Celebrating 200 years of Cowes sailing with racing, networking & charity fundraising

Join Herbosch-Kier, Port 2 Port and the South Coast Lunch Club as we mark 200 years of racing with our own Cowes’ 200th Sailing Regatta Weekend and three unforgettable days of sailing, competition, and connection.

View the full lineup

About the event

Eight Oceanis 37 yachts will take to the Solent, crewed by teams from across the maritime and coastal industries, for an unforgettable weekend of sailing and networking all in support of maritime and youth charities. This is your invitation to celebrate Cowes’ incredible sailing heritage, strengthen industry friendships, and make a positive impact along the way.

It’s a complete weekend experience designed to combine sailing, networking, and giving back.

Event hosts
~

Jon Kidd – Harbour Master, Cowes

Ash Hurrell – Herbosch-Kiere / Port 2 Port 
& South Coast Lunch Club

How it works
~

Each yacht is an Oceanis 37 (8-berth) supplied by Fairview Sailing. Teams are sponsored by one or two companies, with each yacht named after its sponsor, racing against each other to win the Simpson Cup.

Working in partnership to create an unforgettable weekend

The three-day lineup

Set sail for an exclusive three-day regatta across the Solent – a blend of spirited competition, 
relaxed flotilla lunches, and elegant evenings in Cowes. Designed for connection, camaraderie, 
and a shared passion for the water, the event raises funds for the Andrew Simpson Foundation, proudly supported by Herbosch-Keir, Port 2 Port, and the South Coast Lunch Club.

7

Aug

Arrival & sail to Cowes
~

Relax, reconnect, and get ready for an incredible weekend on the water.

Afternoon

Boat check-in at Fairview Sailing, Hamble

Sail across to Cowes (easy tide)

Dock at Shepards Marina – 8 berths reserved

Evening

Welcome buffet and drinks
at a Cowes Sailing club

8

Aug

Racing, flotilla lunch
& Cowes nightlife
~

The perfect mix of competition, laughter, and celebration.

Morning

Pick up pre-ordered lunches and depart Cowes

Morning Race: Race course and timings set by Harbour Master Jon Kidd

Afternoon

1200–1430 hrs: Flotilla lunch and swimming at Alum Bay / The Needles. Boats rafted together for food, mocktails, cocktails, and music – Inflatables welcome.

1630 hrs: Race back to Cowes

Evening

Group dinner and awards ceremony at one of Cowes’ best restaurants (venue tbc).

9

Aug

Beaulieu brunch
& return race
~

Wrap up an unforgettable weekend with prizes, photos, and plenty of memories.

Morning

0930 hrs: Depart Cowes

1100 hrs: Race / sail up the Beaulieu River for brunch/lunch (venue TBC)

Afternoon

Welcome buffet and drinks
at a Cowes Sailing club

How to get involved

Whether you’re a seasoned sailor, a corporate team, or someone who loves the sea and good causes, 
this weekend is the perfect way to be part of Cowes’ 200th celebrations.

For yacht bookings, sponsorship opportunities, or more information please either complete the form below, or contact Emma Saunders on 020 8987 9995 / 07795 975 131 or by emailing emma.saunders@eiffage.com.

Contact details ~
Your interest ~

Please indicate what you may be interested in, and we will be in touch to talk through options.

The Simpson Cup

This year’s inaugural Cowes 200th Regatta will see competitors racing for The Simpson Cup, a brand-new trophy created in honour of Andrew ‘Bart’ Simpson MBE – Olympic legend, devoted husband and father, who tragically lost his life while training for the 34th America’s Cup in 2012.

Bart’s legacy continues to inspire sailors around the world through the Andrew Simpson Foundation, established to celebrate his life and continue his mission of encouraging participation and excellence in sailing. The Foundation continues his mission to transform lives and support young people from under-served communities all around the world. A fiercely competitive sportsman, Bart was also known for his warmth, generosity, and ability to motivate those around him.

He is deeply missed by all who knew him and by many who were inspired by his achievements and spirit. His memory lives on through the work of the Andrew Simpson Foundation, and in his wife Leah and two sons, Freddie and Hamish, both of whom share his unforgettable smile.