2025 Regattas and Events
Please put these dates in your diary and start planning your entry in these Regattas
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Portcullis Regatta - Saturday 26 and Sunday 27 April 2025
More details to follow and there are usually two races on Saturday, with the second race starting as soon as possible after all boats have finished. The race on the Sunday morning normally has an approximate target time of 2 hours. This enables all boats to return to their home port during the afternoon.
It is our aim to get all boats moored in the same area of the marina so you will be able to enjoy a drink or two with your fellow competitors before adjourning to the Island Sailing Club in the evening for a meal and a drink or two.
Trophies awarded:
| Trade Wind Trophy | IRC Race - 2 races to count |
| Leigh Pemberton Trophy | Cruiser Race - 2 races to count |
| Secretary’s Salver | Sunday Race |
| Freddie Triggs Trophy | Best Club Boat in the Cruiser Division |
To register for further details please contact Jo Chugg at portcullis@citysailingseries.com
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CLYC Inter-Livery Regatta - Friday 16 May to Saturday 17 May 2025
The highlight of the City Livery Yacht Club’s Programme of Events is the Annual inter-Livery Regatta at Cowes where entrants battle it out for the coveted Lord Mayor’s Cup. The format is for members and crews to meet informally at one of the local Club houses for a buffet supper on the Friday evening with the racing action taking place on the Saturday. Following a dockside briefing on the Saturday morning, there are two races, the first commencing in the morning and a second race commencing in the early afternoon. The ISC offers members and guests facilities to watch the races from their terrace. The Regatta weekend concludes on the Saturday evening with Presentations and a Dinner, which this year will be held at the Royal Yacht Squadron.
Trophies awarded:
If you have a member of the CLYC on board:
| Lord Mayor’s Cup | Overall Winner of both races |
| Sir Robin Gillett Cup | Class 3, Winner of first race (not overall winner) |
| Robert Green Trophy | Class 5, Winner of the first race (not overall winner) |
| Epsom Cup | Class 3, Winner of the second race (not overall or major trophy winner) |
| Craig Cup | Class 5, Winner of the second race (not overall or major trophy winner) |
| Cowes Cup | At the discretion of the Commodore |
| Lady Libby Trophy | At the discretion of the Commodore |
Without a CLYC member on board:
| Visitors Vase | Highest placed visiting boat |
The results from this regatta will count towards the overall results of the City Sailing Series which are awarded at the end of the season.
More details to follow soon. To register interest, please contact: 
clubsec@clyc.co.uk
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BESC Regatta - Saturday 24 May to Monday 26 May 2025
Event
The 2024 BESC Regatta will be held at the Island Sailing Club, in Cowes on the Isle of Wight on Saturday 25 May through Monday 27 May.
For long standing competitors, this will be a lovely opportunity to reconnect with crew friends and fellow competitors. For the more experienced racers, this will be a great event to go racing again in good company and meet new faces. For novices and less experienced sailors, this will be a fun way to discover what a sailing regatta is all about, meet other competitors and go back to our weekly lives with lots of sailing memories.
The weekend will involve a pursuit race (with the slowest boats starting first) and a handicap fleet race on the Saturday, and a further two handicap fleet races on the Sunday. The regatta is open to all, regardless of experience, although the skipper of each yacht must understand the Racing Rules. Entry is for Cruiser Class yachts (for precise details, see the Notice of Race).
Socials at the Island Sailing Club
Saturday evening BBQ.
Sunday evening Prize Giving Dinner.
Fees
More detail to follow.
Fleet berth at Shepards Marina, Cowes
Should skippers wish to be berthed as part of the fleet in Shepards Marina, please also return a completed Berth Reservation Form alongside your Entry Form, so your berth can be reserved by the organisers ahead of your arrival.
To enter
Competitors are encouraged to send their completed Entry Form (and completed Berth Reservation Form if applicable) at their earliest opportunity to besc@citysailingseries.com - Click here for Notice of Race.
We look forward to a great sailing weekend!
Other
Sailing Instructions and further details on the social events will follow closer to the time.
For further details please contact besc@citysailingseries.com
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Finn Trophy & Spread Eagle Regatta - Saturday 6 and Sunday 7 September 2025
This event is a combination of two regattas, with competitions within races, and will consist of three races for all yachts in total, running out of the Island Sailing Club in Cowes. The format will be similar to the other events in the Series with two races on the Saturday and one race on the Sunday.
The two races on the Saturday will be split between IRC and Cruiser Classes, with the second race for each class starting as soon as possible after all boats in that class have finished. The race on the Sunday morning will have an approximate target time of 2 hours; this enables all boats to return to their home port during the afternoon.
It is our aim to get all boats moored in the same area of the marina, so you will be able to enjoy a drink or two with your fellow competitors, before adjourning to the Royal Yacht Squadron in the evening for a champagne reception, meal and a drink or three.
Trophies awarded:
| Crossley Cup | First Finance boat in IRC class - 2 races to count |
| Crossley Cruiser Cup | First Finance boat in Cruiser class - 2 races to count |
| Autumnal Cup | First SESC boat in Cruiser Class |
| New York Cup | First Banking Club boat in Cruiser Class |
The NoR and Entry Form are HERE. For further details please contact finn@citysailingseries.com
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John Lewis Partnership Sailing Club Regatta - Saturday 4 and Sunday 5 October 2025
This event will consist of three races in total and will be run out of the Island Sailing Club in Cowes. The format will be similar to the other events in the City Series with two shorter races on the Saturday and one longer race on the Sunday. The event is open to boats which will be rated under the Island Sailing Club's rating system.
The second race on the Saturday will start as soon as possible after all boats in the first one have finished. The race on the Sunday morning will have an approximate target time of 2 hours to enable all boats to return to their home port during the afternoon.
It is our aim to get all boats moored in the same area of the marina on Saturday night so you will be able to enjoy a drink or two with your fellow competitors before adjourning to the Island Sailing Club for an evening meal and a drink or two.
Trophies awarded:
| Jeroma Plate | Awarded to the highest placed yacht overall in the JLPSC Regatta |
| Freddy Bakker Plate | Awarded to the highest placed JLPSC-owned yacht |
| Jubilee Plate | Awarded to the winner of the Cruising Class (if class run separately) |
| Island Sailing Club cup | Awarded to the first IRC class yacht at the end of the first day and presented at the Saturday night dinner (if class run) |
To register for further details please contact: sailing.secretary@johnlewis.co.uk
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