Top 10 Water Sports in Key West, Florida (FL)

We have kayak and stand up paddleboard tours and rentals and back country boat tours all led by our experienced guides and staff. Let us help you explore the quiet side of Key West. We're surrounded by warm, shallow waters. You can glide over sea grass beds and in and out of a protected mangrove eco-system. An abundance of fish and birds surround us!

Our native, local tour guides are selected because of their experience and skills on the water. They know the waters like the pirates of the seas. Get ready for an adventurous ride and enjoy the island's coastal views and many hidden secrets. Our local guides will point out ship wrecks, sea turtles, shallow tropical reefs and the abundant sea life in their natural habitat. Our tour is the most entertaining establishment in the Florida Keys. Thank you for being here.

PADI Scuba Diving courses, Scuba Diving and Snorkeling Excursions. We also offer Spearfishing and Lobster trips!

Private customized charters, lite tackle reef, wreak and offshore fishing, lobstering,spearfishing,beach combining grill out escapes, snorkeling, dolphin watching or any adventure that fits YOU

Private charter : specializing in sightseeing, Snorkeling, Beginner- advanced spearfishing, Light tackle reef, Wreck, & Rock fishing,Dolphin tours, back country or island tours, Bird watching, or just getting off the beaten path to avoid the crowds and hang with the locals. If you want throw in a sunset cruise to end the trip were ok with that also.

79 years of family fishing history for the WICKERS , Capt. Billy Wickers III followed in his grandfather's and father's footsteps. Now Billy is a 4th generation captain. Captain Billy grew up working in the family charter business, working as a mate for his dad, and got his captain's license at the young age of 18 in 1990. He captained his dad's boats, Linda D III and IV, and was able to buy his own boat the Linda D V in 2003 which he owns and operates. Captain Billy has been recognized for his fishing abilities by winning numerous awards since 1990 to present , including the prestigious Key West Fishing Tournament's Outstanding Guide Award, most releases in general division, and also most Sailfish and Marlin releases, which he has won for consecutive years. He s been recognize as captain of the moth by Gray taxidermy..Also Linda D IV & V have been Awarded for the 2012 BEST OF KEY WEST AWARDS IN THE CHARTER BOATS Category by the Key West Award Program Committee. Capt. Billy Wickers III will definitely make your fishing trip a memorable event for you and your family.

High Stakes Charters offers a 53’ Striker Sport Fisherman for deep sea fishing in Key West, Florida. You get so much more bang for your buck if you charter us. For starters you get a spacious 53' A/C sportfishing vessel. We can accommodate up to 6 guests. Reclining leather couches, two bathrooms, galley, fighting chair, tournament style tackle and crew with 35 combined years experience. In fall of 2019, High Stakes underwent a major engine room upgrade and restoration. We now have brand new 650 HP Caterpillar engines. This upgrade allows our customers more time fishing and less time traveling. It takes approximately 17 minutes and is a straight shot to the fishing grounds from Oceans Edge Resort and Marina, on the south side of the island. High Stakes is the FASTEST and BIGGEST boat for charter in Key West. Enjoying the magnificant waters off the Keys while catching fish is the perfect vacation! Come join us for your next Key West fishing trip!

Our small group, customized all private charters focuses on your interests. Common excursions are day sails, reef snorkel trips, dolphin and turtle watching, sunset sails, island hopping, amazing overnight adventures and even longer trips to the Dry Tortugas National Park. We’ll provide your drinks, fine foods, snorkeling equipment, kayaks, paddle boards, fishing poles and lobster catching gear - all while you are on a luxury 42’ sailing catamaran. The yacht, S/V Tortuga has all the bells and whistles: 3 staterooms, 2 private heads (bathrooms), fully powered, A/C, fresh hot water showers, water maker and a full galley. Designed for those who enjoy a totally carefree trip. Our crew ensures you’ll get the relaxation you deserve and all action you can want on your customized charter. S/V Tortuga is eco-friendly, promotes sailing, marine life protection, turtle and dolphin awareness and provides educational opportunities.

"All In" Is a private fishing charter business that is owner operated here in Key West Florida. Captain Garrett Frey is well versed in the waters around Key West. Operating on a fully redone spotless 29 foot Sea Vee. We stand by and offer a no fish no pay policy.

Go Beyond Snorkeling. SNUBA® is your easiest and safest way to enjoy our gorgeous reefs which are filled with colorful fish and breathtaking coral formations from underwater like a scuba diver. No prior snorkeling experience is needed. People 8 years or older who can swim are qualified. Once aboard our comfortable power catamaran, your friendly certified guide will teach you everything you will need to know and then stay with you throughout your dive.