10 Water Sports in Florida Keys That You Shouldn't Miss

August 26, 2021 Jana Sager

Stretching 126 miles south toward Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.
Restaurants in Florida Keys

1. Lazy Dog Adventures

Excellent
89%
Good
9%
Satisfactory
2%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1,703 reviews

Lazy Dog Adventures

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!

2. Strawhat Charters

Excellent
93%
Good
2%
Satisfactory
4%
Poor
2%
Terrible
0%
Overall Ratings

5.0 based on 56 reviews

Strawhat Charters

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

3. Damn the Rocks Charters

Excellent
96%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
4%
Overall Ratings

5.0 based on 24 reviews

Damn the Rocks Charters

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.

4. Island Safari Tours

Excellent
91%
Good
3%
Satisfactory
1%
Poor
1%
Terrible
4%
Overall Ratings

5.0 based on 1,065 reviews

Island Safari Tours

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.

5. Linda D Sportfishing

Excellent
95%
Good
2%
Satisfactory
1%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 422 reviews

Linda D Sportfishing

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.

6. Keys Cable at The Lagoon

Excellent
95%
Good
4%
Satisfactory
1%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 237 reviews

Keys Cable at The Lagoon

Since 2011 The Lagoon on Grassy Key is a tropical Adventure Park for tourism and locals alike. Originally built by pro kite & wakeboarder Matt Sexton alongside Mike & Shana Walsh of Otherside Boardsports, Keys Cable Park has become one of the top board training facilities in North America for Wake, Kite, and Foilboard training. After nearly decade of operation the property was forced to close due to the COVID 19 pandemic but was reopened Summer 2020 by Matt Sexton in partnership with Grassy Flats Resort. Keys Cable Park is still the star attraction at the Lagoon and has been revamped with a new UNIT Parktech Terrain Park. In addition visitors can now also browse the Lagoon Saloon a retail store which is a surf shop & bar in a large Graffiti clad building next to Bongos, a tropical beer garden & eatery. Sexton also founded the Florida Keys Community Center which boasts the Grassy Key Botanical Garden & artist village complete with art installations, vendors, a sawmill, and more!

7. A1A Keys Sport Fishing

Excellent
80%
Good
20%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 5 reviews

A1A Keys Sport Fishing

I am the owner operator of a charter and guide service that offer's several types of sport fishing from tarpon fishing to back country light tackle fishing. We run half day three quarter and full day trips for no more then four angler's Every thing is included except what you want eat and drink. We fish year around. check out my site.

8. High Stakes Charters

Excellent
98%
Good
1%
Satisfactory
0%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 257 reviews

High Stakes Charters

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!

9. Aquaholic Adventures Holiday Isle

Excellent
92%
Good
4%
Satisfactory
4%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 49 reviews

Aquaholic Adventures Holiday Isle

Aquaholic Adventures has two locations!! We are at mile marker 100 at Key Largo Resorts and Marina. We have another location at mile marker 84 on the beach at Holiday Isle/Postcard Inn.We specialize in paddleboard and kayak rentals, lessons, guided tours, exercise classes, paddleboard yoga classes,kids camps,race training, physical fitness programs and more!Ask about our new NIGHTSUP tours on lighted paddleboards. We can also come to you, Free delivery to your doorstep! No matter what you are looking for, we can fit all your paddlebaording needs. We offer several board options and classes to choose from! Rent a paddleboard or kayak today!!!

10. Tortuga Sailing Adventures

Excellent
98%
Good
0%
Satisfactory
0%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 128 reviews

Tortuga Sailing Adventures

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.

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