Bluewater Adventure The Keys

The local Haidon family opened Bluewater Adventure on Hilton Head in 2016 and opened their second location the following year in St. Augustine, Florida. Their love for the water and adventure led them to learning about Craigcat catamarans. Once realizing that these little boats were a blast the family decided to share their experience with everyone. Bluewater Adventure is proud to announce the opening of their newest location, The Keys in Islamorada, Florida. Paving the path in the dolphin excursion business, the Haidon’s now offer catamaran tours, pontoon rentals, powerboat rentals, jet ski rentals and Hilton Head’s first-ever party cycle boat. On all their boat excursions you can learn about rich history and surrounding ecosystems while creating a memory you’ll never forget.

Sunset Watersports Key West

Be your own captain with a Key West boat rental! Select the boat that best fits your needs. We have everything from pontoons with space to lounge to smaller fishing crafts, all available from our Cow Key location. Boats are available for rent for 4 or 8 hours.

Chartered Rentals

Blue Ice Sailing Charters

Blue Ice Sailing Charters offer snorkeling, sunset/private charters and more! The captain and crew have a passion for Key West, its history, the wild life and know about the best restaurants, bars and current events. ​ Have your next special event with the Blue Ice Sailing crew. Sailing is a fun family sport that people of all ages can enjoy. Let the Blue Ice Sailing team know if you would like to learn how to sail and they will take you through the basics, encourage you to take the wheel and help with sail trim.

Wakezone Watersports

Casual Monday Charters

Casual Monday Charters in Key West, Florida specializes in Sandbar Hopping, Snorkeling, and Sunset Charters year round. If its your first time on the water or you're a seasoned boater we are here to ensure your comfort and safety on the water. Meet Captain Zak Captain Zak has been boating in South Florida and the Keys for quite a few years now. I have spent a lot of time in Everglades National park as well as the Lower keys exploring the waters and experiencing the Flora and Fauna to be found. I truly enjoy nature and sharing that knowledge is a passion of mine. Local history is another passion that I enjoy sharing with others. In my spare time I enjoy diving, fishing, and Grilling.

Caroline's Boat Rentals

Many Years of Providing Great Boats for Great People Marathon is one of the most beautiful destinations in the world. Grab a boat and a few friends and get ready for a blast. Here are some of our most popular boating activities. Fishing Our boats have plenty of room for fishing and lots of storage. Watersports Our boats are great for water activities. Priceless Moments Isn’t it time to slow down and take a moment for yourself? Professional Staff Giving you an incredible experience is our primary goal.

Native Sun Private Charters

Join us for a custom private charter and explore the beautiful water surrounding Key West. You'll have the whole boat to yourself. You can decide exactly how you want to spend your day on the water. Choose from guided kayak and paddleboard eco tours, family fishing, snorkeling at the reef, lounging at a beautiful sandbar, or just kick back and take in the amazing scenery surrounding the Florida Keys and Key West. Full or half days are available. We offer flexible times to fit into your schedule. We can also accommodate larger groups up to 12 guests! See you on the dock!

Underdog Boat Rentals

UNDERDOG BOAT RENTALS offers the most capable, cleanest, and safest rental fishing boats in the Florida Keys, rigged with high-end Garmin electronics and JL Audio systems and available with a full complement of some of the best offshore and inshore tackle and gear money can buy. We are located in Marathon, Florida, 50 miles from Key West. Our vessels may only be docked between Sunshine Key and Duck Key. With over 60 years of combined Keys fishing knowledge, we can tell you what's biting, where, and how to catch it. You've made a considerable investment of money and time to come to the Keys, and we're here to help ensure the experience will be more than worth it.

Robbie's of Islamorada

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. Less than 1 mile from Robbie’s and at snorkeling-friendly depth rests the Spanish Galleon, San Pedro; you can swim down and see its historic cannons, ballast stones, and timbers. Book and join our activities now!