Kayak, Paddleboards, Waverunners, Parasailing & More

What a great way to get out on the water. The waters around Islamorada are great for these activities. Explore the mangroves, paddle out to one of the many sandbars, or try your hand at fishing. Whichever, you will be amazed of the sights you will see above and below the water.

PADDLE! the Florida Keys

Email: scott@paddlethefloridakeys.com

Paddleboards delivered to your door for $99 per week. It’s no surprise we’re rated the #1 watersports company in the Upper Keys. Driven by a passion for watersports and dedicated to providing the best customer service in the business, we turn your vacation from wonderful to incredible. Rent a stand up paddleboard or kayak for the hour, day or week. We can deliver it to you or strap it to your vehicle. We also have very capable tour guides who can give you a quick lesson and then take you off on an excursion to explore the natural life you encounter on your eco tour. Ask about our sunset and night tours on lighted paddleboards. Second location at Marker 88 – 88000 Overseas Hwy IslamoradaRead More
I Can See Clear Kayaking Tours

Email: clearkayaking@gmail.com

The best way to see the beautiful waters of Islamorada is to “see” it in a crystal clear kayak! Our tour guides will take you through a maze of mangrove tunnels and out to remote Islands for chance to see dolphins, turtles, sting ray, jellyfish, starfish, manatee and sharks which are swimming right below your clear kayak!!! I Can See Clear Kayaking is located in the famous Lorelei’s Restaurant & Cabana Bar at Mile Marker 82. It is the #1 clear kayak experience of Islamorada. We make CLEAR memories for you & your family to last a lifetime.Read More
Florida Keys Watersports Company

Email: info@fkwsc.com

WELCOME TO FLORIDA KEYS WATERSPORTS COMPANY. Looking to rent a jet ski or a boat in the Florida Keys? You have come to the right place. Florida Keys Watersports Co. is one of the premier jet ski rental and boat rental companies in Islamorada, FL. Come and join us on this very unique tour of Islamorada in The Florida Keys. Ride Yamaha wave runners and Experience over 25 miles of Islamorada, through mangrove tunnels / islands, sand bars, and across reefs. See marine life and all the islands you simply cannot experience from land. The fun’s not over yet! We also stop at World Famous Islamorada Sand Bar. It will be an exciting day in the sun for everyone.Read More
Sundance Watersports

Email: sundancewatersports@gmail.com

Elevate your vacation on our safe and fun parasail flight! Fly with the birds and experience a new point of view as we fly you over the Florida Keys reefs and out to Alligator Light. It’s a view you can’t miss!”Read More
Salt & Sandy

Email: logan@saltandsandy.com

E-Foil Lessons. Learn to fly above the water. There are no prerequisites for taking an E-Foil lesson, beyond being able to swim. E-Foiling consists of four easy steps and is surprisingly user friendly. Most people stand up on their first lesson. Islamorada is ideal for E-foil lessons as smooth water enhances the learning experience. Epic rides are readily available in the clear, warm waters right off our beach, or just a quick boat ride to the bay.Read More
Robbie's Marina

Email: robbies@robbies.com

Want to go out fishing or maybe just drive in circles? Robbie’s Boat Rentals in Islamorada is a perfect place to start your Florida Keys trip. Our location provides for quick access to a wide variety of popular Florida Keys attractions; some of the best fishing spots in both the Atlantic Ocean and Florida Bay are equally accessible from our docks, and nearby, narrow, winding mangrove-lined channels offer tranquil settings for bird watching. We are very close to two popular shallow water reefs, Alligator Lighthouse and Cheeca Rocks, where you can snorkel the Florida Keys or dive in depths between 6 and 100 feet, with coral heads rising to within 3 feet of the surface. Read More