Book your next trip with Renegade Fishing Charters and find out what you're missing in Islamorada. Having logged many hours on these tides, Captain Cole can tell you all about the local fishery.
"captain cole and crew jess are the perfect crew, explain everything thats happening and why, and the enthusiasm they have makes everything better." — Mark,
Fishin Mission Offshore Charters invites you to experience the stunning waters of Islamorada. Captain Donald will be your guide, bringing aboard their professional experience.
"If you’re looking for an incredible fishing charter in Islamorada, look no further than Captain Don with Fishin Mission Charters!" — Leo,
If you’re looking for a charter that can take you into the Atlantic after some major pelagic predators, as well as provide a fun and safe experience for new anglers, you’re looking for Hound Dawg Charters.
"I have to start with Thank you. There are certain things that words cannot convey." — Scott,
Miller Time Sportfishing is located in Islamorada, Florida. The crew works hard to make sure their guests have an enjoyable and action-packed experience on the water, striving to be the 'high hook' at the dock.
"The Wife, Grandson and myself took the 3/4 day trip with Miller Time out of Islamorada." — Todd,
Singing Reel Charters runs year-round fishing trips out of Whale Harbor Marina, in the sportfishing capital of the world — Islamorada.
"Captain Tony, Travis and Alicia were the best crew we’ve had thus far - out of all of our deep sea trips!" — Charity,
If you plan on fishing in Islamorada, look no further than 6th Generation Charters. Having six generations born and raised on these waters, Captain Dylan knows them forwards and back.
"Dylan provided exactly what we asked for. We didn’t catch a lot of fish but we were looking more to see some of the local waters in the Everglades and that’s what he provided." — Tommy,
Step offshore aboard Poppa Wahoo Too, our 53′ Hatteras sport fisher designed for serious deep-sea fishing and first-class comfort in Islamorada.
"larger boat (53ft), AC cabin and a wonderful crew. owner (brian) is fast to respond to questions and plans." — Chris,
Based out of Islamorada, Paradise Fishing with Big Dave is your ticket to a memorable time on the water. Paradise Fishing Big Dave is here to get you on some fish, and to make sure you have fun doing it.
"Wir haben eine Menge kleiner Thunfische, Yellow Tail Snapper und tatsächlich einen Sailfish gefangen🤩🤩 Der Kapitän und sein Helfer haben alles unternommen, um den Tagesausflug zu einem unvergesslichen Tag werden zu lassen." — Olaf,
Fish Islamorada with a Keys tradition dating back to 1979! Captain Paul and the Reef Runner team combine decades of local experience with a beautifully restored 40' sportfishing boat built for serious offshore and reef fishing.
Whale Harbor Marina is a storied launch point in Islamorada, putting you steps from legendary Atlantic waters and the tranquil flats of Florida Bay. With quick access through well-traveled channels, it’s a favorite starting line for anglers chasing everything from fast-moving pelagics offshore to reef and wreck staples closer in.
Book Whale Harbor Marina fishing charters to target mahi mahi, sailfish, tuna, and wahoo beyond the reef when conditions line up, or work the edge and structure for snapper, grouper, amberjack, and mackerel. If sight-fishing is your style, guides can pole the nearby flats and backcountry for tarpon, bonefish, and permit, with sheltered options when the ocean is choppy. The diversity here means there’s always a productive plan—whether you’re after a first catch or a personal best.
Captains based at Whale Harbor Marina know these waters intimately, reading tides, bait, and seasonal movements to keep rods bending year-round. Mornings often start with a short run to bait, then it’s lines in and eyes on the spread or the bottom machine, depending on your goals. Families, first-timers, and seasoned anglers alike will find trips tailored to skill level, time on the water, and preferred techniques.
Beyond the fishing, Whale Harbor Marina offers a convenient, centralized setting—easy parking, walkable docks, and post-trip amenities nearby—so you can focus on the fun parts: bending rods, swapping stories, and heading home with memories you’ll replay for years. For a trip that showcases the best of the Upper Keys, Whale Harbor Marina fishing charters deliver access, variety, and authentic Islamorada know-how in one place.
