Otherside Boardsports

THE STORIED FLORIDA KEYS SET THE STAGE FOR SOME OF THE BEST PADDLING IN THE WORLD. TRANQUIL BLUE & GREEN SEAS STRETCH AS FAR AS THE EYE CAN SEE INTO BOTH THE FLORIDA BAY AND THE ATLANTIC OCEAN. CLEAR, CALM, SHALLOW WATERS HOST AN INCREDIBLY RICH ECO SYSTEM ABOVE AND BELOW THE SURFACE AND WE CAN'T WAIT TO SHARE YOUR PADDLEBOARDING OR KAYAKING ADVENTURE WITH YOU! LET US GUIDE YOU TO THE VERY BEST SECRET SPOTS, OR CHOOSE TO RENT OUR TOP NOTCH EQUIPMENT AND EXPLORE ON YOUR OWN. oTHErside also offers advanced excursions for experienced paddlers that include two of our offshore state parks (Indian Key State Historic Site, Lignumvitae Key Botanical State Park) as well as paddle/snorkel trips to Alligator Reef Lighthouse, Cheeca Rocks or Caloosa Gardens. Paddleboard yoga classes are available upon request with our certified yoga instructors.

Florida Keys Boat Rentals of Islamorada

Sand Hopper Adventures

Bump and Jump Boat Rental

Robbie's Marina

Welcome to Robbie’s Marina of Islamorada, home of the world-famous tarpon feeding! Here, you can discover the exciting things to do in the Florida Keys during your stop at Robbie’s. Whether you want to hand-feed massive tarpon, seek some thrills with our water sports, or stock up on handcrafted souvenirs at our fun, local shops, we’ve got something for everyone at Robbie’s. Gorge on fresh, delicious seafood and sip one of our signature cocktails, local draft beer, or our famous loaded Trailer Trash Bloody Mary on the waterfront deck and enjoy the show of the tarpon feeding frenzy! As a must-visit destination in the Florida Keys, our site shares what to do and where to eat at Robbie’s Marina of Islamorada to help you plan your stop and create memorable moments with your family and friends. Remember, it’s not a trip to the Keys without a visit to Robbie’s!

White Waters Paradise Bait & Tackle

WE ARE A FAMILY OWNED COMPANY. DEDICATED TO SAVING OUR OCEANS FROM POLLUTION AND OVERFISHING BY EDUCATING OUR CUSTOMERS ON FISHING TECHNIQUES AND PROMOTING ECO FRIENDLY PRODUCTS. LOOKING TO IMPROVE MARINE LIFE FOR FUTURE GENERATIONS TO ENJOY. Captain B is a USCG 100 Ton Licensed Master Captain. She was born in Miami and has been fishing the waters from Haulover Beach to the Florida Keys since she was a toddler winning 11 fishing tournaments. She earned a Masters in Business Administration from Nova Southeastern University and attended Florida Keys Community College Marine Engineering Program . After retiring at the top of her game from a Fortune 500 Company she now leads White Waters Paradise. Her knowledge and passion for the ocean are the driving force behind the company's growth and success. Captain B will lead you on to have a great day charter fishing in the Florida Keys offering fishing for all ages and skill levels. White Waters Paradise offers gr

Florida Keys Kayak and Ski

“The Kayak Shack” offers the BEST kayaking in the Florida Keys. We are nestled in a tropical place known as Robbie’s Marina. Explore two state parks – Indian Key & Lignumvitae Key. Observe mangrove eco-systems, island exploration & snorkeling in the turquoise waters of Islamorada. From first timers to the experienced, the Kayak Shack offers guided tours. For those who want to explore at their own pace, our 1/2 or full days rentals are the way to go. We will set you up with a quality Knecky or Wilderness kayak and all the equipment needed. We love first timers! Everyone receives pre-launch instruction on safety, our equipment and the environment.

Cruisin' Tikis Islamorada

Enjoy a truly unique cruise along the beautiful waterways of Islamorada. …Tiki Style!

Islamorada Watersports Company @ Bud N' Mary's Marina

For over 15 years, the Islamorada Watersports Company has been serving locals and visitors to the Florida Keys with all kinds of fun out on the water. We specialize in making your vacation experience unforgettable, easy and fun! Call or email us now to begin to plan your trip! Our main activities include Boat Rentals, Waverunner Rentals and the popular "Jet Ski Tour". We have paddleboards and kayaks available for rent too. We operate in Islamorada from Whale Harbor Marina and Bud N Mary's Marina on the north and south end of Upper Matecumbe Key. We can deliver and are happy to ride along to help show you the beautiful area we call home.

Sundance Watersports

Experience Classic Keys Activities SNORKELING, PARASAILING, SUNSET CRUISES, SNUBA™, AND PRIVATE CHARTERS Sundance Watersports offers on-the-water excitement for all ages to make for a thrilling and unforgettable vacation. Cindy and George Shattuck opened the doors of Sundance Watersports in 1994 right here in the Florida Keys, and ever since, they’ve been around providing family fun and the best watersports experiences you can get in the Keys. They’re quite proud to have set up shop in Robbie’s on Islamorada, a funky marina that was voted the #1 place in the Keys that every tourist should visit.