Destinations


St. Petersburg / Skyway Bridge

St. Petersburg / Skyway Bridge

Venice

Venice

Long Boat Key / Sarasota

Long Boat Key / Sarasota

Captiva / Sanibel Island

Captiva / Sanibel Island

Dry Tortugas & Fort Jefferson

Dry Tortugas & Fort Jefferson

Key West

Key West

Clearwater / Tarpon Springs

Clearwater / Tarpon Springs

Marco Island

Marco Island

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Have a Question? We have answers!

1What is included with charter package?
All the boats have color chart plotters and laminated charts for our cruising area. Your boat will have linens, towels, blankets, pillows, and galley ware. We provide cleaning supplies with a starter kit of paper towels and toilet paper. All safety equipment, including life jackets are provided. A BBQ grill with propane tanks is located on the stern rail of the boat.
2Is a dinghy included?
A dinghy and outboard engine are available for $ 10/day or $ 60/week. Please book your dinghy at the time of reservation.
3Will dock staff help me dock the boat?
Dock staff are available 7 days per week from 9-5. The dock staff will pull the boat out of the slip for you. Upon returning, the dock staff will meet you on a T-Head and help you dock the boat.
4Do you provide a briefing on the day of the charter?
A briefing Captain is assigned to each charter. Your briefing Captain will complete a full chart and boat briefing on your boat. During the briefing you and your Captain will develop a float plan for your cruise. If you have questions during the cruise, the briefing Captain is available to answer your questions.
5Are dogs or cats permitted on the boat charter?
Unfortunately, dogs or cats are not permitted on the charters due to allergic reactions of other charter guests. If you have a service dog, special arrangements are available.
6Is fishing permitted aboard the boats?
We can provide rod holders for your fishing poles and tackle. Out of state fishing licenses can be purchased at Wal Mart or through the Florida Fish and Wildlife website.

Testimonials

Check out what our recent customers are saying


  • Dear Captain Dave, What an wonderful experience learning so much more about sailing in your school under the skillful hand and watchful eye of a such a great instructor, Captain Jeff ! Thanks to Jeff, I really have a much better grasp of what sailing is really all about and lot more confidence in my ability to handle a boat. Jeff's emphasis on safety and letting the boat do so much of the hard and heavy work made sailing much more enjoyable and easy for all of us in the class. Jeff kept us all at ease and was most patient when we didn't quite grasp a technique perfectly the first time! I think this happened more than once with me. Your new Hunter 41 was such a delight to sail and I appreciate the great shape and cleanliness of the boat. I look forward to using your equipment and/or your school in the future. Thanks for a wonderful experience. Sincerely, Brent
    Brent
  • Dear Captain Dave, We are so glad we found your school at the beautiful Vinoy Resort. My wife and I have sailed monohulls for several years, but have a trip planned to Greece on a catamaran next Fall. Your ASA 114 class was exactly what we needed to gain the confidence for our upcoming charter. Understanding the operation of a twin screw will make our docking a breeze. When we return we will send pictures of our adventure touring Greece. Thanks so much....
    Bill and Gina
  • Just wanted to express my appreciation for the past few days To be very honest, this is something that I have wanted to do for many years and it has finally been accomplished. I appreciate your dedication to your students and this sailing program. I got more than I expected and thank you again. I don't believe I could have had a more knowledgeable instructor. Thus, I had a great time !!!!!!!!!!! Thank you Captain Patrick!
    Steve
  • Captain Dave, A week ago I took the sailing classes 101, 103, and 104 with Sailing Florida and I would just like to let you know that I had a great time and that the certifications were all worth it. I would like to make a special mention of the crew that you have on board, especially Captain Dan who spent long hours teaching me a small portion of all his sailing knowledge. Thank you!
    Alvaro
  • Dear Captain Dave, What an wonderful experience learning so much more about sailing in your school under the skillful hand and watchful eye of a such a great instructor, Captain Jeff ! Thanks to Jeff, I really have a much better grasp of what sailing is really all about and lot more confidence in my ability to handle a boat. Jeff's emphasis on safety and letting the boat do so much of the hard and heavy work made sailing much more enjoyable and easy for all of us in the class. Jeff kept us all at ease and was most patient when we didn't quite grasp a technique perfectly the first time! I think this happened more than once with me. Your new Hunter 41 was such a delight to sail and I appreciate the great shape and cleanliness of the boat. I look forward to using your equipment and/or your school in the future. Thanks for a wonderful experience. Sincerely, Brent
    Brent
  • Dear Captain Dave, We are so glad we found your school at the beautiful Vinoy Resort. My wife and I have sailed monohulls for several years, but have a trip planned to Greece on a catamaran next Fall. Your ASA 114 class was exactly what we needed to gain the confidence for our upcoming charter. Understanding the operation of a twin screw will make our docking a breeze. When we return we will send pictures of our adventure touring Greece. Thanks so much.... Bill and Gina
    Bill and Gina
  • Just wanted to express my appreciation for the past few days To be very honest, this is something that I have wanted to do for many years and it has finally been accomplished. I appreciate your dedication to your students and this sailing program. I got more than I expected and thank you again. I don't believe I could have had a more knowledgeable instructor. Thus, I had a great time !!!!!!!!!!! Thank you Captain Patrick, Steve
    Steve
  • Captain Dave, A week ago I took the sailing classes 101, 103, and 104 with Sailing Florida and I would just like to let you know that I had a great time and that the certifications were all worth it. I would like to make a special mention of the crew that you have on board, especially Captain Dan who spent long hours teaching me a small portion of all his sailing knowledge. Thank you, Alvaro
    Alvaro
  • Dear Captain Dave, Our recent charter was the best of all charters I have had. The paperwork process was painless! The boat was perfect in every way, It was clean, well appointed, and had everything we needed, just as you said. The deposit return was prompt. Captain Dan went over all details and made the process pleasant. Of course, it didn't hurt that we couldn't have had better weather! In short, you've got one of the best operations I have seen. Thanks, we hope to meet you next time! All the best, Lane
    Lane
  • Hi Patrick, By the way, San Diego should be the Vinoy's next branch location, there isn't a QUALITY charter agency anywhere there that we can find; I'm serious. I'd like to run it for you! Everywhere we've been the boats are dirty, equipment fails all the time, facilities suck, etc. You guys really do have the right stuff in the right place. Dusty
    Dusty
  • Hi Captain Patrick, We were here from San Diego and enjoyed our sailing experience with Sailing Florida. The Vinoy is the "BEST" I've experienced yet! Dustin 3rd time return!
    Dustin
  • Captain Dave, I just want to thanks for including me on the Clearwater to Key West Race. I learned so much...so fast. I was very proud of our results and I would like to sign up for next year. The check is in the mail. Miguel
    Miguel
  • Hello Dave and Patrick, Just wanted to thank you both for a wonderful charter, and on such short notice. I especially want to thank Patrick for his help and expertise during my check out and on the return! We will be back in touch for a future charter. Frank
    Frank
  • Dear Captain Dave: My wife and I really enjoyed the ASA 101-104 class series. I had sailed in the past, but my wife is just starting to learn. Captain Jeff knew just how to instruct us both through the different levels. Upon returning home, we decided to purchase the "Sail's Manager Special" with the 12 day block of time. We will be spending alot of time on the docks, just give us a boat brush and we are set to go sailing. Future Captains Jim and Jean
    Jim and Jean
  • Captain Dave, I want to tell you that we were very pleased with our recent charter, and I want to compliment your dockside staff. They were helpful, informative, and professional. Joe
    Joe
  • Dear Captain Dave, Just wanted to say THANKS AGAIN for a great charter. Special thanks to Captain Patrick for his able assistance. I have enclosed a picture of my son because I think his smile says it all. That smile never left his face our entire course. Ah the things money can not buy.. Thanks again and we look forward to seeing you next year.. My son says March was fine with him he feels a charter that early gives a "KICK START" to summer. See you and your crew next year.. Sincerely, Jim
    Jim

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