Our Team

Meet The Island Trust's Crew - both on and off the water!
Jack

Jack

Skipper - Johanna Lucretia

Profile coming soon!

Reggie

Reggie

1st Mate - Johanna Lucretia

Hello, I’m Reggie. Having started sailing in 2017 with The Island Trust as a trainee I then volunteered for a few years before undertaking an apprenticeship with the Trust, working on both Johanna and Moosk, which I passed with flying colours in September 2025. I progressed from 2nd Mate on Johanna to 1st Mate on Moosk and now, my apprenticeship complete, I am back on Johanna as 1st Mate. I have had many opportunities to see more places of which I would not have seen otherwise, I have always loved the sea and sailing, especially climbing to the cross trees and out on the bow sprit to watch the water. I am very much looking forward to many more adventures to come as well as applying my skills to work through the challenges that I may face along the way. You can read more about my journey here >.

Rhiannon

Rhiannon

2nd Mate - Johanna Lucretia

Hiya, I’m Rhiannon. I first learned to sail on my family’s Jeanneau Sunlight 30, spending summers exploring the Devon and Cornwall coast. One unforgettable trip was an eight‑hour night passage from Plymouth to Falmouth with my Dad – pitch black, no moon, just us and the water! My first voyage with The Island Trust was for my DofE Gold Residential, and I’ve been hooked ever since. After training and volunteering as a 4th hand and later 2nd Mate, I fell in love with sail training and spent the winter maintenance season getting to know Johanna Lucretia properly. My favourite spots on board are up the mast watching the world go by or out on the bowsprit. Now as 2nd Mate, I can’t wait for an awesome season ahead!

Kaff

Kaff

Skipper - Moosk

Hi, I’m Kaff. Even though I grew up in Weymouth, I didn’t learn how to sail until working at an outdoor camp in New Zealand. I was hooked the instant we set sail in our little plastic bucket and our wee kiwi crew! I knew that a career in sailing was the path I was to take, and so trained in dingy sailing, and then when I was unexpectedly brought back to the UK I completed my Yachtmaster Offshore qualification. Learning to sail alongside young people let me see the different ways in which they work in a team, their determination of overcoming fears, and taking pride in their achievements. I worked a season in Newcastle on James Cook where I wore shorts exactly twice! I have sailed to Holland and have been on a Biscay crossing to a refit in Portugal. I have loved working with the Trust in a full time, and relief capacity since 2020 – and I am thrilled to be making my step up to Skipper on Moosk. I look forward to welcoming the crews and helping them to achieve their goals!

Craig

Craig

1st Mate - Moosk

Hi, I’m Craig. Sailing for me began on a lake in a dinghy before quickly discovering that bigger boats are where I wanted to be! That is when I decided it was time to retrain and get out on the water full time. I’ve spent the last couple of years sailing with The Island Trust and before that around the Mediterranean: Greece, Croatia, and anywhere else with sunshine and a decent breeze. I’ve even crossed the English Channel and made it back again, which I consider a personal victory. For me, sailing is about teamwork, shared experiences, and discovering what you can accomplish when you’re given the chance, and I’m here to help make that journey a positive one for every person who steps aboard. As a First Mate, I like to keep things calm, supportive, and full of good humour – whether you’re taking the helm for the first time, learning the ropes, or simply figuring out that the boat isn’t actually trying to throw you overboard. I’m really looking forward to another season of helping people grow in confidence, work together, and make the kind of memories that stay with them long after we’re back ashore.

John

John

Ocean Discoverability Project Manager

This is my tenth year with The Island Trust. I help develop and deliver the Ocean Discoverability day trips for children with disabilities, and raise the funds for them. I worked doing the same trips in the Bristol Channel Pilot Cutter, Cornubia, for six years. I started sailing when I was 14 and was a volunteer mate in the Ocean Youth Club sailing gaff and bermudan rigged boats in my early 20’s. I carried on sailing in my own and other people’s boats throughout my 30 years in the Navy. Since then I have worked with several organisations helping to raise awareness of the sea, the amazing things that live in it, and the amazing opportunities it offers. I hope to help The Island Trust get young people to understand how and why our ocean is so important to us all.

Jenny

Jenny

On Board Ocean Educator (OBOE)

Profile coming soon!

Tom

Tom

Operations Manager

My name is Tom. I have built my career around sail training and sailing, skippering boats in various Tall Ships races and a season in the Caribbean. (That was hard!). I started sailing dinghy’s aged six. When I left college I worked in a boatyard in Cornwall. Then got a job as bosun with the Cirdan Sailing Trust. I worked there for 5½ years. The last 2½ years skippering Duet which included Tall Ships Races and the Americas Cup Jubilee. I then moved to Plymouth skippering a large ketch. I started with The Island Trust as Skipper before becoming the Operations Manager.

Andy

Andy

Business Support Manager

My name is Andy. As the Business Support Manager my role is to work closely with and support Tom, the Trust’s Operations Manager as well as assisting the shore team with aspects of the day to day running of the sea-going and shore activities. I first got involved with dinghy sailing way back in 1984 when I became a dinghy sailing instructor and rescue boat coxswain at our local sailing base, where we ran courses and activities for various school groups and young people with disabilities in trimarans. Since then, I have always had a keen interest in sailing and have progressed to the bigger boats when I passed my Day Skippers qualification. I have always found being on the water so refreshing and having a huge sense of freedom whilst being challenged by the weather and the tides.

Jane

Jane

Bookkeeper and Administrator

I’m Jane, The Island Trust’s Bookkeeper. I have worked for The Island Trust since 2007. As well as looking after the charity’s finances, I manage the website, office administration, and a whole host of other things. I love the sea and was lucky to grow up in a Dorset seaside town famous for its harbour wall, The Cobb; fossil collector and paleontologist Mary Anning; and the Monmouth Rebellion, an attempt to overthrow King James II when The Duke of Monmouth landed on the town’s beach on 11 June 1685. There is nothing quite like the sound of the waves, the smell of the salty water and the fresh clean air to invigorate you!

Trustees

Our trustees, who are all keen sailors, bring a wealth of knowledge and experience to the Trust’s board.

Simon Dobson

Chair of Trustees

Simon, a retired investment manager, joined the Board of Trustees in October 2014 and became Chair in February 2018, providing steady strategic leadership and strong governance.

Charters Macdonald-Brown

Trustee

Charters, a retired solicitor, has served as a Trustee since August 2003. Over the years, he has played a key role in overseeing and organising our highly successful triennial fundraising dinners in London.

Judy Lloyd

Trustee

Judy’s journey with The Island Trust began at the very start, supporting the vision of her late husband and founder, Dick Lloyd. A retired nurse, she has formally served as a Trustee since October 2010.

Steve Arnold

Trustee

Steve is retired and became a Trustee in September 2018. After completing his law degree he entered the legal profession as a solicitor before being appointed a judge.

Chris Cleaves

Trustee

Chris became a Trustee in February 2020. He is retired, having previously worked as safety director for a worldwide minerals company responsible for numerous operations in the UK and abroad.

Peter French

Trustee

A sailing instructor and a familiar face on our boats for many years as a relief skipper, Peter joined the Board as a Trustee in December 2025.