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Fort Lauderdale, FL

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Sailingdaffy

4.9 (43 reviews)
Closed • 8:00 am - 10:00 pm

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Plenty of time at the wheel in open ocean

Had a great morning sail down the New River, out to open ocean and back with Captain Charlie. Daffy is a wonderful sailboat and it's easy to tell that the Captain loves where he lives and loves to share his passion for sailing with others! Felt completely safe & comfortable the whole time as a solo female traveler. You won't regret booking this!

The bachelorette group
Tori W.

My friends and I came to Ft. Lauderdale for my bachelorette weekend. We booked with Charlie for a 4ish hour sail on a Sunday. He was so funny and witty right off the bat, so we had an awesome time with him. We were able to drink some mimosas and listen to music, sit wherever on the boat, it was a great experience. If you haven't been on the ocean in a boat before, I would recommend taking Dramamine or the equivalent the night before you plan to go out and then again in the morning. Most of us got a little nauseous when we hit the ocean, but it subsided after we adjusted. Charlie took us to a wading area for us to get out of the boat and swim, he has floaties to hold onto that are attached to the boat. Charlie was the life of the party, super safe, and would love to sail with him again whenever we are back in Ft. Lauderdale! Highly recommend if you're looking for a good time!

Draw Bridge - Beautiful day on the water
Marlena B.

Fabulous time! Captain Charlie is awesome - very warm and welcoming. Our family of 6 (me, my hubs, 3 kids, ages 7-12 plus grandma) truly enjoyed the 4 hour sailing. This is a MUST DO; highly recommend Sailing Daffy! We plan to book again next time we are in town. 5 Star Customer Service: honest, dependable, safe, knowledgeable and timely!

A. A.

My family & I went sailing this past Monday with Captain Charlie on the DAFFY & had an AMAZING time. It was a great experience right from the start - prior to booking, Captain Charlie answered all my questions, very timely, sent photos and was extremely accommodating in terms of scheduling. He listened to my concerns & assured me that the trip would be no problem for my father, who has mobility issues & promised us a wonderful time. He did not disappoint. Captain Charlie was great! He assisted my dad on and off the boat & could not be more welcoming. His sense of humor, expert sailing skills and wonderful disposition made our ride even better (if that was even possible). The DAFFY is a beautiful boat and we had a wonderful time. Cannot wait to go back! Thank you Captain Charlie, our new friend!!

Beautiful day for a sail!
Donna G.

WOW!!! What an amazing day! Thank you Captain Charlie!!! Will definitely see you again very soon!!! For anyone else out there wondering if you should go for a ride, don't hesitate! Captain Charlie is like sailing with family! All the best to you Sir! And thank you dearly!

Michael R.

Capt. Charlie operates a sail boat from the dock behind his home. The million-dollar yachts are parked along the waterway leading to the harbor. As you navigate out you get to see how the other half lives. $20M mansions abound. After cruising past the luxury views we made it out beyond the cruise ships and out to the ocean. We raised the sails and spent another hour under sail where we got to see dolphins just off the boat. It was a fantastic way to spend 3.5 hours on a beautiful day. If you're in the area and want an affordable option to head out on the water then give Captain Charlie a call. Although there are occasional Groupon deals available I'd suggest just calling directly since you will likely get a better deal from the man himself. Thank you for an amazing afternoon!

I must say, we had an amazing time sailing the Daffy. This was a surprise for my husbands birthday and he had an excellent time. Capt. Charlie was great in helping my family & I prepare for the surprise. Everything went smoothly and made the experience a memorable one! Thank you again for an awesome time!

My little girl
Viviane D.

Awesome!!! We had some much fun with Charlie , he's a great captain , super funny and professional. Definitely will recommend to all my friends & family.

Beautiful day for a sail on Ft Lauderdale's New River with Captain Charlie. Great memories with family and a fabulous experience for each of us! Captain was very gracious and accommodating to special needs. Trustworthy and charismatic. Highly recommended, without hesitation!

Diana U.

Can't find enough words to describe what an awesome experience we had with Capital Charlie while sailing Daffy! If I could put a thousand starts I would lol!!! He was very accommodating when I asked if I could bring my friendly doggy along with us, he also is very fun to be around and very knowledgeable! He even let us swim for a while and we had such a wonderful time! Even when we got some rain, that didn't stop capital Charlie from making us have a great time. Over all, we had a wonderful experience, I would definitely recommend him and I am looking forward to come back again!!!!

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Page 1 of 2

Ask the Community - Sailingdaffy

Review Highlights - Sailingdaffy

“Charlie was the life of the party, super safe, and would love to sail with him again whenever we are back in Ft.”

Mentioned in 39 reviews

Read more highlights

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Delray Beach Water Sports - Beautiful

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Sailingdaffy - sailing - Updated October 2026

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