R&W Wins Little Britain 2020

Full results are now available

About the Regatta

For 2020 The Little Britain Challenge Cup – the property and construction industry’s annual sailing regatta – will be a one-day 3-race series organised by Sunsail Events for Sunsail 41.0 matched one design boats and IRC class boats. The regatta is dedicated to raising money for the LBCC sailing charities who have been heavily affected this year as their funding channels have reduced.

Since its foundation in 1988, the regatta has attracted hundreds of companies and thousands of crews, and for many it remains one of the best, most enjoyable and memorable networking events in the industry.

It is a fantastic event for project teams celebrating success, for team building and relationship building, and for client entertaining.  It’s also a great time to learn to sail with other industry professionals and to improve your boat and racing skills.

Little Britain is usually a two-day regatta, based at Shepards Wharf Marina, West Cowes, organised in early September every year.  In 2019 the 32nd edition took place in and hosted over 40 boats and 400 crew. We hope it will return to this format in 2021.

The event is organised by a volunteer committee who work in the industry.


All the sailing takes place in the Solent around the ‘cans’ (the Solent buoys and marks).

For this year’s one day regatta there will be 3 races to a series and they will be held on Friday 11th September. The first race starts at 1030h with lunch taken on board between race 2 and 3.

The one day race will be based from Port Solent and organised by Sunsail Events’ racing team who are very experience with this one day format.

There are two main classes: Match racing on new Sunsail 41.0 without spinnakers and IRC class racing. Currently government guideline allow for a maximum of 6 person on board a 41.0

Depending on the IRC rating of the boat, and the number of boats entering, you may be grouped into smaller classes so that you race with similar performing yachts.

Many companies charter yachts and some bring their own. Boat lengths range from 25ft to 55ft and the average is about 40ft.

The Little Britain Challenge Cup winner is the class winner with the best overall score.


This year, the Covid 19 pandemic year, there will be no onshore social events organised due to safe distancing rules but some crews will meet at the local bars and restaurant in Port Solent marina. don’t forget to wear masks and use hand sanitiser. The skippers briefing and trophy awards will be held via video meeting before and after the regatta.

Last year, in 2019, and we hope for 2021, at the end of racing each day, everyone meets up on the pontoons or at the marina bar for drinks.  Good crew food is provided and meal tickets need to be ordered in advance. Some crews go into town to the pubs or restaurants but everyone returns later for drinks to meet up and finish the day with some light entertainment.

Live music is played each evening. There’s always a fantastic atmosphere with plenty of opportunities to catch up with industry friends. The regatta bar closes at midnight on Friday and 2am on Saturday.

Many crews sleep on their boats and use the marina’s new washroom facilities. A good percentage stay at the local B&Bs, hotels or rent ‘crew’ houses nearby.


The regatta raises thousands of pounds for sailing charities doing great work, such as  The Ellen MacArthur Cancer Trust and the Cirdan Sailing Trust plus a host of smaller island sailing charities. Surplus profits and donations are shared between the charities and over the past 30 years the Little Britain Challenge Cup has raised over £1.5 million.


The cost to enter a boat for the one day ‘Sail for Charity’ 2020 Little Britain regatta starts at £250 + vat.  You can charter from Sunsail or from reputable charter companies around the Solent area.


Subscribe, see form below, read the Notice of Race (NOR) , and complete your entry form and emaitel it to Sunsail events [or the LBCC Regatta team via info@littlebritain.co.uk

Provide your company details, and pay.  Boat details and crew details can be added later when you know them.

Organise your boat, your crew, hull graphics, crew clothing,  and any accommodation. Breakfast bacon butties and pack lunch are provided if you request them.

Go sailing !

Should you have any questions please email info@littlebritain.co.uk