Private Liveaboard Classes

Florida Keys Sailing

Come sail with us

At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. “Learn to Sail” or take an Advanced Class to develop your skills. Qualified sailors can Charter our boats. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers.

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

No one else except YOUR Party is ever on-board. This means you will learn more by having more time DOING, not WATCHING someone else sail. Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing.

Fun on the Waves

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

Our Classes

To learn more about the liveaboard classes we offer, visit our classes page

2 DAY BASIC FUNDAMENTALS OF SAILING

Designed for beginners who want the best introduction to the exciting sport of sailing. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. They will leave as very competent Crew Members.

3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”

Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. Classes available are year round on demand based on your travel plans.

5 DAY BASIC COASTAL CRUISING OR 101 & 103

Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans.

5 DAY BAREBOAT CRUISING OR 103 & 104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34. Offered all year on demand based on your travel plans. 5 Days and 4 Nights…Privately Living aboard at our Dock

3/1 DAY ADVANCED COASTAL CRUISING OR 106

Cruise a sailboat during nighttime hours in most wind and sea conditions. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. Offered all year on demand based on your travel plans. 3 Days and 3 Nights…Privately Living Aboard

7 DAY BAREBOAT CRUISING OR 101, 103 &104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34 This is the Class the Bareboat Charter Companies want you to have. Offered all year long on demand based on your travel plans. 7 Days and 6 Nights…Privately Living Aboard at our Dock

3 DAY FAST TACK TO CRUISING ASA 101 & 103

It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Both combined into a 3 Day / 2 Night Live aboard Class. Prior sailing experience before enrolling is advised.

5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104

It’s the fastest and least expensive way to get these 3 - ASA Certifications. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. Prior sailing experience before enrolling is advised. A second student enrolls for FREE!

Testimonials

We enjoyed our very first charter without a Captain on our recent trip to the British Virgin Islands. We were comfortable and confident thanks to the excellent training we had with GDub and Florida Keys Sailing. Though the winds very pretty stiff at 20-30 knots most days, we were able to manage the boat without a hitch and had a wonderful time. The staff at the charter company was impressed with our knowledge of the various boat systems, how they worked and their purpose and utility, again, all thanks to GDub’s course. While Captains can be great and frequently very entertaining, being able to be on the boat by ourselves and go wherever we wanted to go, whenever we wanted to go there, or just stay in one spot for 2 days was a feeling we can’t compare. Thank you GDub!!

Just wanted to thank you so much for an absolutely brilliant 5 day sailing experience in the Keys. Your patience, experience and knowledge made it a truly wonderful vacation for my family and has given us all a love for being out on the water and sailing. We learned so much from you in such a short space of time; covering everything from tacking and gybing, mooring, rigging, reefing, and the unforgettable man overboard techniques! I appreciate you involving our two sons who quickly got the hang of docking the boat, navigating and reading the tell tales. The snorkeling trip to the reef was a real highlight, and mooring to a tiki bar for a delicious lunch each day was a such a memorable experience. We are already planning our next sailing trip and feel confident after 5 days with you having no prior experience. We hope to return to the Keys and sail with you again some time soon. Keep in Touch!

"I HIGHLY recommend anyone looking to learn the ropes (I mean lines!) of sailing attend any of the courses offered by Gdub at Florida Keys Sailing! My dad, uncle, and I had such a blast during the six-day course while we were down in the Keys. We really appreciated the calm and cool learning environment Gdub created for three sailing newbies with ocean size aspirations. It really made the trip a lot of fun while being able to soak up critical knowledge and gain the hands on experience needed to skipper a bareboat. Throughout the six-day course, Gdub focused on covering all the knowledge areas of ASA curriculum and even allowed for some extra practice on those nerve racking docking exercises! But it wasn't all play - the swimming, snorkeling, and lobster dinner at sunset were absolutely unforgettable! Can't wait for the next sailing adventure!"

My buddy and I got back on Sunday from our charter with Florida Keys Sailing. It was a long ride home, but all went well. Thanks for making everything so easy while we were chartering the Catalina. She sailed well and was nicer than I had expected from a frequently chartered boat. We had a great time. We appreciate you taking the time to review the GPS and navigation. It kept us from having any issues with shallow areas. We are glad you took time to ensure that we understood the difficulties associated with navigating in the Keys. We also appreciate you assisting us with plotting destinations. It gave us more time to spend at the reef, etc that would have been wasted if we were trying to plot a trip based on what we’d read online, etc. The winds were great and I can’t say enough how easy you made the chartering process. It’s too bad that the Key’s are so far away or we’d be down more frequently. Hopefully I’ll be able to bring the family the next time and possibly charter the C&C. We wish you the best of luck for the summer sailing season. We couldn’t have asked for a better experience.

After your six day course in January, and no previous experience of sailing, we were able to join a flotilla in the B.V.I. Seriously though - thank you Bruce for helping us to make it happen. We'd recommend you to anyone. We travelled all the way from the UK and it was well worth it for all the pleasure it has given us. Next stop in July is San Diego for some day sailing while visiting our daughter with trips to St Vincent and Vancouver already being planned for next year. Stay in good health Bruce and keep watching those tell-tails!

Thanks again for a wonderful week in the Florida Keys. The amazing weather, the fantastic sailing conditions, and your excellent teaching gave us a wonderful vacation that we will always remember. In fact, while driving home, we both agreed that the week at your sailing school was one of the best vacations that we have had. We appreciated your patient, knowledgeable instruction. Thank you for teaching us so much. We took the courses to gain some sailing experience and to make a decision about whether we should switch from power boating to sailing. We have been convinced that sailing is for us. In fact, we’re looking forward to taking the bareboat course (105) some time in the near future. (We've attached a few pictures of our sailing experience.) Have a great holiday season. happy Thanksgiving and a joyous Christmas season to you and Marcie. May you both enjoy a prosperous and healthy new year. We look forward to hearing from you sometime. We'll keep in touch and plan to take another course sometime next year.

Private Liveaboard Classes

Florida Keys Sailing

Come sail with us

Proud Member of the ASA

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

Fun on the Waves

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

Our Classes

2 DAY BASIC FUNDAMENTALS OF SAILING

3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”

5 DAY BASIC COASTAL CRUISING OR 101 & 103

5 DAY BAREBOAT CRUISING OR 103 & 104

3/1 DAY ADVANCED COASTAL CRUISING OR 106

7 DAY BAREBOAT CRUISING OR 101, 103 &104

3 DAY FAST TACK TO CRUISING ASA 101 & 103

5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104

Testimonials

Daysailing & Charters

We offer both daysailing and charters, click below to learn more!

CONTACT US

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