Sailing Yacht Talisman: Learn More About Kevin and Wendy (2023)

Everything You Always Wanted To Know

Joshua Smith

Founder and Editor at Cruising Freedom

This is the definitive guide on Sailing Yacht Talisman for 2023.

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

Kevin and Wendy have definitely inspired me! 😃

If you wanted to know:

➜ How Sailing Yacht Talisman afforded their boat

➜ How they make their money today

➜ What boat do they have and its upgrades

➜ If Kelly offers uncut footage

➜ How you can start crossing oceans

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… 🙂

Sailing Yacht Talisman FAQs (April 2023)

Boat Name

S/V Talisman

Crew Members

Kevin Kelley (age 57)

Wendy Kelly (age 55)

Together, they have been sailing around the world for 6 years.

The Boat

Sailing Yacht Talisman owns an Oyster 485. Their boat had been out of the water for 7 years before they were able to purchase her for cash in the United Kingdom.


They had replaced their rigging and most of the electronics before sailing away. Given the boat hadn’t really been used for years, there was definitely some work to be done!


They are cruising through Antigua as of 2023. This isn’t their first time in these cruising grounds.

Past Cruising

They are no strangers to sailing and had been around the United States, Caribbean and many more places.

Both are qualified captains and already had some experience.

Affording It

Kevin and Wendy were able to purchase their boat through working in Corporate America for many years.

Kevin worked in corporate finance, then worked for a property developer before eventually retiring.

Meanwhile, Wendy worked for American Express.

They were able to save most of their income while planning to set sail.

Net Worth

Sailing Yacht Talisman has net worth of $750,000.

They spend $30,000/year on repairs and maintenance (despite doing most of the work themselves), and another $30,000/year on food, clothing and entry into countries.

Making Loot

Sailing Yacht Talisman have completely ignored many opportunities to make money on their YouTube channel.

They have no affiliate links in their video description and nothing on their about page.

It’s clear that they’re making passive income off past investments that they built up over decades of hard work, rather than building an online business.

I guess it’s working for them…but they ARE leaving money on the table. Scroll below for a great solution.


I haven’t seen them have anyone else on their channel.

However, they did an in-person interview with Sailing Zingaro as they own identical boats. It’s definitely worth watching:

Both creators are definitely very knowledgeable and with a wealth of knowledge on crossing oceans by sail.

Big Moments

They’ve had some close encounters with other boats, but otherwise, it’s been relatively smooth sailing.

Future Plans

Sailing Yacht Talisman are full-time cruisers and aren’t stopping anytime soon.

Key Takeaways

What can we learn?

➜ Do your own research on boats

➜ Be willing to fund your dream

➜ There are no free lunches here

➜ Get your partner to be onboard

And of course, work towards your freedom, starting today.


Sailing Yacht Talisman might be a smaller channel, but they’re HUGELY knowledgeable.

I have learned a ton through watching many of their videos.

Unfortunately, there is no one to support them (apart from subscribing, which I have!) but would love to donate to their journey and keep them cruising non-stop.

Create Your Own Cruising Freedom

Hey! 😃 it’s Joshua again…

I’ve been very inspired by Sailing Yacht Talisman 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…🙂)