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Deep Dropping Charters In Florida Keys

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Recently Booked Deep Dropping Charters Near Florida Keys

Fishing in Key West

Deep Sea Fishing Charter in Key West

Key West Offshore Action

86% (7)
33 ft 1 - 6 People $$
Fishing in Key West

Deep Sea, Nearshore Fishing Charter in Key West

Legendary Fishing In Key West

100% (5)
55 ft 1 - 6 People $$$
Fishing in Key Largo

Deep Sea Fishing Charter in Key Largo

Key Largo Reef And Offshore

100% (1)
34 ft 1 - 5 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 Key West

Deep Sea, Inshore Fishing Charter in Key West

Laid Back Key West

100% (3)
33 ft 1 - 6 People $$
Fishing in Little Torch Key

Deep Sea, Nearshore Fishing Charter in Little Torch Key

Reef Fishing

100% (1)
27 ft 1 - 6 People $$
Fishing in Key Largo

Deep Sea, Inshore, Nearshore Fishing Charter in Key Largo

Key Largo Reef Trip

100% (1)
25 ft 1 - 3 People $$

Most Popular Types of Deep Dropping Trips in Florida Keys

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and we’ve handpicked every single one. We’re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Deep Dropping Charters Near Florida Keys

Fishing in Key Largo
Fishing in Key Largo
Fishing in Key Largo
trip description for Key Largo Fishing Adventure in Key Largo

Captain Maurice offers these action-packed luxurious fishing adventures out of Hawks Cay, Duck Key, and Marathon, Florida. You’ll explore the best nearshore and offshore spots in the area as well as its reef and wrecks that are known for their good fish stocks. Having fished all his life and being an expert in waters throughout Florida, Captain Maurice will do the most to make sure you have an enjoyable day of fishing as well as the best chance for landing a great catch. Some of the species you can catch include various sorts of Snapper, Grouper, Sailfish, Blue Marlin, Swordfish, Mahi Mahi, Wahoo, Blackfin Tuna, and many more challenging species. To attract them, you can bottom fish, kite fish, spin, jig, and more. Kids are welcome to join your trip and you’re free to take home the fish you reel in. Bring nothing but the food of your choice, as Captain Maurice will provide you with all the fishing gear, bait, drinks, licenses, and even catch cleaning. Pick your day and enjoy a wonderful day on the water with your loved ones! He runs his trips aboard a 36’ Yellowfin center console that sits up to 6 guests. This powerful boat runs on triple 300HP Mercury engines and uses full-featured navigation technology to reach fishing spots quickly and safely. The boat’s outriggers, downriggers, snorkeling gear, and livewell will all improve your fishing experience. There’s even a multimedia system you can use as well as an ice-box. Read More

Deep Sea Fishing Charter in Key Largo

Key Largo Fishing Adventure

NEW
36 ft 1 - 6 People $$$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Fishing Experience in Key West

If your looking for a fantastic Key West fishing adventure look no further! Captain Joe has over 40 years of experience and would love to put his extensive fish knowledge to work for you. Everything on your charter is up to date and double-checked to provide you with a safe and rewarding experience that the entire family can enjoy. Fish year-round aboard our fast, beautiful Whitewater center console. We offer eco-tours and beach excursions too. Our adventures are limited to four guests, making for an intimate experience with your friends or family, and allowing us to provide an unforgettable experience at a very affordable fare. All ages, genders and all experience levels are welcome without fear of judgment. You won't have to worry about not being prepared either, Captain Joe will provide everything you need to get you started on the right foot. He'll supply the boat, fuel, insurance, rods, bait, tackle, ice, local knowledge, navigation, and safety equipment. You don’t even need a fishing license. Just bring your personal items: sunscreen, clothing for the predicted weather, polarized sunglasses, swim/snorkel gear, lunch and preferred beverages. Read More

Deep Sea, Nearshore Fishing Charter in Key West

Key West Fishing Experience

100% (2)
32 ft 1 - 4 People $$
Fishing in Key Largo
Fishing in Key Largo
Fishing in Key Largo
trip description for Swordfish Slam in Key Largo

Swordfishing in Key Largo is an exciting and unique experience. The Florida Keys are home to some of the best Swordfishing in the world, and Key Largo is the perfect place to enjoy this amazing sport. Daytime charters are the best way to see these magnificent creatures up close. What is so special about daytiming is that you can see the fish jump and thrash out of the water; the colors are magnificent and you actually see the fight. On this 8-hour Swordfishing adventure, you will be trolling the edge of the outer reef just off the coast of Key Largo. You will be using live bait to target the Swordfish that inhabit these waters. You might also get bites from Dorado (Mahi Mahi), Tuna, Wahoo, Cobia, and sharks along the way. Captain Eric practices “catch and release” when landing all of their Swordfish to ensure all generations can enjoy these marvelous creatures. Captain Eric's boat is the perfect vessel for a successful day of Swordfishing in the Florida Keys. At 35 feet long, this Contender center console has plenty of space for you and your gear, and with 850 horsepower from its two Yamaha 4-stroke engines, it has the power to get you to the Swordfish grounds quickly. The boat is also equipped with GPS, a fishfinder, live bait well, outriggers, and an ice box, so you have everything you need for a successful day on the water. Captain Eric will provide all of the rods, reels, tackle, licenses, and live bait that you need. All you need to bring is some food and drinks, sunscreen, a hat, and a cooler to take home your day's catch. So come aboard and test your skills on what promises to be an exciting and exhilarating day of Swordfishing in the Florida Keys! Read More

Deep Sea Fishing Charter in Key Largo

Swordfish Slam

NEW
35 ft 1 - 6 People $$$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Long-Range Key West Trip in Key West

Climb aboard with Captain John and experience an action-packed day of fishing in Key West, Florida. If you have never been to Key West before, you’re missing out! And if you’re looking for a knowledgeable charter captain to take you out, Captain John is a great choice. As a 5th generation fisherman in Key West, Captain John knows exactly where the fish bite. Test your casting accuracy as you target Amberjack, Cobia, Goliath Grouper, African Pompano, Sailfish, Bull SharkYellowtail Snapper, Swordfish, Blackfin Tuna, and many more species. You’ll be fishing aboard Captain John’s 33-foot center console equipped with two 300 HP engines. She also has a GPS, fishfinder, flybridge, live bait well, outriggers, and tuna tubes. Captain John will provide Spearfishing Equipment and Snorkeling equipment free of charge if you’re interested. He welcomes 6 anglers on these 4, 6, and 8-hour adventures. Make sure you bring food and drinks for the day (preferably no glass) as well as a hat and sunscreen. Captain John will provide all licenses, rods, reels, lures, and tackle. He will also prepare live bait before the trip, although you can catch the bait during the trip if you’d like. For the 6-and 8-hour trips, a first mate will be on board to help you at all times. They will help you clean and fillet your fish at the end of the trip. Whatever your skill level, there is a fish out here with your name on it. Come and join Captain John for an exciting day of fishing! Read More

Deep Sea Fishing Charter in Key West

Long-Range Key West Trip

100% (1)
33 ft 1 - 6 People $$$
Fishing in Layton
Fishing in Layton
Fishing in Layton
trip description for Layton Fishing Adventure in Layton

Hop on board with Captain George to explore the beautiful waters of the Florida Keys! Captain George launches his boat from Layton Key, just south of Robbies Marina. The nearshore waters in this area are a great spot to catch some of the sought-after gamefish that Florida is known for—without going too far from the dock. Venture a little farther out into the offshore waters, and you might be rewarded with some prized big game fish. On any trip with Captain George, you can expect to target a selection of fish including Mahi Mahi, King Mackerel, Mutton Snapper, Sailfish, and Yellowtail Snapper. You'll be using a variety of techniques such as live bait, artificial lures, bottom fishing and trolling. Just let Captain George know what you want to catch and he'll get you set up with the best method to get one on your line! You'll be fishing aboard 27' Blackfin that was designed to attack these nearshore and offshore waters with a vengeance! This do-it-all vessel comes with all the necessities including GPS, Fishfinder, a Live Bait Well, Outriggers, and an Ice Box to store your catches. George will provide all the rods, reels, and licenses, to cooler space, ice, and waters, so all you need to bring are your favorite snacks and drinks, weather appropriate gear, and a camera to document your catch! Whether you'd like to sit back and wait for the reel to start screaming, or if you want a rod in your hand the whole time, Captain George is there to make sure you catch a pile of fish and have the best possible time doing it! Read More

Deep Sea, Nearshore Fishing Charter in Layton

Layton Fishing Adventure

NEW
27 ft 1 - 4 People $$
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Big Game Fishing in Key West

Hop on board with Captain Brad and prepare for an action-packed day of fishing the beautiful Key West waters! The off shore area around Key West is the perfect spot to chase after some big game fish in a stunning environment. Expect to target Amberjack, Blackfin Tuna, Mahi Mahi, Sailfish, Tilefish, Wahoo and more. On this 8-hour trip, Captain Brad will take you to miles off the coast of Key West. You'll be using light tackle, heavy tackle, trolling, jigging and deep dropping to catch any of these picture-worthy species. Captain Brad is happy to demonstrate proper fundamentals for all techniques. He grew up fishing in the Keys and is sure to put you where the fish are biting! Captain Brad fishes aboard a 34’ Yellowfin center console with a capacity for 6 people. Powered by 2 300 HP Suzuki engines, this well-outfitted vessel is sure to comfortably get you where you need to be in no time. It has a GPS, Fishfinder, Live Bait Well, Outriggers, Ice Box and even a bathroom! Captain Brad will provide all rods, reels, and tackle. All you need to bring is any food or drinks you might want, and a camera is recommended. Climb aboard and go on an adventure! Read More

Deep Sea Fishing Charter in Key West

Key West Big Game Fishing

NEW
34 ft 1 - 6 People $$$
See All Deep Dropping Trips in Florida Keys

Everything to Know About Booking a Florida Keys deep dropping charter

What are the best deep dropping charters in Florida Keys?

Our Damn Good Guides currently offer 18 deep dropping trips in Florida Keys, and the most popular trips in the area are Key West Offshore Action guided by John, Legendary Fishing in Key West guided by Chuck, and Key Largo Reef and Offshore guided by Jim.

Our guides in Florida Keys are rated a 4.81 out of 5 based on 2570 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.

The most popular cities to book a Deep Dropping charter in are Islamorada, Key Largo and Tavernier.

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

What types of deep dropping charters are common in Florida Keys?

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

The most commonly sought after species for deep dropping in Florida Keys are: 1. blackfin tuna, 2. sailfish, 3. mutton snapper, and 4. yellowtail snapper.

How much do Florida Keys deep dropping fishing charters cost?

for deep dropping in Florida Keys prices can range anywhere from about $850 to $2,120, but the average price for a half day trip for deep dropping in Florida Keys is $996. The average price for a full day trip for deep dropping in Florida Keys is $1,505.

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

The most popular season to go on a deep dropping charter in Florida Keys is spring, and most anglers book their trips 7 days in advance.

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

See here for more information on fishing licenses in Florida Keys, bag limits for target species, and fishing season regulations in Florida Keys. When in doubt, your fishing guide will always know the right rules and regulations in Florida Keys.

Recent Reviews of Captain Experiences

  • ★★★★★
    Captain Allen was absolutely amazing! We have 3 children and he was so awesome with them and very accommodating! He took us out and showed us a wonderful time and we came back with a ton of fish!

    Sarah L. with Allen P. of Little Torch Key, Florida

  • ★★★★★
    Had a fantastic trip with Captain John in July of 2023. Went for a morning trip on our honeymoon, caught tons of fish, had a lot of fun. John and his first mate were very competent, personable, and provided an excellent experience. The boat was well outfitted, John knew several spots with lots of fish, and gave us more time than we'd paid for. Great experience, will absolutely book again next time we're in the keys.

    Clare D. with John G. of Key West, Florida

  • ★★★★★
    Excellent trip with John. Good guys, on fish all day and had a great time. Definitely would book again!

    Kevin V. with John G. of Key West, Florida

  • ★★★★★
    Great fishing trip, memorable experience, would refer John and partner to anyone interested charting fishing trip in KeyWest!

    Rob R. with John G. of Key West, Florida

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

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

  • ★★★★★
    Did not love the trip. We would ask questions and get one word answers. Lots of smoking, and some chewing of tobacco. not enjoyable.

    Linda F. with Chuck T. of Key West, Florida

  • ★★★★★
    Eric was the best! Very personable and fun. We will do this again.

    Teri H. with Eric G. of Key West, Florida

  • ★★★★★
    Fabulous fun and great experience with the crew!!!

    David H. with Chuck T. of Key West, Florida

  • ★★★★★
    Nice boat even good in rough sea. Worked hard to find fish.

    Steve G. with Eric G. of Key West, Florida

  • ★★★★★
    Great crew, they worked very hard, but the fish just wasn’t there, we’ll book with them again

    Ted M. with Chuck T. of Key West, Florida

  • ★★★★★
    Captain Jake was great! We caught out limit of Mahi and a great time.

    Gregory S. with John G. of Key West, Florida

  • ★★★★★
    We had an amazing time with "Off the Charts" charter and Captain Joe was fantastic! He has a very easy going, friendly personality and it was easy to see he aims to please his customers. He was also extremely patient with my kids and seemed to enjoy teaching them some of his fishing techniques. While my boys have been fishing their whole lives, this was their first time trolling. They loved every minute, especially reeling in their fist Mahi Mahi! I was very satisfied and would highly recommend him for your fishing adventure. We may have just been another charter family for him, but he will live infinitely in our Key West vacation memories!

    Alexis C. with Joe T. of Key West, Florida

  • ★★★★★
    Great day on the water. We all caught fish. Joe was a great guide.

    Karen D. with Chuck T. of Key West, Florida

  • ★★★★★
    Great experience! We had a blast fishing with the family. Steve was fun, polite & took the time to teach us! I also forgot my AirPods on the boat & he was nice enough to bring them to our hotel the next morning 🫶🏻 Thank you Steve!

    Jorge R. with John G. of Key West, 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

  • ★★★★★
    This trip was definitely our highlight of the whole vacation. The captain was knowledgeable, experienced, friendly and highly accommodating. This made the trip so enjoyable. His first mate, Josh, was so efficient and explained everything he was doing so we could learn and stay safe. Both of them were so easy to have conversations with and really made for the best time at sea. We ended up reeling in 16 fish and throwing back 7 due to size. Fun-ish little story, one of the Mahi Mahi we reeled in came into the boat as half a fish because a shark bit at it as we were fighting it in. It was clear to see the bite marks. So we finished the day with 8 Mahi and 1 Wahoo, but even without the incredible luck we had on the sea, this trip would have been amazing. Josh filleted everything we caught and we gave away a bunch, and even the local restaurants will prepared it for you if needed. I highly recommend this excursion.

    Kelly S. with Chuck T. of Key West, Florida

  • ★★★★★
    Captain John was awesome! He was super upfront about water conditions and left all the decisions to us. Had a quick backup plan for us since there were 7-9 foot seas offshore. Caught some fish waiting out the weather and then put us on the fish we were after! 10/10 would recommend

    Chase G. with John G. of Key West, Florida

  • ★★★★★
    We had a great time! He was great with the kids and put us on the fish! Would go with him again!

    Sean S. with Eric G. of Key West, Florida

  • ★★★★★
    Captain Steve filled in for John and definitely found the fish including a few sharks and barracuda who liked our fish as well! Continuous action and heading to Pepe’s to have them cook some mutton snapper and yellow jack for us. Definitely recommend them!

    Steve M. with John G. of Key West, Florida

  • ★★★★★
    Great trip. Great captain. We were on the meat within the first half hour of the trip and caught our limit. He did an awesome job cleaning the fish that it was ready to be cooked when we got home. Very personable with lots of knowledge.

    Chris K. with Joe T. of Key West, Florida

Didn't Find What You Were Looking For?

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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 Florida Keys