Astra Special School – Day 4, 14 April 2026
Back to school means back to sailing, and what a joyful return it was for our Grade 1 friends from Astra! 🌊⛵️ We kicked off the second quarter with the…
Salt River Service Centre Sailing Thru Life, 11 April 2026
There’s no better way to start a Saturday morning than with a sky full of smiles. On the 11th of April, we had the absolute privilege of spending the day…
Ullman Sails Team Build, 10 April 2026
Have you ever seen someone sail an Optimist… blindfolded… with a balloon tied on?! Well, if you missed it, it all went down right here at the Little Optimist Sailing…
Vista Nova Multi Day 4, 9 April 2026
Term 2 has just begun, and we kicked it off by welcoming our friends from Vista Nova with a jam-packed, energy-filled day! Our check-in activity was completely different this time,…
Soccer Girls Go Sailing in Hout Bay, 8 April 2026
⚽⛵ We had a fun day with a group of soccer girls who came to sail at our Hout Bay YC site. For many of them, it was their first…
A Special Day in Hout Bay with Heideveld Kids, March 2026
🌊 The children from Heideveld had a very special day in Hout Bay. For many of them, it was their very first time visiting the ocean and seeing the harbour.…
Vista Nova Multi Day 3, 26 March 2026
Day 3 was filled with excitement from the moment the group arrived. The learners came in with big smiles, ready for another fun day together. We started the morning at…
Vista Nova Multi Day 2, 19 March 2026
When we say "The Little Optimist Sailing Academy" is where the vibes are, we mean it. Vista Nova Multiday Program – Day 2? On a whole different level. Creativity showed…
Yada Adventures, 17 March 2026
On the 17th of March, we had the absolute privilege of spending the day with our young friends from Yada Adventures. We started with a quick check-in, and right away,…
Salt River Service Center, 14 March 2026
Yoh! This place is beautiful, look at the buildings, and all these big boats. Even the air smells different! Wow! I can’t believe this is where I am today. These…
Vista Nova Multi-Day Program Day 1, 12 March, 2026
On the first day of our multi-day program, we welcomed the Vista Nova group, and what a super fun group they were! From the moment they arrived, you could feel…
Astra Inspiration Day, 2 March 2025
As part of our Inspiration Day visit at Astra Special School, The Little Optimist crew spent the day connecting with learners from Grade R all the way to Grade 7…
Joanne Seymour’s Everest Hike Diary
On the 19 February 2026, Joanne Seymour began a 140km, 14-day trek to Everest Base Camp to raise funds for The Little Optimist. Here, Joanne recounts her experience in this…
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…