Diogo Cayolla is considered one of Portugal’s elite sailors, having competed at the Olympics three times in three different classes.
A homegrown talent from Lisbon, Diogo brings with him a long list of inshore and offshore racing accolades. He’s considered one of Portugal’s elite sailors, having competed at the Olympics three times in three different classes.
He holds multiple offshore records including the prestigious Rolex Middle Sea Race monohull record and has no less than three Maxi Yacht Rolex Cups.
Date of birth
06 August 1974
Portuguese, English, Spanish and Italian.
Sailing career highlights
Rolex Middle Sea Race monohull record holder - 40 hours, 17 minutes and 50 seconds.
RORC Transatlantic monohull record holder - 7 days, 22 hours, 1 minute, 4 seconds.
RORC Caribbean 600 winner IRC Super Zero and 2nd IRC overall - 2022
RORC Transatlantic Race winner Line Honors, IRC 0 and IRC overall - 2022
Rolex Middle Sea winner Line Honors, IRC 0 and IRC overall - 2021
Three times winner Maxi Yacht Rolex Cup - 2017, 2018, 2019
Three times winner Rolex Swan Cup - 2008, 2010, 2012
Three times winner Giraglia Rolex Cup - 2008, 2013, 201
What was your first sailing memory?
When I was sailing the Optimist. I was the very last to arrive to the pontoon back from sailing when it was freezing cold.
Who inspires you?
I would say my family. Each one of them, in every particular way.
What is your favourite quote?
If you don’t live your life is better to be dead.
What was your childhood sailing dream?
Sailing the Olympics.
What items do you always take with you when you go sailing?
What is your favourite food?
Too many favorites. I love eating.
What hobbies do you have when not sailing?
Golf, Wingfoiling and traveling.
Give us an example of a sustainable attitude to life - what do you do for a better world?
I avoid using plastic, I bought an electric car and try to save as much as possible water and energy.
What advice would you give to young sailors to protect the planet?
Think about it before is too late.