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No vacation to the fabulous Florida Keys would be complete without first partaking in the exhilarating water sports activities in the area! If you’re in the mood for an adventure, you’ll be happy to know your options are plentiful, and each activity provides a unique experience you’re sure to remember.


It’s well-known that the last living coral reefs surrounding the island chain are a staple feature of the archipelago. Therefore, it’s no surprise that snorkeling and diving are among the most popular activities in the Florida Keys. There are several ways to enjoy snorkeling or diving the Keys, including group and private charters or private boat rentals, which often come with the option to rent the equipment too. We highly suggest Robbie’s Marina for any of those services, where you’ll also have the opportunity to hand-feed tarpon and nurse sharks from the dockside!


(305) 664-8070
Mile Marker 77.5 Bayside
77522 Overseas Hwy, Islamorada, FL 33036
Voted the No. 1 place every tourist should visit, Robbie’s of Islamorada is a top-rated attraction with a variety of activities to choose from at their facility. There’s something for everyone to do including hand-feeding massive tarpon, shopping throughout the open-air market, diving, snorkeling and specialty fishing charters, boating, parasailing, kayaking, paddle boarding and more.

  • Services include boat rentals, sunset, snorkeling, diving, and fishing charters, water sports equipment rentals including kayaks and paddle boards, parasailing, hand-feeding tarpon, and more


Glass-Bottom Boating

For those enjoying a stay at one of our many Key Largo vacation homes, you can similarly enjoy these sights all while keeping comfortably dry aboard the Key Largo Princess Glass-Bottom Boat!

Key Largo Princess Glass Bottom Boat

(305) 451-4655
Mile Marker 100 Oceanside
99701 Overseas Hwy, Key Largo, FL 33037

Watch the sunset and see the reef throughout John Pennekamp State Park aboard the Key Largo Princess Glass Bottom Boat for a truly unique experience you’re sure to remember.


Kayaking & Paddleboarding

Another popular water sports activity in the Florida Keys is kayaking and paddle boarding. Whether navigating the mangrove channels or cruising the flats, there’s a good chance you’ll encounter some of the diverse marine life. These species include manatees, dolphins, and sea turtles, among others. All the while, you can take in the beauty at your own pace. There are many options regarding where to rent from, and they usually offer the ability to launch from their premises. However, you might prefer to have the equipment on-hand during your stay. In that case, Backcountry Cowboy Outfitters in Islamorada offers multi-day rentals with the option of delivery to your vacation rental.

Jet Skiing

Jet skiing is sure to delight those seeking a thrill during their vacation. The calm tides and impressive scenery make it the ideal place to let loose and explore. With many waterways dividing the island chain, you can take your excursion to an entirely different aquatic environment within minutes. If you prefer a helping hand, consider a guided tour instead. Locals often lead them with the knowledge to ensure you get the most out of your experience.


There’s no better way to see the Florida Keys than from a bird’s eye view. Skim the waters before you launch into the sky, where you’ll see for miles beyond the shoreline, gazing at dozens of islands dotting the coast.

Lighthouse Parasail

(252) 722-3669
Mile Marker 47.5 Gulfside
1480 Overseas Hwy, Marathon, FL 33050
In proud partnership with Captain Pip’s Marina, Lighthouse Parasail is excited to offer a variety of different flights and parasail charter options to accommodate all of your family and friends. Their USCG-licensed captain and crew have extensive experience parasailing on the East Coast. Prioritizing safety and professionalism with a clear focus on providing an extraordinarily fun experience of a lifetime.


To sum up, there are many things to do and sights to see in the Florida Keys! Whether you’re a first-time visitor or returning to enjoy the islands again, you’ll want to set aside time to experience the surrounding waters. Each activity provides a unique and memorable experience, so you’re sure to find something every family member will love!

Are you still seeking the ideal home base to plan your Florida Keys vacation? Our locations span the Upper & Middle Keys, including Key Largo, Tavernier, Islamorada, Duck Key, and Marathon. Call us at (305) 853-5000; we’ll help you determine the best area and accommodations to suit your needs!

High Praise From Our Guests