Kayak, Paddleboards, Waverunners & 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
Otherside Boardsports

Email: shana@othersideboardsports.com

Otherside Boardsports encompasses all things for boardsports fun on the water. Choose a guided paddleboard or kayak eco tour through one of the most wildlife-rich, intricate areas of Islamorada’s Florida Bay, or rent and explore on your own. Check out the mangrove tunnels, sandy swimming hole, or boat graveyard all within a 5 minute paddle. Rentals are available from 1 hour to 1 month and we deliver for free! For a faster paced water adventure, check out our wakeboarding park (www.KeysCable.com) where our expert coaches have taught first-time riders from 4 years old and up. Great fun for the whole family! For the ultimate experience, Otherside’s kiteboarding school draws both instructors and student from all over the world for our world class learning conditions. Don’t let those windy days get you down! Theres not much that compares to learning how to harness the wind and glide across the water! Our retail store in the center of Islamorada provides gear, service and support for board-riding enthusiast, as well as bikinis, boardshorts and surf-style boutique clothing for men, women and children. Otherside has been 5-star rated on Trip Advisor for 10 years and look forward to sharing these experiences with you!Read More