Round the Island Race 2020

You can be part of the fun, excitement and magnificent spectacle that is the Round the Island Race. Crew spaces are available on our 72ft yachts in May 2020 (29/30/31).

Every year in June, over 16,000 sailors, from Olympic gold medallists and world champions to amateur crews and those trying their hand at racing for the first time, compete in this unique yacht race around the Isle of Wight.

The largest yacht race in the world, the Round the Island Race is a magnificent spectacle and one that you will never forget!

You can be part of the action. No experience is necessary as full training will be given.

More Photos

First Class Sailing is entering a Challenge 72 yacht in the 2020 Race. Join us on 29/30/31 May. Starting from Portsmouth, there will be some training day on the Friday followed by the race on the Saturday.

Saturday night will be spent joining in the post-race festivities in Cowes and then Sunday allows for a leisurely sail back to Portsmouth.

What's Included

Places are available on our yachts at £805. We include race entry fees, food on board, accommodation on board on Friday and Saturday nights, personal insurance, loan of waterproofs, safety equipment, mooring fees, fuel and gas. Supper on the Friday and Saturday night is not included leaving you to explore the options ashore.

More Photos
More Photos
  • 1000: Join the yacht in Gunwharf Quays, Portsmouth. Meet your skipper, mates and fellow crew members
  • 1015: Skippers Briefing then set sail for training enroute to Cowes
  • 1800: Head into marina for crew debrief and decide your position for the race
  • 1900: Dinner ashore. Early night.
  • Race day. Early rise to get to the start line at Cowes in plenty of time.
  • Breakfast and lunch on board with snacks available in between
  • Finish the race and then moor up to join in the fun ashore in Cowes

Sunday 31st May:

  • Sail in the Solent returning to Portsmouth to be away by 1200
More Photos
More Photos

You want to keep it pretty minimal. You should put it in a soft bag [not hard suitcase].

On board the Challengers you will be assigned your berth, which is a snug, comfortable pipe cot, and large cubby hole which holds one plastic box for your kit.

Berths are located in the aft Watch Cabins, which you will share with other crew members.

You only have a small space for personal kit; you will be allocated 1 plastic (curver) box with a dimension of 50cm long x 40cm wide x 27 cm high – about the size of a flight bag – and about the same space again for extra storage.

  • Jumpers/fleece 2 pairs of trousers/shorts
  • 2 t-shirts or mid layers
  • Windproof layer
  • Underwear
  • Couple pairs of warm socks
  • Thermals [maybe!]
  • Nightclothes
  • Soft sole non-marking trainers or deck shoes
  • Sailing Wellies (flat soles, no heels, essential for long and/or cold water voyages) optional for this Casual clothes for going ashore
  • Towel (a micro fibre / sports towel is a good idea). Or ordinary towel
  • Sunhat/Baseball Cap (plus string to tie on)
  • Retainer for ordinary glasses
  • Fleece hat
  • Waterproof /sailing gloves [optional but good idea]
  • Toiletries and personal medication
  • Seasickness pills if relevant (Stugeron works best)
  • Sleeping bag, sheet to cover bunk and pillow case (pillow provided)
  • Waterproof clothing is provided.
More Photos
More Photos


  • Ear plugs (advisable!)
  • Camera (plus spare batteries – there are no plugs for electric chargers)
  • Sunglasses and cord
  • Small torch
  • Suncream
  • Sports water bottle


  • If you are on medication please bring plenty for your weekend with extra in case you suffer from sea sickness and have to take additional doses.
  • Bring your own sea sickness medication


  • RYA Cruising Log (if you have one)
Book Now!
Gunwharf Quays, Portsmouth
29/30/31 May
3 Days
Contact us
0203 006 3717
Our Locations

Shamrock Quay

William Street



SO14 5QL


c/o Cruising Association

CA House

1 Northey Street


E14 8BT

Partnerships with the best
accepted cards sage pay
© 2018 First Class Sailing Ltd. All Rights Reserved
Business Websites By RocketTech