Sailboat Story: How Do They Afford To Keep Sailing? (2023)

Everything You Always Wanted To Know

Joshua Smith

Founder and Editor at Cruising Freedom

This is the definitive guide on Sailboat Story for 2023.

Over the last several years, I have spent many hours watching and researching everything I could about Sailboat Story to learn more about their story.

(Yes, I really am *that* obsessed with Ben, Tambi and Molly 😃)

If you wanted to know:

➜ How Sailboat Story afforded their boat

➜ How they make their money today

➜ What boat do they have and its upgrades

➜ Their real names and ages

➜ Ways they do homeschooling while cruising

Then you’ve definitely come to the right place.

Before we start, a quick introduction from me…

The Cruising Freedom Author

Ahoy, Matey! I’m Joshua from Australia.

I’ve built the perfect business to sail the world.

A business model which can allow me to:

➜ Own a catamaran debt-free

➜ Go for weeks without WIFI

➜ Create semi-passive income

➜ Inspire others to dream big

But more on that later… 🙂

Sailboat Story FAQs (January 2023)

Boat Name

They don’t have a name for their new boat as yet.

Crew Members

Ben Clardy (age 42)

Tambi Clardy (age 39)

They have been married for 17 years.

Molly Clardy (age 11) is their daughter who is home-schooled.

The Boat

They have recently sold their old boat (an Endeavour 32 sailboat), and dedicated themselves to a new project.

The new boat is a Westsail 42.


More upgrades to come. *Watch this space*


They are in the United States and aren’t sailing anytime soon, but they are still uploading videos:

Past Cruising

Most of their cruising has been in The Bahamas, the Caribbean and the United States.

Affording It

Ben and Tambi simply worked hard and were diligent with their budget. Through this process, they were able to buy their yacht for cash and had a small amount of income to keep sailing.

Net Worth

Sailboat Story has a net worth of $270,000.

Making Loot

Sailboat Story makes $4,100/month on YouTube.

But how exactly?

➜ They allow YouTube to play ads on their videos

➜ There are Amazon links in their video description

➜ Their Patreon subscribers and PayPal donations

➜ You can also purchase their Sailboat Story merch

Oddly enough, they don’t have their own website.


Apart from some videos with friends and family, I haven’t seen them with any other YouTubers.

If you’re seeking a very similar channel, then Sailing Britican also has a solo daughter on board.

Big Moments

They haven’t really had any bad experiences in their 7 years on YouTube, apart from needing to be saved from a towboat. They haven’t drawn any criticism or drama from the cruising community either as they’re so down to earth.

Future Plans

This current boat project will take them around 6 months to complete. After this time, they hope to head toward the South Pacific.

Key Takeaways

What can we learn from this wonderful family?

➜ Go for an affordable boat

➜ Be willing to learn new things

➜ Homeschooling is totally OK

➜ The world is their classroom

And of course, start planning your future today.


I have really enjoyed watching Sailboat Story on YouTube. They’re fun, informative and always find a way through their problems.

I’m hoping their journey continues for years to come!

Create Your Own Cruising Freedom

Hey! 😃 it’s Joshua again…

I’ve been very inspired by Sailboat Story and their travels…

Some say I’m obsessed, but sailing the world is my childhood dream.

They’re living the dream, but that dream isn’t actually that far away.

I mentioned earlier about discovering the #1 cruising business model.

With this exciting opportunity, I’ll be able to:

➜ Generate a sustainable full-time income through learning basic skills

➜ Fund the purchase of my first sailing catamaran without any loans

➜ Do it without selling to friends and family (I found a better solution!)

➜ Share my lifetime passion for sailing, cruising and global adventures

Keen to discover more? Jump on the free training right now. 👨🏻‍💻

(I share more about it on the next page…🙂)