2019 Big Challenge

The Challenge

Dean and Patrick are teaming up again for another challenge this autumn.  Logistics are still being ironed out, but Plan A includes sea swimming, prone boarding, and road cycling. (Plans B and C are also being looked into.)  More info to follow soon.

The Participants

Dean Dunbar is a registered blind adventurer and extreme sports enthusiast, and is the man behind the website you are currently reading – Extreme Dreams. Since 1998 he has participated in well over 100 activities and challenges around the world and set over 25 world firsts.

Patrick Winterton is an adventurer and sports commentator from Oban. As well as being a former Winter Olympian and an elite adventure racer, people have become more aware of Patrick as being the first person to sea kayak from Scotland to the Faroe Islands, and from Shetland to Norway. From an impulsive mini adventurer he has learnt to appreciate that it is the preparation, the commitment and the resulting friendships that make a major expedition worth doing.

Dean and Patrick first met when they aimed to sea kayak to St Kilda in 2010. Unfortunately the weather was against them, so they spent that trip paddling around the Outer Hebrides.

Since then Patrick and Dean have worked together on several challenges, where Dean now understands that when Patrick says “just one more minute”, he may be working on a different time scale to the rest of us, and ‘ nearly there’ means nothing of the sort!

In July 2017, St Kilda was back on, with Patrick in his sea kayak guiding Dean on the first ever paddleboard crossing.


Below is some of the fun Dean has been having whilst training for the challenge.


Bike, prone, swim – Oban, Scotland.

19th August 2019

Travelling light. OK, maybe not so “light”.
I was off for 3 days of light training with Patrick for our upcoming challenge next month.
Ok, so the training wasn’t so “light” either.
Day 1 had us out on the tandem bike for a short, but extremely hilly route. This was followed by a short, but very lumpy prone-board session off the coast of Oban. This was Patrick’s 1st time at proning. I thought to myself “I wonder how he will get on with this”, as he shot off ahead of me and was rarely seen after that! Read more…

Prone – Tayport, Scotland.

1st August 2019

Another great day out with Piotr, (Outdoor Explore), and his clients at Tayport today.  Paddling in and out of the harbour, going from glassy flat to pretty lumpy conditions.  I love this bouncy sea proning!!  Thanks Piotr!!

Read more…

Prone – Loch Tummel, Scotland.

30th July 2019

Today was my toughest day yet, proning on Loch Tummel.  My goal was 14km, and I did just a little bit more, but it was not easy.  By 8km I was starting to feel my shoulders really hurt.  I got through the next 6 and a bit km, by taking a 10 second break after each full k.  Tough, but DONE! Read more…

Prone – Loch Tummel, Scotland.

2nd July 2019

I’ve not been at Loch Tummel since last year, so it was great to get back there today. The forecast was for lumpy water, and it did not disappoint!
With my limited SUP skills, this may have been a tough paddle, but on the prone, with waves smashing into my face, it was purely AWESOME!! Read more…

Swimming – Clunie Loch, Scotland.

1st July 2019

On Sunday I realised that my 2019 Big Challenge with Patrick was only 2 months away. Part of the challenge will include a 2km sea swim, and I hadn’t yet been for an outdoor swim. (Most of the other Clunie swimmers have been swimming throughout the winter, but I’m not that brave!)
So on Monday, Rho took me up to a rather lumpy Clunie and tagged along on the prone to make sure I didn’t get lost. Read more…

Prone/SUP – 3 Lochs Challenge

21st June 2019

The original plan had been to meet up with the awesome duo of Alison and Allistair, and head as far north as possible, on the longest day, and see if we could be on the water, under the midnight sun. But due to some very strong winds and some even stronger wine and whisky, we decided to keep our feet dry.

As we stood looking out to sea, at an unlit Orkney, which was still clear to see well after the witching hour, we came up with a new plan. Read more…


  • 25 May 2019 - Prone - St Mary's Loch, the Scottish Borders.
  • 16 May 2019 - Prone - Broughty Ferry, Scotland.
  • 12 May 2019 - Prone & bike - Perthshire, Scotland.
  • 09 May 2019 - Prone - Tayport, Scotland.
  • 01 May 2019 - Prone - Broughty Ferry, Scotland.
  • 28 Apr 2019 - Prone - Clunie Loch, Scotland.
  • 13 Apr 2019 - Bike (MTB) - Carron Valley Reservoir, near Fintry, Scotland.
  • 02 Mar 2019 - Bike (MTB) - Glentress, Scotland.
  • 26 Feb 2019 - Rafts - Aviemore, Scotland.
  • 31 Jan 2019 - Bike – Blairgowrie, Scotland - The Nokumdoon Tree
  • 20 Jan 2019 - Bike – Blairgowrie, Scotland.
  • 13 Dec 2018 - Prone - Loch Faskally, Scotland.
  • 18 Nov 2018 - Bike - Lindisfarne, England.
  • 01 Nov 2018 - Prone - Loch Earn, Scotland.

    These sponsors have been a tremendous help in supplying kit and support for my challenges.