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Trolling Charters In Islamorada

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Recently Booked Trolling Charters Near Islamorada, Fl

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Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Offshore Thrills

100% (12)
40 ft 1 - 6 People $$
Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Ocean Thrills With Captain Don

100% (12)
28 ft 1 - 4 People $$
Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Deep Water Adventure

100% (4)
32 ft 1 - 6 People $$$
Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Offshore Islamorada Trip

NEW
48 ft 1 - 6 People $$$
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Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Ultimate Offshore Thrills

100% (1)
40 ft 1 - 6 People $$$
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Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Reef Thrill

50% (2)
40 ft 1 - 6 People $$

Most Popular Types of Trolling Trips in Islamorada

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More Trolling Charters Near Islamorada, Fl

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A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Trolling and/or Wreck Fishing in Islamorada

Join Captain Pete on an unforgettable Trolling/Wreck fishing adventure off the shores of Islamorada, Florida! Step aboard his impressive 37-foot Sea Ray Sportfishing vessel, powered by not one but two mighty 350hp Caterpillar motors, guaranteeing a thrilling and smooth ride through the stunning waters of the Florida Keys. Captain Pete, a seasoned angler with years of experience, will be your guide on this exhilarating charter. Known for his passion and expertise, he knows all the secret spots where the big fish roam. Whether you're a seasoned angler or a beginner, Captain Pete will tailor the trip to your skill level, ensuring a memorable experience for everyone on board. As you venture into the depths, get ready to battle some of the most prized fish in the area. With the trolling technique, you'll have a chance to target a variety of species such as sailfish, marlin, wahoo, and mahi-mahi. These waters are teeming with life, and you'll be amazed at the sheer power and beauty of the fish you'll encounter. But the adventure doesn't stop there! Captain Pete will take you to the hidden wrecks scattered beneath the waves, where an entirely different kind of excitement awaits. Prepare for the possibility of reeling in trophy-sized grouper, snapper, and amberjack. The wrecks are home to a rich ecosystem, attracting an impressive array of marine life that will leave you in awe. Safety is always a top priority, and Captain Pete ensures that his vessel is equipped with the latest navigation and safety equipment. You'll feel confident and comfortable throughout the journey, allowing you to focus on the thrill of the catch. Whether you're seeking a thrilling fishing excursion, a chance to bond with family and friends, or simply a day of relaxation in the pristine waters of Islamorada, Captain Pete's Trolling/Wreck fishing charter is the perfect choice. Book your trip today and create memories that will last a lifetime. Get ready to experience the thrill of the hunt and the joy of reeling in that trophy fish! Captain Pete also has a smaller 23' Nautic Star they use for groups of 2 or less. Depending on whether conditions, Captain Pete will offer it as an option for your group after you book to see if you’d prefer it. Fishing from a bay boat offers faster travel time before fishing spots and more mobility (shallower draft) to get to reefs that the bigger boat can’t get to. For groups of 2 you can overall just pack more into your day on the Nautic Star but its always up to you! Read More

Deep Sea Fishing Charter in Islamorada

Trolling And/or Wreck Fishing

100% (2)
37 ft 1 - 6 People $$$
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Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for BEST! Sport fishing Trips in Islamorada, Whale Harbor in Islamorada

Our friendly experienced crew will help you catch fish and have fun on a fully equipped air conditioned 43 foot Viking Sport Fishing Boat with a full Tower. We accommodate up to 6 anglers with plenty of seating. We are committed to making your Sport Fishing trip as productive as possible. We search area reefs and the Gulf Stream for the best fishing opportunities available each day. Sailfish, Mahi, Tuna, Wahoo, Snapper, Amberjack, Marlin, Sharks, Cobia, and other Sport Fish are real possibilities and can be caught. We are Sport fishing and it is possible you may catch only a few fish due to adverse weather. We are located in Whale Harbor Marina Islamorada Florida Keys, mile marker 83.5 next to the Sea Food Buffet. Whale Harbor is a fishing destination known as the Sport Fishing Capitol of the World. We welcome novice, and experienced anglers to have fun fishing with us. We encourage you to ask us questions about Sport fishing. Read More

Deep Sea, Nearshore Fishing Charter in Islamorada

BEST! Sport Fishing Trips In Islamorada, Whale Harbor

NEW
43 ft 1 - 6 People $$$
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for 3/4 Day Trip in Islamorada

6 Hour 3/4 day trip for up to 6 people departs at 0630. U will be going out on a spacious 44' Express Marlago Jefferson Yacht. Twin 450 HP 3208 Caterpillar engines. Vessel is equipped with all the electronics needed. GPS, Sonar, Radar, VHF and more. You will be using top of the line tackle, rods and reels, Vessel is equipped with fighting chair, 2 large live wells, Outriggers, Center rigger, Downrigger and many other specific tools that we use to target all the different species that roam these Florida Keys waters. Summertime we may start on the reef then work offshore or we may run straight offshore. Depends what is happening each day. We will generally start by catching some live bait then either stop at the reef to target some snapper, Grouper etc or we may head straight offshore and target Blackfin Tuna, Mahi, Wahoo and many other species depending on the action each day. Wintertime we may stay close to the reef but target species such as Sailfish, Wahoo, Blackfin Tuna King Mackerel, and again can target the many Snapper species that thrive here. All you need to bring is whatever you would like to eat and drink and we have everything else ready for you to come aboard and enjoy a great day and create some unforgettable memories Please remember to thank your mate with a 20% tip. Read More

Deep Sea, Nearshore Fishing Charter in Islamorada

3/4 Day Trip

NEW
44 ft 1 - 6 People $$$
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A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Islamorada Fishing with Capt Pete in Islamorada

Embark on an unforgettable multi-activity fishing trip tailored to your preferences in the beautiful waters of Islamorada. Get ready for a day filled with excitement and relaxation as you customize your adventure! Reef Fishing: Experience the thrill of fishing on the reefs edge, targeting a variety of fish including Triggerfish, Yellowtail Snapper, Cero Mackerel, Spanish Mackerel, King Mackerel, and Grouper. This family-friendly activity is perfect for all skill levels, promising a relaxing and rewarding fishing experience. Shark Fishing: Are you ready for a battle with a toothy monster? Engage in catch and release shark fishing, where you can test your skills against these powerful predators. Feel the adrenaline rush as you conquer the challenges of reeling in these impressive creatures. Bay Fishing: Explore the serene bay waters and reel in Mangrove Snappers, Groupers, Jack Crevalle, and other exciting species. Bay fishing offers a more relaxed and tranquil atmosphere, perfect for families and anglers looking to enjoy a peaceful day on the water. Trolling/Wreck Fishing: Take your fishing adventure to the next level by targeting species like Blackfin Tuna, Wahoo, and Mahi. Whether you're trolling or fishing near wrecks, this activity provides an opportunity to catch larger game fish and experience the thrill of the chase. Snorkeling: Dive into the crystal-clear waters surrounding the world-famous Alligator Reef Lighthouse. Immerse yourself in the vibrant marine life and explore the stunning underwater ecosystem. Snorkeling is a breathtaking activity that allows you to connect with nature and witness the beauty of the Florida Keys. Customize your multi-activity fishing trip in Islamorada today and create a truly personalized adventure. Whether you're seeking the thrill of fishing, or the beauty of snorkeling, this experience promises to exceed your expectations. Book now and prepare for a day filled with excitement, relaxation, and cherished moments on the picturesque waters of Islamorada. Read More

Deep Sea, Inshore Fishing Charter in Islamorada

Islamorada Fishing With Capt Pete

100% (3)
37 ft 1 - 6 People $$$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Shark Fishing Islamorada in Islamorada

All skill levels are welcome on these near shore fishing adventures. Whether you're a seasoned angler or a beginner, Captain Pete will ensure a memorable and enjoyable fishing trip tailored to your skill level and preferences. Learn from his expertise and discover the thrill of reeling in prized catches in the pristine waters of the Florida Keys. Prepare yourself for a day filled with excitement, breathtaking scenery, and the joy of being surrounded by abundant marine life. Experience the beauty and serenity of Islamorada's near shore fishing, and create lasting memories with friends and family. Book your near shore fishing trip with Captain Pete today and get ready to embark on an unforgettable adventure in the Florida Keys. You're in for a fantastic day of fishing and exploration. Read More

Inshore, Nearshore Fishing Charter in Islamorada

Shark Fishing Islamorada

NEW
37 ft 1 - 6 People $$
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Best Day Ever Fishing in Islamorada in Islamorada

Captain Pete and his team live and breathe to fish the stunning waters of Islamorada. These waters are known for Cero Mackerel, Cobia, Black Grouper, Red Grouper, King Mackerel (Kingfish), Mangrove Snapper, Mutton Snapper, Yellowtail Snapper, Spanish Mackerel, Tripletail, Wahoo, and more – with any luck, it won't be long before "Fish on!" On these trips, you can expect to troll and bottom fish. Thinking of bringing the whole family? Kids are absolutely welcome! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets cranky on an empty belly! Your vessel for the day is a 37' Express cruiser with space for 6 passengers. It has and all the essentials. There's a toilet on board for your convenience. You'll find rods, reels, and tackle waiting for you, along with lures. Live bait is on offer, but you should ask the captain whether you'll be catching it yourself. There's no need to buy a fishing license, just show up ready for some fishing! Some fish have special regulations, including when you can keep them. If you don't know what to expect, ask the captain. Some essentials to bring are sunscreen (non-spray), sunglasses, and bottled water. Drinks are included, free of charge. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles. Now's the time to experience fishing in Islamorada for yourself, so book it with Captain Pete and his team! Captain Pete also has a smaller 23' Nautic Star they use for groups of 2 or less. Depending on whether conditions, Captain Pete will offer it as an option for your group after you book to see if you’d prefer it. Fishing from a bay boat offers faster travel time before fishing spots and more mobility (shallower draft) to get to reefs that the bigger boat can’t get to. For groups of 2 you can overall just pack more into your day on the Nautic Star but its always up to you! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Islamorada

Best Day Ever Fishing In Islamorada

100% (5)
37 ft 1 - 6 People $$$
See All Trolling Trips in Islamorada

Everything to Know About Booking an Islamorada trolling charter

What are the best trolling charters in Islamorada?

Our Damn Good Guides currently offer 74 trolling trips in Islamorada, and the most popular trips in the area are Offshore Thrills guided by Paul, Ocean Thrills with Captain Don guided by Don, and Deep Water Adventure guided by Conan.

Our guides in Islamorada are rated a 4.85 out of 5 based on 2566 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Other popular cities nearby for booking a Trolling charter include Key Largo, Marathon and Tavernier.

Looking for kid friendly trolling guides / fishing lessons in Islamorada? Check out our beginner and family friendly trolling guides in Islamorada.

What types of trolling charters are common in Islamorada?

Deep Sea fishing is the most popular for trolling in Islamorada as well as nearshore fishing, inshore fishing, and flats fishing.

The most commonly sought after species for trolling in Islamorada are: 1. mahi mahi, 2. sailfish, 3. blackfin tuna, and 4. wahoo.

How much do Islamorada trolling fishing charters cost?

for trolling in Islamorada prices can range anywhere from about $750 to $1,897, but the average price for a half day trip for trolling in Islamorada is $934. The average price for a full day trip for trolling in Islamorada is $1,506.

What month is best for on a trolling charter in Islamorada?

The most popular season to go on a trolling charter in Islamorada is spring, and most anglers book their trips 39 days in advance.

Do I need a Islamorada fishing license and what are the bag limits in Islamorada?

You’re in luck! Our fishing tours in Islamorada don’t require you to purchase a fishing license – your group is covered by your boat’s captain. See here for more information on bag limits and fishing season regulations in Islamorada.

Recent Reviews of Captain Experiences

  • ★★★★★
    We had a terrific day with Pete!

    Kipp H. with Pete R. of Islamorada, Florida

  • ★★★★★
    Had a most excellent time. We were scheduled for an offshore trip but wind and waves caused us to cancel this trip. However, we rescheduled for later in the day for a tarpon fishing excursion. This was a blast ! We saw sharks up close and landed several yellow jacks which gave us a good fight before being returned to the water. After trying and trying (never give up) we snagged a good sized tarpon. After a good fight which included multiple boat maneuvers it was brought to the side of the boat before being cut loose to fight another day. We thoroughly enjoyed the time spent with the captain and first mate. Both were very attentive to us, making sure that our hooks were still baited and that we had all the help required for landing and documenting our catches before returning them to the water. A great time was had by all! The boat was immaculate and we had no issues if any sort.

    Lynn E. with Steve S. of Marathon, Florida

  • ★★★★★
    What an amazing day of fishing and boating. Captain Pete and his mate Christy were great with my three boys. They really made the experience "The Best Day Ever!"

    Roy G. with Pete R. of Islamorada, Florida

  • ★★★★★
    Damn great time on the water with Ben. He was willing to quickly adjust to last minute changes (remember, when you are replying to messages from Captain Experiences they might not get to the guide you are using through them). Ben got us into multiple species of fish using various methods of angling. When our time was up, we had a few "keepers" that Ben filleted up for us. It was a perfect day on the water. Thanks for the great time Ben and, more importantly, thank you for your service to our country! DO NOT HESITATE to book a trip with Ben.

    Lapene M. with Ben T. of Tavernier, Florida

  • ★★★★★
    I have been fishing the keys for 10 years but learned a ton fishing with Captain Troy and first mate James. We caught a 2 man limit of nice sized yellow tail in 1.5 h. Very friendly folks made for a great day ! Highly recommend!

    Thomas J. with Troy W. of Islamorada, Florida

  • ★★★★★
    We had a blast fishing with Captain Troy and his crew! They did everything possible to provide us an exciting adventure during our vacation. We caught a variety of fish and enjoyed grilling them up that evening. We highly recommend Captain Troy for your Florida Keys fishing adventure.

    Patrick G. with Troy W. of Islamorada, Florida

  • ★★★★★
    Great time! Very nice guy, helpful, knowledgeable and friendly. Would definitely go out again.

    Jeff C. with Daniel P. of Key Largo, Florida

  • ★★★★★
    Great charter. Awesome Captain and First Mate

    Robert P. with Joel B. of Marathon, Florida

  • ★★★★★
    We recently had the pleasure of embarking on a fishing charter with Captain Brad and his shipmate Miles, and I must say, it was an experience to remember! From start to finish, the trip was filled with excitement, laughter, and, of course, some great catches. First and foremost, Captain Brad's professionalism and expertise were evident from the moment we set foot on his well-equipped boat. The vessel itself was top-notch, complete with all the necessary fishing gear and even a bathroom—a luxury rarely found on fishing charters. This attention to detail immediately put us at ease and set the stage for an enjoyable day out on the water. Now, let's talk about Miles—what a gem! Not only was he incredibly friendly and personable, but his sense of humor added an extra layer of fun to the trip. Whether he was cracking jokes or teaching me the rules of fishing, Miles's presence truly enhanced the overall experience. It's clear that he's not just a shipmate but also a valuable member of Captain Brad's team. As for the fishing itself, we couldn't have asked for a better outing. Captain Brad navigated us to all the right spots, where we were able to reel in some impressive catches. His knowledge of the local waters and fishing techniques was evident, and it made for a successful day of angling. In summary, my fishing charter experience with Captain Brad and Miles was nothing short of exceptional. Whether you're a seasoned angler or a novice looking to try your hand at fishing, I highly recommend booking a trip with Captain Brad. You won't be disappointed! Happy fishing! Todd & Paige

    Todd M. with Brad P. of Marathon, Florida

  • ★★★★★
    Captain Tony was top notch! He communicated well prior to the trip, was ready to go when we arrived, got us on some great fish, and was just a good guy and fun to go fishing with.

    Jc F. with Tony Y. of Islamorada, Florida

  • ★★★★★
    Brad and Miles were great! They had our kids reeling in yellowtail not long after anchoring. We were also lucky to reel in a big grouper and a nice size kingfish. They recommended having the yellowtail cooked at Lazy Days which was fantastic. I would say if you were going out of Marathon to ask for Brad and Miles.

    Jeremy M. with Brad P. of Marathon, Florida

  • ★★★★★
    We had a good trip with Capt. Don. Very friendly and knowledgeable. We did have to cut our trip short, as one of our party got sea sick. Thanks Capt. Don. (He is also a veteran).

    Harry B. with Don R. of Islamorada, Florida

  • ★★★★★
    Captain Don was awesome! If you are truly wanting to get out and do some fishing he is your guy. He got us on fish right away and was very clear on what he wanted us to do. My Father, brother and me had a really good day hanging out with him. We would do it again.

    Nicholas H. with Don R. of Islamorada, Florida

  • ★★★★★
    Tony and Scotty were very courteous and did their best to get us into fish. Weather was not in our favor as it was cold and water temp was cold. Landed a 6 foot sail fish, some Atlantic spades and a rainbow racer! Great day on the water!!

    Kimberly E. with Tony Y. of Islamorada, Florida

  • ★★★★★
    Had a great time. They put us on lots of fish, with multiple species caught. Got to move around, very attentive baiting and removing fish. Lots of stories and fun atmosphere. Highly recommend them. Very relaxing day on the water. Book it!

    Dale G. with Steve S. of Marathon, Florida

  • ★★★★★
    We had a great experience with Brad and his mate, Miles! We caught a bunch of yellow tail snapper and a big red mutton snapper. They were extremely knowledgeable and helpful. I would highly recommend them for your next charter!

    Randy S. with Brad P. of Marathon, Florida

  • ★★★★★
    Awesome day. Great Capt. and 1st mate.

    Thomas E. with Ben Z. of Marathon, Florida

  • ★★★★★
    We had a great time! Captain Paul was great and John worked his butt off to get is on fish. Highly recommend.

    Mike H. with Paul J. of Islamorada, Florida

  • ★★★★★
    Don, Thank you so much for the amazing fishing experience! From the beginning to the end it was wonderful!!! Thank you for letting us switch out your reel to a lefty and then teaching me how to use it!!!!! Thank you for your patience with me on an open face reel! I wouldn’t have caught the Lane Snapper without you beside me! You gave me the boost to get it done! I can’t believe the huge fish that Eric caught! You even taught us and guided us how to fish for bait! We tried to absorb all of you amazing knowledge! Your Captain guidance and interaction was unlike no other fishing extravaganza we have been on! “If you want to catch fish and be with a experienced fisherman , then go with Captain Don!” Listen and Learn! He is the BEST! Thank you so much from, The Zinn’s

    Agnes H. with Don R. of Islamorada, Florida

  • ★★★★★
    Hands down…….this was the best experience for all of us! Steve and Billy were awesome! My husband and I were celebrating with our son and daughter in law on their 25th wedding anniversary and a fishing adventure was on our list…… Steve and Billy were very knowledgeable, explanatory, and patient and would help depending on our fishing skills. We all caught fish and had a fabulous day! We will come back ! Thanks Steve and Billy

    Pamela W. with Steve S. of Marathon, Florida

How are fishing conditions in Islamorada?

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