Boat Buying Round Deux

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 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.




- Jan 17, 2021
- 4 min
Choosing International Medical Insurance While Cruising


- Aug 2, 2020
- 3 min
Deciding on a New versus Used Boat


- Jan 11, 2020
- 8 min
Boats, Bickering and Battles


- Nov 15, 2019
- 11 min
Drowning in Sailboat Paperwork


- Nov 3, 2019
- 8 min
Making a Sailing Risk Management Plan

- Oct 31, 2019
- 8 min
Overcoming Fear of Ocean Sailing


- Oct 17, 2019
- 9 min
Medical Matters


- Oct 4, 2019
- 9 min
How We Chose Our Broker


- Sep 22, 2019
- 10 min
Meeting Tracy Edwards & Women in Sailing


- Sep 9, 2019
- 14 min
How a New Catamaran Gets Built


- Sep 6, 2019
- 11 min
A Couple's Sailing Power Struggle


- Sep 2, 2019
- 11 min
Creating a Financial Strategy to Sail


- Aug 26, 2019
- 9 min
How Much does it Cost to Sail Full Time?


- Aug 12, 2019
- 8 min
Earning the View


- Aug 5, 2019
- 11 min
The Change Curve


- Jul 29, 2019
- 9 min
Selling the House


- Jul 22, 2019
- 8 min
Fall in Love with the Boat


- Jul 15, 2019
- 8 min
How Sailing Began


- May 16, 2019
- 1 min
My First Offshore Passage with 59 North


- May 16, 2019
- 16 min
My First Offshore Passage with the 59 North Sailing Crew


- Oct 4, 2018
- 9 min
What Are You Afraid Of?


- Aug 15, 2018
- 3 min
The French Way: Ca sera pret quand ca sera pret! (It will be ready when it's ready)


- Jul 31, 2018
- 6 min
Lessons Learned: La Rochelle & Fountaine Pajot Factory Tour