Islamorada is a popular boating destination in Florida with an incredible variety of boats and things to do. Whether you want to spend a day snorkeling in the tranquil blue waters or hang out on the world famous Islamorada sandbar, there is sure to be a boat rental that fits your needs.
When you book a boat in Islamorada on Sailo, you are connecting with professional operators who manage a fleet of boats. These captains know the waters of Islamorada like the back of their hand and can recommend the best activities to suit your group. They will also handle all the details of your charter to ensure everything goes smoothly. From picking the right boat, coordinating pick-up and drop-off times, and making special requests for your private party.
Find the perfect islamorada boat rental for you and your crew by browsing our listings with options for boat types, group size, captained or self-charter, and more. Once you’ve found the listing that matches your dream trip, simply send a rental inquiry and get ready to make memories on the water!
Our Islamorada boat rentals are available to rent with a licensed captain and crew, or fully stocked and outfitted for a DIY experience. Each boat has everything you need for a fun day on the water, including snorkel gear, fishing gear, ice chests full of snacks and drinks, and more. Our boats are perfect for groups of up to 6 people (USCG limit).
We offer kayak fishing trips, eco excursions, sunset cruises, Everglades trips and more! Kayak the mangrove eco-systems of Islamorada and Lignumvitae Keys, explore two national parks – Indian Key and Lignumvitae Key and snorkel the clear waters to see beautiful marine life!
The best way to experience Islamorada is on the water with a private boat charter! See beautiful marine life, relax on the famous Islamorada sandbar, play with water toys or just lay out and tan. Our private charters can be booked for half, full or multi-day excursions.
Islamorada is the premier fishing destination in the Florida Keys. Our charters can take you to fish the backcountry, offshore or both with local, experienced captains. We can also include a stop at one of the many sandbars in the area for a relaxing lunch and an unforgettable experience.