Waypoints Florida, Formerly Sailing Florida

Colleen P Scussel

I know hands down the professionalism of this company/ We’ve sailed with Captain Mike Twice now and he is very knowledgeable and always puts our safety first! I would highly recommend Sailing ⛵️ Florida Charters for any event! My favorite are the sunset cruises- so many Dolphins 🐬 on my last trip! It made my Birthday 🥳 Wonderful! Thank You 😊

Kelli Wynn

If we could give it 10 stars we would!! Sailing Florida is truly a first class operation. Whether you are looking for just a Sunset Cruise or a week long trip, their fleet of boats are first class. The crew at Sailing Florida is fantastic to work with. As a Block Time owner, we purchased 2 week block and could not be happier with the quality of boats, professional staff and ease of scheduling with Jennifer, the DockMaster! This is truly the best vacation money we have ever spent.

David Mob

Captain Dave and his team made me a boat captain years ago. I took the 101,103 and 104 classes at Sailing Florida and now I have sailed all over the world. I bring my wife and kids to St Petersburg for a week long summer vacation every year. Staying with Sailing Florida at the Vinoy and being able to sail Tampa Bay for a week is a memory my kids will never forget. Just look at the fish we catch on Daves boats. THANKS CAPTAIN DAVE!

Erica Mierop

My husband and I recently completed our ASA 101, 103 & 104 certifications with Sailing Florida Charters. We had a great experience with Captain Stefan and will be back to charter for sure! We're already thinking about when we can take the 105 & 106 classes...