The Best Sailboat Rentals Near Jacksonville

Cabbage Key, Captiva Day Trip 1-6 people Captained

Wonderful trip. Made for the perfect afternoon activity for three couples of varying ages, smooth ride and a great value for seeing the views around the fort myers/Cape Coral area. Joe was extremely responsive and prompt to any questions/requests and made sure we were comfortable throughout our travels. Would recommend to anyone!

Day Sails and Sunset Cruises - Downtown St. Petersburg, FL - 44' Yacht

I went out with Nick for my bachelorette. We had the most amazing time. It was so beautiful, smooth and relaxing. Highly recommend to anyone

30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida

We loved this experience! Boat and Captain Terry were early and waiting on us when we got to the dock! The catamaran boat was a lot of fun, our first time on one and we loved laying out in the sun! Captain Terry gave lots of information about the area. Highly recommended!!

30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida

We are extremely happy with our trip today. Just fun and relaxing and not having to worry about anything because Captain Terry aka The Care Taker from Cumberland Island took great care of us. I would highly recommend Jason and Terry for a great trip. We already planning our next one. Thank you so much taking time out of your day for us. Much appreciated.

30' Kurt Hughes Cruising Catamaran rental in Fernandina Beach, Florida

My best friends and I had the pleasure of spending the afternoon with Captain Jason and First Mate Chad, they were FANTASTIC!!! They were not only fun and accomadating but also attended to all of our requests while engaging with us in a friendly manner. I would love to come back for another trip in the future. Thank you for the excellent experience on the Intercoastal Waterway!

Silverwave 22' Pontoon Rental from Downtown Tampa Area /Sunset & Evening Cruises

I highly recommend Chris to anyone looking to rent a boat. He is knowledgeable, friendly, and kind. Our boating day was the highlight of the trip and we wished we went out everyday. The boat itself is comfortable, can fit a lot of people and is a very smooth ride. It also has a retractable soft top which offers great shade. Again, would definitely go out with Chris again and would recommend him to anyone or group looking for a nice boating day.