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Deep Dropping Charters In Islamorada

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Recently Booked Deep Dropping Charters Near Islamorada, Fl

Fishing in Islamorada

Deep Sea Fishing Charter in Islamorada

Deep Water Adventure

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

Deep Sea Fishing Charter in Islamorada

Trolling And/or Wreck Fishing

100% (2)
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

Deep Sea, Inshore, Nearshore Fishing Charter in Islamorada

Best Day Ever Fishing In Islamorada

100% (5)
37 ft 1 - 6 People $$$
Fishing in Islamorada

Deep Sea, Nearshore Fishing Charter in Islamorada

3/4 Day Trip

NEW
44 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

Deep Sea, Nearshore Fishing Charter in Islamorada

BEST! Sport Fishing Trips In Islamorada, Whale Harbor

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

Deep Sea Fishing Charter in Islamorada

Keys Offshore Fishing Adventure

NEW
26 ft 1 - 6 People $$$

Most Popular Types of Deep Dropping Trips in Islamorada

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More Deep Dropping Charters Near Islamorada, Fl

Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Afternoon Half in Islamorada

4 Hour 1/2 day trip for up to 6 people departs at 1:00pm. 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 will generally fish on the reef for various Snappers such as Yellowtail, Mutton, Mangrove and some others. More than often we will take some time to troll and target Wahoo, Blackfin Tuna, Mahi and a few others when they are close enough to go after in the allotted time. Wintertime we again 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

Afternoon Half

100% (1)
44 ft 1 - 6 People $$
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Deep Sea Trophy Hunt in Islamorada

If you're ready to take on big game fish such as, Tuna, Swordfish, and Marlin, then you'll enjoy fishing with the Shark Tooth Captain. He'll be taking you offshore in depths of over 2000 feet, which is about 20-30 miles out into the Atlantic Ocean. An offshore fishing charter with Captain Kenneth out of Islamorada, FL, is an adventure that promises to be both exciting and memorable! Islamorada is known as the "Sport Fishing Capital of the World," and for a good reason, as the surrounding waters are teeming with some of the most sought-after game fish, including Tuna, Marlin, and Swordfish. On this trip, you'll head 20-30 miles out, where the big pelagic species migrate. Captain Kenneth runs a sleek 54' Smith center console! This vessel is totally unique, combining the size of a sportfisher with the maneuverability and hull design of a bible center console. Kenneth will navigate the boat to the best fishing spots, marked by GPS coordinates, and provide you with all the necessary gear and instructions. Captain Kenneth's charter is well-equipped to ensure you have a comfortable and safe trip. The boat is spacious and features all the necessary amenities, including a restroom, ample seating, and a shaded area to escape the sun. Tuna, Marlin, and Swordfish are all pelagic fish, meaning they swim in the open ocean and typically caught "on the troll", running lures or live bait to entice the fish to strike. When you get a bite, be prepared for a fight, as these fish can grow to incredible sizes and put up a real battle! While Tuna, Marlin, and Swordfish are the primary targets, you may also encounter other species such as Mahi-Mahi, Wahoo, and Sailfish, all of which can provide an exciting fight and make for a memorable catch. In between catches, take the time to enjoy the stunning scenery and wildlife that surrounds you, including dolphins, sea turtles, and seabirds. Overall, an offshore fishing charter with Captain Kenneth out of Islamorada, FL, is an unforgettable experience that combines the beauty of the Florida Keys with the thrill of the chase. With the right preparation and a little luck, you'll have the opportunity to land some of the most sought-after game fish in the world and make memories that will last a lifetime! Read More

Deep Sea Fishing Charter in Islamorada

Deep Sea Trophy Hunt

NEW
45 ft 1 - 6 People $$
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Full Day Trip in Islamorada

8 Hour Full 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, generally stop to catch some live bait and then could be straight offshore to chase Mahi, Blackfin Tuna, Wahoo, Marlin, dropping for Jacks, Grouper, Tile fish, snappers etc. Additionally there is always the option to stop on the reef on the way out or the way back to catch some Snapper, most common Yellowtail or Mangrove. Wintertime, Again generally stop for some live bait and more than likely stay close to the reef to start out and target Sailfish, Blackfin Tuna, Mahi, Snapper, Bonita some others. 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

Full Day Trip

NEW
44 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 Extended Swordfish Trip in Islamorada

Are you ready for an offshore fishing adventure that will leave you with stories to tell for years to come? Look no further than this offshore Swordfish trip with Captain Larry, down in Islamorada, FL! This isn't your typical fishing trip. You'll be targeting Swordfish, one of the ocean's most impressive and challenging fish. Swords are know to be extremely difficult to catch, both because they swim at great depths and for their fighting abilities. Captain Larry's 37' Merritt sportfisher is specially designed for deep-sea fishing, and you'll be heading out over blue water to catch the big one. As you make your way offshore, you'll be surrounded by crystal-clear waters teeming with life, so keep your eyes peeled for sea turtles, sharks, and maybe even a pod of dolphins! Once you've reached the fishing grounds, Captain Larry will give you the rundown on how to "deep drop". You'll have access to top-tier heavy gear so that you can pull up trophy-sized Swords! When you finally hook a big one, the real work begins. You'll need to use all your strength and skills to bring one on board. But the sense of accomplishment you'll feel when you finally haul in a massive trophy will be worth every second of the battle! Don't settle for an ordinary fishing trip—join Captain Larry and experience the thrill of a lifetime! Read More

Deep Sea Fishing Charter in Islamorada

Extended Swordfish Trip

NEW
37 ft 1 - 6 People $$$
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Islamorada Swordfish Big Game Hunt in Islamorada

Join Captain Tony on this incredible offshore sportfishing trip here in Islamorada, Florida! Islamorada is known worldwide as a Mecca for sportfishing, and there's no better guide to the rich waters here than Captain Tony. On board his sleek and comfortable 32' SeaVee center console, you'll have a perfect opportunity to chase Swordfish, one of the toughest and hardest-fighting fish here in the Gulf. These fish travel thousands of miles, sometimes deep underwater, hunting squid, baitfish, ballyhoo, and more, and when they hit your line, you'll feel it! To attract these fish, Captain Tony will be drifting a variety of baits, dredges, and lures, but as soon as that rod bends, it's all you! Bring your A-game, because these hard-fighting gamefish will test your skill, strength, and stamina. Swordfish are also delicious, either seared on the grill with some lime juice, or in fish tacos! Captain Tony's 32' SeaVee is a beautiful boat, and sports twin 300-HP Yamaha engines and a Seakeeper system that prevents boat roll and seasickness! As a center console vessel, you'll be able to fish 360º around the boat, making it perfect for groups of up to six people. Plus, she features recently-updated electronics, side-scanning sonar, radar, multiple live wells, and an oversized box for your big fish. Captain Tony will provide all rods, reels and tackle. All you need to bring are good vibes and whatever you care to eat and drink. Enjoy your day out on the water! Read More

Deep Sea Fishing Charter in Islamorada

Islamorada Swordfish Big Game Hunt

NEW
32 ft 1 - 6 People $$$
Fishing in Islamorada
Fishing in Islamorada
Fishing in Islamorada
trip description for Islamorada Swordfishing in Islamorada

Embark on an unparalleled deep-sea fishing odyssey with Captain Ken at the helm of his meticulously crafted 45ft Smith Center Console in Islamorada, Florida. With an awe-inspiring 39 years of expertise navigating the intricate waters of the Florida Keys, Captain Ken beckons you to delve into the depths for a remarkable encounter with the elusive Swordfish. Set against the panoramic backdrop of Islamorada's marine splendor, this expedition promises an experience that marries adventure and skill. With his extensive seafaring background, Captain Ken guides you through the intricacies of Swordfish fishing, providing indispensable techniques and insights honed over his remarkable tenure. Navigating the Gulf Stream's vast expanse aboard the 45ft Smith Center Console, participants are assured both comfort and purpose. Captain Ken's mastery of the seas ensures that every angler, regardless of experience, is poised for the challenge of Swordfish angling. Immerse yourself in an expedition marked by professionalism, angling prowess, and a deep reverence for the oceanic ecosystem. Captain Ken's dedication to sustainable fishing practices ensures an experience that is not only gratifying but also environmentally responsible. Embark on a deep-sea fishing adventure in Islamorada, Florida, and become part of Captain Ken's legacy of delivering exceptional and enlightening encounters with the ocean's most remarkable creatures. Read More

Deep Sea Fishing Charter in Islamorada

Islamorada Swordfishing

NEW
45 ft 1 - 6 People $$$
See All Deep Dropping Trips in Islamorada

Everything to Know About Booking an Islamorada deep dropping charter

What are the best deep dropping charters in Islamorada?

Our Damn Good Guides currently offer 25 deep dropping trips in Islamorada, and the most popular trips in the area are Deep Water Adventure guided by Conan, Trolling and/or Wreck Fishing guided by Pete, and 3/4 Day Trip guided by Troy.

Our guides in Islamorada are rated a 4.88 out of 5 based on 2568 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 Deep Dropping charter include Key Largo, Marathon and Tavernier.

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

What types of deep dropping charters are common in Islamorada?

Deep Sea fishing is the most popular for deep dropping in Islamorada as well as nearshore fishing and inshore fishing.

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

How much do Islamorada deep dropping fishing charters cost?

for deep dropping in Islamorada prices can range anywhere from about $850 to $2,200, but the average price for a half day trip for deep dropping in Islamorada is $959. The average price for a full day trip for deep dropping in Islamorada is $1,614.

What month is best for on a deep dropping charter in Islamorada?

The most popular season to go on a deep dropping charter in Islamorada is spring, and most anglers book their trips 37 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

  • ★★★★★
    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

  • ★★★★★
    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

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

    Thomas E. with Ben Z. of Marathon, Florida

  • ★★★★★
    Had a great time. I will definatly go again with capt. Pete next time I'm here

    Jason J. with Pete R. of Islamorada, Florida

  • ★★★★★
    Wow what a great time we had. Captain Scott was awesome caught some fish, great conversation as well would recommend to anybody.

    Nickolas T. with Scott G. of Tavernier, Florida

  • ★★★★★
    Pete and his wife could not have been any nicer and their boat was perfect. Pete kept us on the water longer than our trip was scheduled for trying to put some fish in the boat (we caught 1 tile fish and 3 vermillion that were just over 12 inches) I know the captain cannot control the bite as I have been on 100’s of charters however we fished with one rod the entire day! It was an electric reel since we were fishing in 600 plus feet of water. I spent almost the entire day watching my girlfriend dropping her line down and flipping the switch to bring it back up. That certainly is not what we had in mind when we booked the trip. We should have had two rods to fish with and moved into the reefs for some snapper, yellow tail or something but to deep drop the entire with one rig and zero activity was really disappointing.

    Jason C. with Pete R. of Islamorada, Florida

  • ★★★★★
    Scott was great

    Jacob H. with Scott G. of Tavernier, Florida

  • ★★★★★
    Great time! Captain Pete and his wife were a great time! We will come back for sure!

    Michael I. with Pete R. of Islamorada, Florida

  • ★★★★★
    We had a blast! Captain Pete made sure we caught some great reef fish. We caught 2 Spanish mackerel, a yellow trail, a barracuda (large and mean), and a few others. It was so much fun! My 16 year old that loves to fish in Nebraska has the best time!

    Kristi P. with Pete R. of Islamorada, Florida

  • ★★★★★
    We had a great day on the water with Captain Jim. He is incredibly knowledgeable about fishing in the keys. We would definitely rebook a charter with him.

    Tad T. with Jim M. of Key Largo, Florida

  • ★★★★★
    Awesome best day

    Paul M. with Conan Y. of Islamorada, Florida

  • ★★★★★
    Captain Conan and Alyssa were excellent. Here is a picture of me, Captain Conan and the giant Jack we caught (we used a blackfin tuna we caught earlier in the charter). He is clearly an experienced captain with an ability to put clients on fish.

    Danny F. with Conan Y. of Islamorada, Florida

  • ★★★★★
    BEST EXPERIENCE & EATS We booked our offshore fishing charter last-minute (the day before we left), it ended up being the best part of our trip. We can’t wait to come back! Captain Conan contacted us the evening prior to discuss a game plan and let us know exactly what we needed for preparation. Being our first offshore fishing adventure and having two kids, this was much appreciated. The waters were predicted to be somewhat rough with a wind presence. Conan emphasized maintaining safety as his priority despite the conditions. I can say we all felt safe for the duration of our trip. Capt. Conan and his First Mate, Alyssa, met us at the docks and helped the kids onto the boat. ‘Just One More’ was ready to go: cooler was filled with ice for our food/ drinks; bluetooth hookup to speakers for necessary offshore soundtracks; bean bags available on deck for kids to chill in. As we headed offshore, Alyssa pointed out the dolphins, sea turtles and jelly fish we saw along the way. Our offshore targets were dynamic, ranging from sailfish to permit; barracudas to snapper and barjack. We were able to hook many large fish, including barracuda (catch & release) plus a yellow barjack and many yellowtail snapper, which we were able to keep for eating. Conan processed our catch upon return to the dock, and also recommended a local restaurant to prepare our fish/ his go-to menu selections, which ended up being our best meal of the trip. The ‘Just One More’ is a safe, clean, comfortable and spacious boat. Captain Conan proved to be just as passionate as he is knowledgeable when it comes to offshore fishing. Rather than simply looking to make a dollar, he cares to really create an experience for his customers. Conan was able appeal to both the kids and the provide thrill for the adults on our trip.

    Beth P. with Conan Y. of Islamorada, Florida

How are fishing conditions in Islamorada?

View Islamorada Fishing Reports from our damn good guides.

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re licensed, insured and vetted by our team of outdoor experts who know them on a first-name basis. We hand pick our Damn Good Guides, and our network spans all across the country and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

See All Deep Dropping Trips in Islamorada