| Date | Event/Organising Club |
| Tue 1 May |
Evening Race Series Race 3 Island SC |
| Thu 3 May |
Keelboat Racing Royal Lymington YC |
| Thu 3 May |
Thursday Evening Race 5 East Cowes SC |
| Fri 4 May |
Cowes - St Vaast JOG |
| Sat 5 May |
Cervantes Trophy Race Royal Ocean Racing Club |
| Sat 5 May |
Spring Solent Double Royal Southampton YC |
| Sat 5 May to Sun 6 May |
Cowes Keelboat Solent Series Royal London YC |
| Sat 5 May to Mon 7 May |
Etchells Spring Regatta Cowes Corinthian YC |
| Tue 8 May |
Evening Race Series Race 4 Island SC |
| Wed 9 May |
IOW Business Evening Sonar Regatta Island SC |
| Thu 10 May |
Thursday Evening Race 6 East Cowes SC |
| Thu 10 May |
Adult Sonar Sailing Evening Island SC |
| Thu 10 May |
Keelboat Racing Royal Lymington YC |
| Fri 11 May to Sun 13 May |
The Drinks Trade Regatta Portsmouth Harbour YC |
| Sat 12 May to Sun 13 May |
Optimist Regatta Royal Victoria YC |
| Sat 12 May to Sun 13 May |
Cowes Keelboat Championship 1 Island SC |
| Sat 12 May to Sun 13 May |
Etchells Saida Cup Royal Thames YC |
| Sat 12 May to Sun 13 May |
Summer Series 1 Royal Southern YC |
| Sat 12 May |
Turk Trophy at LOSSC Stokes Bay SC |
| Sat 12 May |
Lymington to Hamble: Hamble Scramble Lymington Town SC |
| Sat 12 May |
Inshore Series Christchurch Bay Race Island SC |
| Sat 12 May to Sun 13 May |
Cowes Spring Classics Royal Ocean Racing Club |
| Sun 13 May |
Hamble to Lymington: Hamble Scramble Lymington Town SC |
| Tue 15 May |
Evening Race Series Race 5 Island SC |
| Thu 17 May |
Keelboat Racing Royal Lymington YC |
| Thu 17 May |
Adult Sonar Sailing Evening Island SC |
| Thu 17 May |
Thursday Evening Race 7 East Cowes SC |
| Fri 18 May to Sun 20 May |
Vice Admiral's Cup Royal Ocean Racing Club |
| Sat 19 May |
West Princessa Double Royal Southampton YC |
| Sat 19 May |
Cowes to Yarmouth JOG |
| Sat 19 May to Sun 20 May |
Sea Fever Regatta Cowes Corinthian YC |
| Sat 19 May to Sun 20 May |
Saida Cup for Etchells Royal Thames YC |
| Sat 19 May to Sun 20 May |
8M & 6M Regatta Royal Yacht Squadron |
| Sat 19 May to Sun 20 May |
Legal Cup 2018 Britannia Events Hamble |
| Sat 19 May to Sun 20 May |
RS Tera & RS Aero Southern Area Championships Royal Lymington YC |
| Sat 19 May |
City Livery YC Race Day Island SC |
| Sat 19 May to Sun 20 May |
Cowes Keelboat Solent Series Island SC |
| Sat 19 May to Sun 20 May |
Laser Masters Qualifier Stokes Bay YC |
| Sun 20 May |
Yarmouth to Cowes JOG |
| Tue 22 May |
Evening Race Series Race 6 Island SC |
| Thu 24 May |
Twilight Series 1 Royal Southampton YC |
| Thu 24 May |
Keelboat Racing Royal Lymington YC |
| Thu 24 May |
Adult Sonar Sailing Evening Island SC |
| Thu 24 May |
Thursday Evening Race 8 East Cowes SC |
| Thu 24 May |
Lighting Industry Association Challenge Britannia Events Hamble |
| Fri 25 May to Mon 28 May |
Etchells National Championshiop Royal London YC |
| Fri 25 May |
Deauville Race Royal Southern YC with Royal London YC and Deaville YC and YC de France |
| Fri 25 May to Sun 27 May |
Landsail Tyres J Cup Regatta Island SC |
| Fri 25 May |
Dielette via Guernsey JOG |
| Sat 26 May to Sun 27 May |
Cowes Keelboat Solent Series RORC |
| Sat 26 May |
Myth of Malham Race Royal Ocean Racing Club |
| Sat 26 May |
UK Windsurfing Event Stokes Bay SC |
| Sat 26 May to Sun 27 May |
Bank of England Regatta Royal Ocean Racing Club |
| Tue 29 May |
Evening Race Series Race 7 Island SC |
| Tue 29 May |
Inter Club Laser Youth Team Racing Bembridge Sailing Club (EWCC) |
| Tue 29 May to Wed 30 May |
Chestnut Tree Challenge 2018 Britannia Events Hamble |
| Thu 31 May |
Thursday Evening Race 9 East Cowes SC |
| Thu 31 May |
Adult Sonar Sailing Evening Island SC |
| Thu 31 May |
Twilight Series 2 Royal Southampton YC |
| Thu 31 May |
Keelboat Racing Royal Lymington YC |