Southern Wind Family Day, 28 February 2026
On the last Saturday of February, The Little Optimist Sailing Academy was where the vibes truly lived. We had the absolute honor of hosting our GOLD sponsor the Southern Wind…
Astra Special School MultiDay Program, 19 February 2026
On the 19th of February, we kicked off our very first multiday program for 2026 with the amazing Grade 1 learners from Astra Special School, and what a beautiful start…
Laureus Fund Run, 17 February 2025
Little Optimist Crew Takes on the eXp Realty Fund Run! On the 17th of February, the Little Optimist crew traded in our usual sailing gear for something a little different……
A Beautiful Day Sailing with Yada Adventures, 17 February 2026
Yada Adventures came to sail with us, and it was a very special day. We started the day with positive “Pickle” messages. These were short, happy words that gave everyone…
Surgical Navigation Technology Family Day, 14 February 2026
What could be better than spending Valentine’s Day surrounded by love, laughter, and community? This Valentine’s Day, we at The Little Optimist Sailing Academy had the incredible pleasure of hosting…
A Day with Vista Nova Special School, 12 February 2026
The Amazing Race! Yes, you read that, right 😄 We had the absolute privilege of spending the day with our friends from Vista Nova Special School, now officially members of…
Optimists on the water | GroundUp
The Little Optimist Trust Sailing Therapy program gives over 1,600 children in Cape Town their chance to be on the water Optimist: A person who is inclined to be hopeful…