Robbie’s of Islamorada is a premier marina and activity hub in the Florida Keys, renowned for its world-famous tarpon feeding experience. It offers fishing charters, snorkeling, jet-ski adventures, sunset cruises, boat rentals, kayaking, paddleboarding, and more for families and adventure seekers.

Bud N' Mary's is the oldest and largest fishing marina in the Florida Keys, established in 1944 in Islamorada, known as the sportfishing capital of the world. Home to over 40 legendary fishing captains and guides offering offshore, backcountry, inshore, flats fishing charters, party boat, private events, ecotours, and a headboat named Miss Islamorada.

Captained by Kit Carson, DirtyBoat Charters offers half-day, three-quarter-day, and full-day private and split-charter fishing trips in Islamorada, Florida Keys, targeting sailfish, mahi-mahi, tuna, wahoo, swordfish, snapper, grouper, cobia, tarpon, and more using light tackle and live bait. Gear, bait, ice, water, fishing licenses, and cleaning are included, with a top-rated 42' Liberty Express boat and family-friendly service.

Sea Horse Charters is a highly rated Florida Keys sport fishing charter service based in Islamorada, specializing in family-friendly fishing experiences where customers are guaranteed to catch fish on the Sea Horse boat.

Forever Young Charter Company is a premier charter business with locations in Islamorada and Key West, Florida Keys. Established in 2016, they specialize in spearfishing (freedive and scuba), fishing, scuba diving, snorkeling, lionfish hunting, lobster hunting, sandbar cruises, sunset cruises, and custom combination trips for all experience levels, with a strong commitment to family, community, conservation, and providing unforgettable experiences using high-quality boats and equipment.

Caribsea Charters is a premier fishing charter service located in Islamorada, Florida Keys. Owned by a captain with three generations of charter fishing experience, it operates the 44ft sportfisher boat Caribsea, fully equipped with two 100-gallon bait wells for catching various fish species.

Drop Back Charters offers Islamorada charter fishing aboard a 40-foot custom sport-fishing boat docked at Whale Harbor Marina or 3 Waters Resort and Marina (MM 84) in the Florida Keys. Skippered by Captain Jon Reynolds, they provide half-day to full-day trips for reef, wreck, and offshore fishing targeting species like sailfish, mahi-mahi, tuna, wahoo, kingfish, snapper, and grouper. All trips include tackle, live bait, licenses, cleaning, ice, and fish bags, with a focus on service for anglers of all levels.

4Reel Fishing Charters offers offshore deep sea fishing charters, reef and wreck fishing, spearfishing charters, freedive classes, and family-friendly trips including fishing, snorkeling, and sandbar visits in Islamorada, Florida Keys. Guided by Captains Ryan and Scott Wenzel aboard the 37-foot '4Reel' SeaVee Z boat, they target big game fish such as tuna, wahoo, marlin, swordfish, sailfish, cobia, grouper, snapper species, tilefish, permit, barracuda, and mahi mahi, providing unique experiences on the waters of the Florida Keys.

Florida Keys Fun Fishing is an Islamorada fishing charter service owned and operated by Capt. Mark Johnson and his wife Kara, located in the heart of Islamorada, the Sport Fishing Capital of the World. They specialize in family-friendly inshore fishing trips using light tackle, including fly fishing, spin fishing, shark fishing, and kite fishing for sailfish, sharks, and tarpon, accommodating anglers of all ages and skill levels from beginners to experienced fly fishers.

Spartan Charters offers personalized fishing charters in Islamorada, Florida, including backcountry, offshore, reef, inshore, tarpon, and lobster fishing experiences with captains Mike Walter and Trevor Newman, using high-quality boats and tackle for family-friendly adventures targeting various species from the flats to the Gulf Stream.

Jake's Offshore Adventures is the best private charter company in the heart of Islamorada, Florida Keys, operating a 30' custom charter boat for diving, fishing, and more.

Captain Michael Party Boat Fishing offers party boat fishing charters in Islamorada, Florida, departing from Robbie’s at 77522 Overseas Highway. The 65-foot fully-rigged deep-sea fishing boat accommodates up to 40 passengers and provides bait, tackle, fishing license, and rods. Professional crew assists guests, with trips including morning (9am-2pm), afternoon, and night fishing for all skill levels.