About us
U Sail Bermuda, a limited liability company (non-profit) has been founded by Charles & Maja Penruddocke. It is a sailing centre with the aim of making sailing, windsurfing, foiling and stand up paddling available on Harrington Sound with a specific aim on the ages over 16. We are an accredited Royal Yachting Association training centre. We offer scheduled courses on weeks and weekends, rentals, on demand tasters and private tuition and instructor training. We have expanded with opening a second centre, U Sail Castle Harbour in partnership with Rosewood Tuckers Point Watercentre. You can find out more under the centres page.
Our Team
We pride ourselves as a family-run sailing centre to provide top-quality tuition and equipment to all our customers. We regularly conduct in-house staff training and personal instructor on water development time.

Charles Penruddocke
Owner, PR and Strategy
Charles Penruddocke
Owner, PR and Strategy
Charles Penruddocke started sailing at the age of 11 on a GP 14 in Wales. Since then he has always had a love of sailing boats of all sizes. It was therefore a no brainer, after retiring from the world of Reinsurance to set up and run a sailing, foiling and watersports centre, always readily accessible to anyone at a reasonable price. "How fortunate I am to have a great family of passionate sailors to make the dream a reality. Thank you, Maja, Thomas and Adriana."Qualifications:





Maja Penruddocke
Chief Finance Director/ Centre Welfare Officer
MAJA PENRUDDOCKE
Finance Director/Centre Welfare Officer
On May 29th, 2017 with the goal making sailing, windsurfing, foiling and stand up paddling available on demand, Maja, with her husband, Charles, started U Sail, as the Director of Finance and Welfare Officer. Maja gained her sailing experience on Lake Constance in Switzerland where she used to race in the “Drachen” keelboat and later sailing dinghies when her two kids started sailing. Maja brings a wealth of organizational and communication skills to the team.Qualifications:






Thomas Penruddocke
Operations Director & Chief Instructor
THOMAS PENRUDDOCKE
Operations Director & Chief Instructor
Thomas started to grow the business in March 2019 as activities director/office manager, having worked in the watersports industry for just over 5 years. He is working to drive the centre forward in all directions including a focus on marketing and sales. Working closely with the Director team and Chief Instructor, he is coordinating the on land administration inline with the on water policy creations. Thomas is very passionate about the watersports industry, previously working in RYA training clubs and centres overseas and in Bermuda. In 2018, he was involved in the pilot launch for the RYA Sail Foil Endorsement as one of the first 8 trained instructors.
Qualifications:RYA Senior Dinghy Instructor
UK 3 Day Advanced First Aid at Work/CPR/AED training certificate
RYA Safe and Fun - Safeguarding awareness
RYA Intermediate Non-planing Windsurf Instructor
RYA Performance Flight Sail Foiling Instructor
RYA Powerboat Instructor
RYA First Aid Instructor
RYA VHF Short Range Instructor / Assessor
Race Coach

Adriana Penruddocke
Data Reporting, Analysis and Protection and Instructor
ADRIANA PNRUDDOCKE
Data Reporting, Analysis and Protection and Instructor
Adriana grew up sailing having competed in the Optimist at a young age. This included 1 Worlds and North American championships. As she progressed through her sailing career, she is now a current Laser Radial sailor with x2 Bermuda Laser National Champion and several World and European championships under her belt with plenty of racing experience to pass onto others. Adriana enjoys teaching others to learn to sail and bringing them to the world of sailing. She is currently spending most of her time campaigning for Paris 2024.
Qualifications:RYA Dinghy Instructor
RYA First Aid/CPR/AED training certificate
RYA Powerboat Level 2
RYA VHF Short Range Certification
RYA Advanced Instructor Endorsement
RYA Safe and Fun - Safeguarding awareness
RYA Start Windsurfing Instructor
Laser Coach with experienced laser racing

Jade Smith
Multi Qualified Dinghy & Windsurf Instructor
Jade Smith
Dual Qualified Dinghy & Windsurf Instructor
Jade first joined U Sail Watersports as a Bermudian apprentice in September 2021 after completing his RYA Start Windsurf instructor course. Between his final year at school in Bermuda, he gained experience in the role of a windsurfing instructor at U Sail Castle Harbour centre under experienced instructors. In June 2022, he joined the team as a full-time instructor. He is also a keen sailor and across the last few months in leading up to graduating from high school had been trained up to upskill to his dinghy instructor in late June. Jade always puts his best effort forward when it comes to teaching on the water or recommending your choice of equipment. When its windy, you'll see Jade out on some windsurf kit, blasting across the water. Jade also participated in the Winging and Wing Foiling instructor course in May 2022 and is at the forefront of Bermuda's first qualified RYA Wing Foiling Instructor.
Qualifications:RYA Start Windsurf Instructor
RYA First Aid/CPR/AED training certificate
RYA Powerboat Level 2
RYA Dinghy Instructor
RYA Wing-surf & Wing- foiling Instructor
RYA Safe and Fun - Safeguarding awareness

Josiah Wilson
Senior Dinghy & Windsurf Instructor
Josiah Wilson
Senior Dinghy & Windsurfing Instructor
Josiah joined the U Sail Watersports team at U Sail Castle Harbour centre for the 2022 summer season from Portsmouth, UK for our peak season aboard after his A Level exams before attending University in September. He is an experienced dinghy and windsurfing instructor with a passion for getting adults and kids on the water for a first-time sail or back to complete their RYA levels for adults and stages for kids. You'll find him on the water teaching and when he's not, he loves to go windsurfing to develop his own intermediate planing windsurf ability.
Qualifications:RYA Start Windsurf Instructor
RYA First Aid/CPR/AED training certificate
RYA Powerboat Level 2
RYA Dinghy Instructor
RYA Safe and Fun Safeguarding awareness
RYA Sail Foil Endorsement
How to find us
Travelling East out-of-town along Harrington Sound Rd from Flatts until the Belco Substation opposite the park. Turn right at the substation. If you pass Paynter’s Road you have gone too far. Travelling West towards town along Harrington Sound Rd it is the first turn on your left directly after Paynter’s road.