The Best Boat Rentals in Islamorada

Private Islamorada Charters in the Florida Keys

Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

Highly recommend Rene. He tailored our experience to ensure my son had a fabulous 21st birthday. Highly engaging, he delivers a "show" surprise that made our day. Absolutely the best captain!

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

Nous avons passé un moment merveilleux avec René ! En plus d être sympathique, il a vraiment tout mis en œuvre pour faire plaisir à chacun! Mes filles ont adoré la bouée tractée ! René connaît parfaitement la région et a su nous faire profiter au maximum de cet après midi en mer!

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

When your vacation guests say the number one memory of their time in South Florida was the boat trip around Islamorada, you know it was worth every penny. My wife and I had family members visit from the UK, and we wanted to give them an experience of the Keys from the water. They had never been on a private speedboat before, and Rene was the perfect boat captain, guide, and host for them. He was super relaxed, even when we arrived a few minutes behind schedule after being held up by a road traffic accident, and he tailored an itinerary ideal for them so they had the best time possible. And they certainly had that. Rene's boat is awesome, with plenty of space to relax on, gear to use, and coolers to chill the drinks. He set up the boat so my 15-year-old niece could link her music to the boat speakers and provide the soundtrack to our day, and she got to take her best Instagram pics on board (which for a teenage girl is super important, apparently). Sitting alongside Rene, she also got an introduction to boating as he answered her questions about boat driving. We snorkelled in a couple of spots, including at the Alligator Reef lighthouse, which was filled with amazing fish; we played on his floating mat, which wowed our 11-year-old niece; and we all chilled at the Islamorada sandbar. Standing in knee-deep water in the middle of the sea was a mind-blowing experience for everyone. Safety-conscious, fun, and customer-focused, Rene is someone you become fast friends with. We had a superb day and made memories that will last a lifetime. I look forward to going out on the water with him in the future.

The ULTIMATE Florida Keys Boat – 29' Grady-White Freedom

We had an incredible experience renting from Serge! From start to finish, the process was simple and seamless. Serge was professional, responsive, and extremely accommodating—he made sure everything was clear and easy for us, which we really appreciated. The boat itself was exactly what we were looking for: clean, in great condition, and ran perfectly. It was the perfect setup for getting a group of friends out on the water together. We’re already looking forward to our next outing and fully intend to rent with Serge again in the future. Highly recommend!

2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

We had an amazing experience renting from Braxton! He was incredibly flexible with our dates and group size, making the whole process smooth and stress-free. What really stood out was his thoughtfulness—he provided toys, snorkel gear, and fishing rods for the kids, which made the trip even more special. The boat was clean, well-maintained, and perfect for a fun day on the water. Braxton was friendly, professional, and went above and beyond to ensure we had everything we needed. Highly recommend renting from him for a hassle-free and memorable outing!