The Round the Island Race, really is a Race for All!

by | Feb 14, 2022 | Round the Island Race, Solent, UK Sailing Holildays

 

If this is your first time in the Round the Island Race, joining a First Class Sailing Challenger Yacht crew may be the perfect introduction.

 

With an experienced skipper and mixed ability crew, the experience will be very hands on with plenty of team work is needed. The training weekend on the 11/12th June is a great opportunity to meet your skipper and crew and get plenty of practice in for the 50 mile circumnavigation of The Isle of Wight.

Sarah, joined the Round the Island as a complete novice, and said she wasn’t really aware of the scale of her undertaking! She enjoyed her adventure so much she has since completed her competent crew and day skipper with First Class Sailing.

“It was a great experience – even for a novice, I really felt part of the action. The boyfriend that signed me up for the Round the Island Race didn’t last, but my love of sailing has blossomed!

The Race

It’s understandable that many first-timers are nervous at the sheer magnitude of the event. The thought of 1600 boats racing 50 miles around the Isle of Wight can feel pretty overwhelming! Whilst this may be your first time, 2022 will be the 91st Round the Island Race, so they’ve got the organisation down to pat.

Every boat is allocated a class and each class starts 10 minutes apart, so whilst that’s still a lot of boats, it reduces the bottlenecks. Each vessel is given a handicap that takes into account your boat size. The Round the Island Race is a great leveller, and often it is not the biggest or fastest boat that wins. Whilst we can’t promise you a winning position, we can promise you a thrilling time in this exciting race.

The Boats

For the Round the Island 2022 First Class Sailing will be entering two Challenger Yachts. Costs will include race entry fees, food on board, the training day on the 11/12 June, accommodation on board on the Friday and Saturday nights 24/25 June, loan of waterproofs, safety equipment, mooring fees, fuel and gas. The training weekend on the 11/12th of June is a great opportunity to meet your skipper and crew and get some practice in. Your skipper will allocate you a job for the race, which may change in a fast-paced, racing environment. Your experience will be very hands-on.

Racing is exciting, although the quickest route can also be the most crowded.  A few basic sailing rules in sailing are so important in busy areas – shouts of ‘starboard’ mean that a sailboat on a starboard tack (ie the wind is coming from the boats starboard side) has ‘right of way’ over a boat sailing on a port tack (wind coming from the port side). At close quarters a yacht with rights might shout ‘starboard!’’ to warn a yacht of their imminent collision. The port tack vessel gives way, by tacking off or dipping behind the stern of the starboard tack vessel if needed. It’s important to keep your eyes peeled, be vigilant, and be ready to respond.

The skipper may decide going wider is wiser at certain pinch points! Or stick close to land depending on tidal or weather demands. You can be in the thick of it whilst knowing that you’re in an experienced safe pair of hands. The shout of ‘water!’  may be less familiar. This is a racing term that warns other boats that their vessel is approaching an obstacle and needs room to manoeuvre.  But don’t worry, everything you’ll need to know is covered in our training days, and the skipper will manage any challenges that arise.

#raceforall

There’s a reason is called #raceforall, the different sizes of vessels, the experience of crews, and the handicap system. This means that it’s often the rank outsider that wins.  Your friends and family can also feel part of the action by following you live via GPS via @Roundtheisland on Twitter or their other social media channels. Get Links Here  They could even join the entourage that follows the race on land around the Island.

A Few Tips

A few tips from our previous crews include keeping your eyes peeled.  Try to enjoy yourself. and…  booking somewhere to eat on the Saturday night! Cowes is always busy in the Summer but clearly, this is off the scale. If you do decide you want to then ensure it isn’t too time-critical on an early finish! Save the celebrations for the finish line and forgo that Friday night on the town, to have a clear head for an early start.

The Round the Island is as iconic of British Summer as Wimbledon strawberries, Glastonbury wellies or the Cambridge/Oxford Boat Race. As inclusive as the London Marathon, and just as oversubscribed,  so you’ll need to get signed up to our crew early to ensure your bunk. Find out more and book here.

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Maurice MacSweeney profile pictureMaurice MacSweeney
11:45 30 Oct 25
Over the last few years First Class Sailing have taken me all the way from complete novice to Coastal Skipper, with theory and other courses along the way (like VHF, First Aid, etc), and there's now no other school I'd want to train and study with. They really stand out from other providers with the quality of their instructors and the support and responsiveness you get from the office team. There's never too many students on a course, so you get lots of time to practise and learn from the instructor. By the end of each course you really feel you've been stretched and graduated to a much higher level of skill. A really high quality outfit and thoroughly recommended!
Response from the owner 13:56 06 Nov 25
Hi Maurice, we're so pleased to have been with you from the start of your sailing journey. That's great that you enjoyed the ratio of students to instructor and felt confident with the levels you achieved. Thanks for the review, we hope you manage to get plenty of sailing in after all the hard work you've put in.
Marty Stromquist profile pictureMarty Stromquist
15:22 24 Oct 25
I just finished another training week at First Class Sailing’s training center. The week was dedicated to Yachtmaster Ocean Theory, with a highlight on Celestial Navigation. The instructor, Nigel Rennie FRIN (Fellow of the Royal Institute of Navigation), was fantastic. It was very fast-paced, but covered the basics and theory behind Celestial Navigation. The jewel of the week was Rennie. His abundant patience, coupled with his experiences and passion for the art, made the week incredible. First Class Sailing have the best instructors. They know their craft and have real-life experience to make training both fun and memorable. Well Done!
Response from the owner 13:42 06 Nov 25
Thanks Marty. We're so pleased you enjoyed Nigel's expert guidance and passion for sailing. Like all our instructors, he loves teaching and sharing his knowledge, but manages to make it fun too. Thanks for the recommendation.
Anne-Laure McLeman profile pictureAnne-Laure McLeman
10:07 15 Oct 25
Being in an all female boat is a great way to learn. Kirsten, our instructor, had a very calm and reassuring style. The small size of the group (only 3 of us) meant we got a lot of attention and many opportunities to practice. Such a good week!
Response from the owner 13:24 06 Nov 25
Thank-you for the review Anne-Laure. That's great that the all female option suited you well and you enjoyed learning with Kirsten. Hopefully all that practice has set you up well for future sailing. Good luck!
Angus Sandison profile pictureAngus Sandison
19:57 07 Oct 25
Really great experience with First Class. My partner and I did our Day Skipper over two weekends with our instructor Mark. He was fantastic. Patient as we learned and made the whole thing fun. The boats are great and organization by First Class was seamless. Would totally recommend.
Response from the owner 13:17 06 Nov 25
Thanks Angus. That's good that you enjoyed Mark's style of teaching and also had lots of fun along the way. Wishing you lots of happy sailing in the future.
Tricia Bunten profile pictureTricia Bunten
18:48 07 Oct 25
I just finished a fantastic week taking my Day Skipper practical with First Class Sailing and I highly recommend them. I chose the Women Only week and had an incredibly patient instructor who was able to help each of us individually with areas of weakness but also worked great with us as a group. I had never sailed in the Solent before and it was the perfect location for this class. I am so grateful for First Class and my instructor for helping me build confidence and experience.
Photo from customer review
Response from the owner 16:59 04 Nov 25
Thanks Tricia, we're so pleased you enjoyed the Women Only week and had a positive experience. We always say that the Solent really is one of the best places to learn and it has some beautiful scenery to explore too, so that's good that you appreciated it. Hope you manage to get out on the water soon.
Evan Ainsworth profile pictureEvan Ainsworth
20:30 05 Oct 25
They do say that what sets great companies apart is customer service. This is my third time with first class sailing the first time was a few years ago when we did our competent crew it was one of the best weeks of our lives. Then we came again in August for the kids to do their competent crew and my wife and I to do our day skipper course. Unfortunately when I did my day skipper course the weather was terrible and I was unable to have a good session to pass. So Jake said to me you can come back and have a free weekend on us to enable you to pass. And again I had a fabulous weekend. There was just three of us on the boat. A wonderful instructor, Tom, and another student. Tom was an excellent instructor he was relaxed, he had great experiences, he got on with the practical part of sailing not just a lot of theory and he was thorough. He had lots of practical tips to make sailing easier and had some good exercises forest to try. We had a super trip down to Yarmouth where he cooked a wonderful dinner and then we went to the pub. Where we met another first class sailing group and spent the evening listening to their tall tales. The following day we had a super sail back to Southampton, with lots of cool exercises and I was thrilled to pass my day skipper.
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Response from the owner 16:46 04 Nov 25
Thanks for the review Evan and congratulations on passing your Day Skipper practical, the hard work has paid off. That's good that the whole family joined you for one of the trips and so now hopefully you have some willing crew members for future sails. Good luck!
hugo kirby profile picturehugo kirby
15:26 09 Sep 25
great course with a very engaged and helpful instructor - who was happy to go outside the curriculum and give us the benefit of his wider knowledge - throroughly recommended
Response from the owner 15:30 11 Sep 25
That's good that you appreciated the experiences and extra knowledge that the instructor passed on. Thanks for the recommendation.
Justin Brooks profile pictureJustin Brooks
11:11 23 Aug 25
We would highly recommend First Class Sailing.

Very well organised with a top quality instructor who provided tuition tailored to our differing needs.

A fantastic option for a couple wanting an entire boat to do a mixed Competent Crew / Day Skipper itinerary.
Response from the owner 14:21 28 Aug 25
Thanks Justin. We always find that mixing the Competent Crew & Day Skipper works well, so that's great that it worked for you too. Hope you manage to get out on the water soon and put all your learning into practice.
ChrisC profile pictureChrisC
15:37 22 Aug 25
Great experience doing a Yachtmaster Offshore prep week followed by exam. Lots of useful paperwork up-front for the course admin and training exercises. The 3-day prep format worked well and Hayley did a brilliant job of cramming in the training over those days. Lovely modern boat too called Sazerac. Will be back.
Response from the owner 14:17 28 Aug 25
Hi Chris, thanks for the review. Congratulations on gaining your YMO qualification. There's a lot to cover, but as you've found, the hard work really pays off. We look forward to welcoming you back in the future.
Miles Barr profile pictureMiles Barr
11:27 03 Aug 25
I completed my Competent Crew and Day Skipper Practical with First Class Sailing. It was a great experience. I hired the whole boat each time, taking my family members along who also earned their Competent Crew qualifications.
Response from the owner 15:21 21 Aug 25
Thanks Miles. That's great that hiring the whole boat for your courses worked well for you all. Now that your family have their comp crew qualifications, you'll have plenty of help onboard for future sails! Good luck.

star rating  Excellent training course with Fergus!  - Excellent training course with Fergus! He made sure that across levels we were all learning and having fun! The extra context from his experience sailing was insightful and entertaining!

avatar thumb Jamie S
October 25, 2025

star rating  Great night sailing weekend. - I did the night sailing weekend on the Solent. Callum was very friendly and knowledgeable. He planned the weekend together with the participants such that everyone could have an input... read more

avatar thumb Federica D
November 8, 2025

star rating  First Class experience.  - Very good experience with First Class Sailing. Mark was a terrific teacher and the boat was well equipped and comfortable for a 5 day course. Would definitely recommend.

Michael K
October 8, 2025

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