Southampton Sailing Week

16th-18th September 2019

Following on from the success of 2018, this event consisting of 6 indivdual regattas, takes place during the Southampton Boat Show. Join 600 sailors and 60 yachts out for our Regatta, or help get children involved in sailing through Community Sailing projects. To find out more about this fantastic event visit the dedicated Sailing Week website 

There are 6 cups throughout the week...


City Cup - Monday, 16th September

Represent your city and battle it out for the prestigious City Cup. With representatives from all over the country taking part and Southampton entering a number of yachts, which city team will raise the City Cup in 2019?


Financial Cup - Monday, 16th September

Due to popular demand, 2019 will herald the launch of an exciting new Financial Cup at the Regatta. Come and join other top Financial companies competing as a team to take the 2019 Financial Cup!


Women’s Cup - Tuesday, 17th September

Whilst a traditional Ladies Day focuses on spectating, the Women’s Cup is a day for women to head out on the water and compete in a fun, friendly day of racing. Our all-female yachts can be made up of teams or individuals. A great chance to meet other women in business and a fantastic day out, suitable for all abilities.


Technology Cup - Tuesday, 17th September

A brand new category for 2019, the inaugural Technology Cup is sure to be a thrilling regatta. With exciting racing, great team building and networking drinks, this is an event not to be missed!


Property Cup - Wednesday, 18th September

Now in it’s third year, the Property Cup in conjunction with Southampton, Bournemouth and Portsmouth Property Associations will head to the water on Wednesday 18th September. After tough conditions in the second year, 2018 was a tightly contested battle, and reigning champions, Forelle Estates, are returning to head off the competition. A great fun day for anyone in the world of property with fantastic networking opportunities afterwards.


Legal Cup, sponsored by NG City - Wednesday, 18th September

In the Legal Cup sponsored by NG City, the South Coast’s leading law firms will battle it out for a place on the podium in a fun and exhilarating day on the water. 


Teams- £1975+ VAT

Individuals- £185 + VAT

If you are interested in sponsoring the event please contact Rees Leisure for more information. Prices start at £5000 + VAT. 

Race Day Progam

08.30- Breakfast at the Southampton Harbour Hotel in Ocean Village, a brand new 5* hotel in the heart of the city

09.30- Meet your crew for yacht orientation

10.00- Head out onto the water for some training and the start of racing 

12.30- Lunch onboard

13.00- More racing!

15.30- Head back to Ocean Village 

Included in your charter fee

  • Professional skipper & mate
  • Breakfast at the Southampton Harbour Hotel
  • Lunch onboard
  • Wet weather gear & life jacket 
  • Awards ceremony and drinks post-racing

To book your place, contact [email protected] or call 02392 222 221

Choose Sunsail

Stunning Sailing Destinations 
Flotilla routes
Types of yachts
44 yrs
Creating holidays
4 hr
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