
Charisma Sailing Reviews

Sailing School & Instructor Reviews
“Captain Rob - thank you for such a great time this week. (And convincing Branden that sailing is FUN!) We look forward to future lessons with you! We learned so much and our first step has been amazing.”
— Branden & Darci
“Learning to sail at Charisma Sailing was an amazing experience that far exceeded my expectations. From the moment I stepped onto the boat, I knew I was in good hands.
Rob’s approach to teaching is both relaxed and deeply knowledgeable. He doesn’t just throw information at you; he is patient and weaves his extensive experience into every lesson to ensure that you understand the big picture behind every action and maneuver.
What I loved most was how hands-on the course was. Rob gives you the freedom to make mistakes and learn from them in real time. Instead of just memorizing steps, he helped me to learn how to think like a sailor - anticipating wind shifts, adjusting sail trim, and making quick decisions on the water. This not only enhanced my sailing competence but helped me to develop the confidence to know that I will make good decisions when I am captaining my own boat.
For my course, the Miami Yacht Club provided the perfect setting, with a mix of calm waters and just enough challenge to keep things exciting. By the end of the course, I felt truly capable at the helm. If you are looking for a sailing school that prioritizes real-world skills, confidence-building, and an all-around great experience, Charisma Sailing with Captain Rob is the way to go. I can’t wait to get back out on the water.”
- John C.
“We had an amazing experience with Charisma Sailing! Our corporate sailing event was nothing short of incredible. Not only did we learn the principles of sailing, but we also had the opportunity to put teamwork, communication, and strategy into practice in a dynamic and engaging way. It was the perfect offsite activity both educational and thrilling allowing us to strengthen our collaboration as a team while enjoying a unique experience on the water. The expertise and enthusiasm of Cap Rob and Magnus made the day even more special, and we couldn’t have asked for a better way to bond as a team. Highly recommended for any group looking for an unforgettable team-building experience!”
- Maria Camila G.
“Matt and I are so thrilled with our experience so far! We had no idea what to expect but you made the process so easy and so much fun. I liked being out on the water before, but now I am absolutely IN LOVE with it! Your teaching, guidance, and patience with us on our first two days learning to sail will never be forgotten. Thank you so much and we hope to have you as our instructor at our next course!”
- Ellen O.
“Thanks for all your patience and help. We couldn’t have done it without you. We are so exited for our sailing future and you helped make that possible. Can’t wait for the passage making course!”
- Matt Orenstein
“Thanks so much for being so amazing. We couldn’t have asked for a better instructor. Happy Sailing!”
— Cindy
“Thank you so much for everything! We had a wonderful time & you are AWESOME!”
- Holmes Family
“Thank you so much for including me in the Basic Cruising course with Rob. He is a great instructor, and I learned a lot. His attitude is laid-back. He instills a love of sailing in his students. He builds students confidence and does not tear students down. How wonderful to have someone who really loves to teach!
I now have a US Sailing Basic Cruising certification to go along with my two ASA certifications (their equivalent of keel and basic cruising), and my US Sailing Power and US Sailing Bareboat certification.
He is very experienced both as a sailor and as an instructor. Please give Rob all the classes he can handle!”
- Dan, CGSC
“Rob, we can’t say how much we have learned this week - and all delivered with your accustomed professionalism and sense of humor. Thanks to you. it was another fabulous week of learning!
With great appreciation,
- Leslie & Ian”
“Just wanted to say how much Holly and I enjoyed the week. You are an excellent teacher and sailor. We hope to come back in the future to continue our sailing education. We hope you will be our teacher again.”
- Bruce & Holly
“Thank you for providing such a great outdoor experience for our teens. I’m looking forward to the next outing.”
- Sarah
“What a week! Thank you for your patience and teaching . My head is full. :-)
Thanks again for an unforgettable trip.”
- Shelley
“Thank you for such a great learning experience….And keeping is alive. ;-)
We look forward to sailing with you again in the future.”
- Aaron & Sarah

Sailing Charter Reviews
“What a fabulous weekend on the boat! To be at sea, enjoying the sail and water with such great Captains was beyond amazing. Your warm hospitality made our vacation perfect. Thank you for the delicious meals and keeping is comfortable day and night. Life is GOOD on the boat!”
— Stephanie, Colleen, Caroline, Amy, Rachel, Kristin
“We had a great time on our charter! Our captain was great pointing out some of the sights and we got a beautiful sunset view that evening. A great experience and memory to take home with us. Thank you.”
- Heidi H.