Final two winners announced in 2019 ilovesailing calendar competition

Shaun and Steve both clinch a second spot on the calendar to complete the 2020 calendar line-up

It’s a double win for Shaun Roster and Steve Cayley as they both secure their second win in the 2019 calendar competition and the final two spots on the 2020 ilovesailing calendar.

Shaun from Southsea and Steve from Torquay, clinched the final two spots after having their photos selected from all the entries received since the competition opened in March.

Commenting on his winning photo entitled, ‘Mini Me – Cowes Week’, Shaun, who was also a winner in April, said: “I’m delighted to have been selected yet again to feature in the 2020 ilovesailing calendar.  This is one of my recent most favourite images and its great know it will be shared and enjoyed by a great many sailors in next year’s calendar.”

Shaun added: “The image was taken during Cowes Week 2018. Lady Mariposa a Ker46 steaming downwind as the Quarter Tonner ‘Joker’ heads upwind.”

While Steve, who was also a winner in July, commented: “It was surprise enough to be told that I had made the calendar for the 3rd year running. Now to find I have had two photos selected for 2020 is way beyond my expectations. Delighted and proud to be selected again. Thank you!”

Talking of his winning photo entitled ‘Anticipation’ Shaun added:  “It was one of those mornings you’re pleased you made the effort to get up early. It was a gorgeous golden sunrise on the Exe Estuary with the mist making it all the more spectacular. And just when I thought the best of the conditions had passed the mist rolled back in resulting in this photo. Out of sight the crew of the first yacht on the mooring were on deck, waiting for the mist to clear, in anticipation of setting sail.”

A total of 133 entries were received in the 2019 calendar competition with all the winners claiming a prize package consisting of:

  • A spot on the 2020 ilovesailing calendar
  • Canvas print of their winning photo
  • Two tickets to the Southampton Boat Show where the official prize giving will take place, plus afternoon tea in the RYA Members’ Lounge
  • An RYA goody bag
  • And of course…. the ilovesailing rubber duck

“Our final two winners complete what is a stunning line up of photos for the 2020 calendar”, commented Emma Slater, ilovesailing co-ordinator.  “Now in its seventh year the calendar competition really goes to show the diversity and beauty of sailing and it is always a delight to see the images sent in each month.

“My thanks to everyone who took part throughout the year, we can’t do it without you.  I for one am extremely excited to see all the winning entries in print on the 2020 calendar.”

The 2019 ilovesailing calendar competition winners are:

  • Colin Pelton from Salisbury
  • Bobby Wadey from Kircubbin
  • Shaun Roster from Southsea (2 x winner)
  • Lesley MacDonald from Teddington
  • Alasdair McQuire from Leeds
  • Andrew Strudwick from Ceredigion
  • Tony Ketley from Marlow (2 x winner)
  • Steve Cayley from Torquay (2 x winner)
  • Ela Miller from Christchurch

The ilovesailing calendar competition opened in March with entrants submitting their favourite sailing photos.  Each month between March and July two winners were picked to represent a different month on the 2020 calendar.  The final two spots were picked from all the other entries made between March and July, giving all entrants two chances of winning a spot on the calendar.

The 2020 calendars will go on sale at the 2019 Southampton International Boat Show, powered by Borrow A Boat in September, with the first 50 people to purchase a copy also receiving a FREE 2019 ilovesailing rubber duck.  Alternatively the calendars will also be available to purchase via the RYA web shop, from 13 September.

The calendar competition is now closed for 2019 but drop by the ilovesailing Facebook page to take part in the extremely popular weekly caption competition, giving you a chance to share your funny, clever and witty captions in a bid to win an ilovesailing duck.

Come along to the page at and get involved.

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