The Best Sailboat Rentals Near Madeira Beach

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

50ft Catamaran Charter with Water Toys - Deerfield/Boca Raton, FL

Proposed to my girlfriend of 7 years and couldn’t have asked for a better charter. We will be back soon.

36 YELLOWFIN Sunset Cruises / Sandbar Party / Intercoastal Cruise

We had an extraordinary experience on the the Skirt Chaser for a 4 hour boat trip with Captain Frank and his adorable pup Chaser! Along the way we encountered dolphins, school of stingrays and beautiful waterways including stop at Shell Key island. Do not hesitate to book a private experience it’s worth every penny. Captain Frank delivers a wonderful experience and we will return. Maybe next time we will try a deep water fishing excursion instead of a leisurely boat experience. Thank you for creating life long memories for our family.

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

Richard was prompt and affordable. We really enjoyed our day out. There should be mention of the wear and tear on the boat and the fact that the depth finder was broken. Kind of an issue when navigation in such shallow water. Luckily we have experience with that but those who do not may have an issue.

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

Great value and very efficient communication. The day we rented a boat was very windy. Richard provided a pontoon with a higher horsepower motor - it made our day much more enjoyable. We will definitely reach out to rent from Richard next time we are in FLA!