Skip to main content
Capt. Scott Brenner
Cell Phone: 239-671-5929 | Email:

Learn to Sail Courses & Sailing Charters

Adventure just beyond the bow
Diver down f053e30e

3 Hour Learn to Sail Experience & Sailing Charters

Romantic getaways, private groups & sunset cruises

We conduct a variety of sailing experiences on our Jeanneau Sun Odyssey 45′ yacht. Ideal for clients who wish to explore the Gulf of Mexico Southwest Florida waters. We also offer a try before you buy for those that dream of sailing off into the sunset or want to win the America’s Cup. 

Bow shot 1 f8e0bddc

ASA Sailing Lessons & Certifications

Courses suitable for all experience levels

Our diverse Ft. Myers Beach and Sanibel Island waters offer the perfect sub-tropical sailing environment and are unmatched for training. Our ASA instructor ratings are awesome! We achieve that by providing great coaches, access to outstanding training waters and proper vessels for learning. 

Students & Clients Love Port of Call Charters

Fantastic experience!

Definitely a memory my boys and I will treasure for years to come. Scott was very experienced and an excellent teacher. Such a fun afternoon!


SUPER knowledgable about sailing.

If you want to really learn what’s going on and how to sail so this. You’ll leave feeling like you really learned and accomplished something.


Absolutely awesome….

Absolutely awesome….Even lack of wind hardly diminished our joy on this adventure! Met & exceeded expectations!!


…a great day sailing with Scott

We had a great day sailing with Scott (and first mate Laurel) on his beautiful yacht, Plan B! Both the boat and captain handled the gusty winds with poise. We highly recommend this experience to travelers and sailors of all age and experience. Best way to see Tampa Bay!


Captain Scott is a great teacher

Captain Scott is a great teacher, what started out as a 4 hour introduction to sailing, turned into me getting certified in 101-basic keel boat and 103-coastal cruising. I now feel confident that I can sail the 30ft sailboat that my wife and I just purchased last year but havent had a chance to sail yet. It was my very first sail, I fell in love with it, I wish I could have started 30+ years sooner. Thanks Capt Scott

Sailing Knight Breeze

Highly recommended!!

This experience was a blast! Captain Scott and his 1st mate, Cat, were fantastic hosts and instantly made me feel incredibly welcome!



If you want to sail—DON’T MISS THIS OPPORTUNITY!!!! This was an awesome experience that was made extra special by Scott and his 1st mate Laurel. We were truly in the hands of an of an expert and an amazing teacher who was both kind and patient, and allowed us to participate in all the activities of sailing. We truly feel spoiled sailing (our first sailing adventure) in Scott’s amazing 45’ sailing yacht. Could not have hand-picked a better captain, sailing vessel or experience. Totally worth every penny, and hope to experience this again with Scott the next time we are in St Pete. Thanks so much.


…fun and engaging…

We went on an introductory lesson with Scott as our captain. He made us feel welcome on his boat and made the whole experience fun and engaging. We had a chance to steer the boat, operate the sails and practice basic maneuvers such as tacking and jibing, as well as getting to know different parts of the boat. We walked away feeling inspired to try to learn sailing in-depth and can’t wait to take our next class with Scott!!!


Scott and his team were amazing!

Scott and his team were amazing! Very knowledgeable and open to teaching us. We had a great time and felt that the value was amazing for the time spent and experience we gained.


Thank you

Thank you for sharing the beauty in sailing with us. We will see you soon.


Capt. Scott Brenner

Former Commander USCG AUX 9-10 Ft. Myers-Cape Coral FL, current 100-ton Master Captain with sailing endorsement, over 9 years sailing instructor experience with American Sailing Association certified for Basic Keelboat, Coastal Cruising, Bare Boat, Navigation, Catamaran sailing courses

More about Capt. Scott J. Brenner

Schedule Your Next Adventure
ASA Headshot scaled 87345e19
Beginner Sailing Basics Ebook

Beginner Sailing Basics

Captain Scott Brenner Apr 2018

This book is a beginner’s guide to sailing a small sailboat. You will learn the nuts and bolts of what to bring, what to wear, how to check weather, how to rig and raise sails, depart and return to the dock, sail into and away from the wind, rules of the road, how to handle emergencies, and how to tie common knots. Most importantly you will learn how to sail safely and have fun!

  • StPeteMarina scaled fe88c4f8
  • 20190203 095400 scaled b817f3d0
  • 20190203 150441 scaled 257d5784
  • Behind wheel 6a5bc661
  • Chillin 4786ce5e
  • Cityscape St Pete 018421da
  • Happy students fa8920da
  • Skyway in sight 74f5e50a
  • snorkel stingray f7df4f89
Skip to content