Before a budget, before having a solid game plan, what did we do? We did exactly the opposite of what we should have done when deciding...

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