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Deep Dropping Charters In Key West

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Recently Booked Deep Dropping Charters Near Key West, Fl

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 $$$
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Fishing in Key West

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Key West Deep Sea Run - 40' Luhrs

100% (4)
40 ft 1 - 6 People $$$
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Fishing in Key West

Deep Sea, Nearshore Fishing Charter in Key West

Ultimate Action Fishing In Key West

100% (1)
33 ft 1 - 4 People $$$
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Fishing in Key West

Deep Sea, Inshore Fishing Charter in Key West

Laid Back Key West

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

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Morning 1/2 Day Fishing Charter

67% (3)
25 ft 1 - 4 People $$

Most Popular Types of Deep Dropping Trips in Key West

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More Deep Dropping Charters Near Key West, Fl

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 $$
Damn Good
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Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Sportfishing Key West in Key West

If you’re looking for some of the best charter fishing that money can buy out of Key West, Florida, you can’t go wrong here. With over 3 decades of local fishing experience under his belt, Captain Russ is your man if you want to get the best out of these deep blue waters. Our boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers deep sea fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 25 miles offshore on full day trips. These trips will also provide higher chances of catching Marlin! If you book a half day trip, you’ll be fishing in a 2–12 mile range. Depending on the package and the bite, your target list will include Mahi Mahi, Wahoo, Sailfish, Marlin, Snapper, Grouper, and many other attractive species. Read More

Deep Sea Fishing Charter in Key West

Sportfishing Key West

NEW
50 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 Key West
Fishing in Key West
Fishing in Key West
trip description for Full Day private fishing charter in Key West

Catch More fish! A full day allows us more time to go further, try more techniques, target more species, and ultimately catch more fish. A full day usually leaves the dock around 7:30 a.m. and returns around 3:30 p.m. However, these times may vary depending on the time of year, conditions, and customer preference. His vessel, a 28' center console (built by Latitude Tournament Boats), is a true "hybrid" fishing machine. This means that on a nice day, you can comfortably fish offshore reefs, wrecks, and Gulfstream currents. You also have the option to fish backcountry channels, inshore wrecks, and nearshore patch reefs if the wind picks up. On a full day, we might have the opportunity to target multiple species both in the deep and the shallow. Captain John specializes in light tackle fishing. This means he'll match the rod and reel outfit to the size fish you're targeting to make for the best overall angling experience. If you would like to fly fish, the captain can accommodate you. However, you must bring your own fly fishing equipment. Expect to target Amberjack, Barracuda, Tuna, Wahoo, Mahi Mahi, Grouper, and more, depending on the length of your trip. Evening Tarpon trips are also offered. Live bait makes a big difference. Pilchards, pinfish, herring, ballyhoo, and blue crabs are some of the varieties you are likely to find in the livewell. Catching bait is part of the charter, and while it may take some extra time, your captain knows it makes the difference between a fantastic fishing trip and one that's just okay. Your fishing license is included. Bring sunblock (non-spray), sunglasses, a hat, snacks, and drinks. Book your trip and hit the water today! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Full Day Private Fishing Charter

NEW
25 ft 1 - 4 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 Key West
Fishing in Key West
Fishing in Key West
trip description for Pulley ridge in Key West

This is a very unique trip , fishing in some of the most unexplored and untapped fisheries in the entire world , you can expect to be catching fish all day and come home with carts full of fish . This trip does come with the added expense of plus fuel . Come ride on our luxuries 2023 42 freeman , with large shading , 6 captains seats for comfort , lounging sun bed. And stay hooked up all day Read More

Deep Sea Fishing Charter in Key West

Pulley Ridge

NEW
42 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 Key West
Fishing in Key West
Fishing in Key West
trip description for Afternoon 1/2 day fishing in Key West

Sleep in, then go fishing. A 4-hour fishing trip is a great way to fish and explore the local waters surrounding Key West. Our half-day trips usually leave the dock around 1:30 p.m. and return around 5:30 p.m. However, this may change depending on the conditions, time of year, and customer preference. Captain John's mission is always to provide the best fishing experience possible with the conditions at hand. His vessel, a 28' center console (built by Latitude Tournament Boats), is a true "hybrid" fishing machine. This means that on a nice day, you can comfortably fish offshore reefs, wrecks, and Gulfstream currents. You also have the option to fish backcountry channels, inshore wrecks, and nearshore patch reefs if the wind picks up. On a full day, we might have the opportunity to target multiple species both in the deep and the shallow. Captain John specializes in light tackle fishing. This means he'll match the rod and reel outfit to the size fish you're targeting to make for the best overall angling experience. If you would like to fly fish, the captain can accommodate you. However, you must bring your own fly fishing equipment. Expect to target Amberjack, Barracuda, Tuna, Wahoo, Mahi Mahi, Grouper, and more, depending on the length of your trip. Evening Tarpon trips are also offered. Live bait makes a big difference. Pilchards, pinfish, herring, ballyhoo, and blue crabs are some of the varieties you are likely to find in the livewell. Catching bait is part of the charter, and while it may take some extra time, your captain knows it makes the difference between a fantastic fishing trip and one that's just okay. Your fishing license is included. Bring sunblock (non-spray), sunglasses, a hat, snacks, and drinks. Book your trip and hit the water with Captain John! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Afternoon 1/2 Day Fishing

NEW
25 ft 1 - 4 People $$
See All Deep Dropping Trips in Key West

Everything to Know About Booking a Key West deep dropping charter

What are the best deep dropping charters in Key West?

Our Damn Good Guides currently offer 23 deep dropping trips in Key West, 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 West Deep Sea Run - 40' Luhrs guided by Mark.

Our guides in Key West are rated a 4.77 out of 5 based on 2577 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 Naval Air Station Key West, Cudjoe Key and Little Torch Key.

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

What types of deep dropping charters are common in Key West?

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

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

How much do Key West deep dropping fishing charters cost?

for deep dropping in Key West prices can range anywhere from about $850 to $2,030, but the average price for a half day trip for deep dropping in Key West is $967. The average price for a full day trip for deep dropping in Key West is $1,629.

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

The most popular season to go on a deep dropping charter in Key West is spring, and most anglers book their trips 33 days in advance.

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

You’re in luck! Our fishing tours in Key West 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 Key West.

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

  • ★★★★★
    Our guide Nick is top notch, he is friendly, knowledgeable and certainly knows great spots to fish. We caught fish all day, brought home three very large mutton’s, some other mutton’s and good size yellow tail. We caught and released fish all day, hogfish, large groupers and other assorted fishes. Thanks Nick .

    Chris B. with Paul H. of Key West, Florida

  • ★★★★★
    What an enjoyable trip with Captain Craig and Brett. We started off with two King fish right away. The day took off from there catching Mahi Mahi, tuna, and a jumbo Bonita. All along the way they were sharing stories and teaching us about fishing. It is evident that they both love fishing and sharing what they know to their patrons. I am already planning my next adventure on this boat!

    Robert W. with Craig H. of Naval Air Station Key West, 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

  • ★★★★★
    We had the best time ever! It was my first time to go deep sea fishing and my husband and I both caught a Wahoo and plenty of other fish! mark and Nell’s were amazing! We had a local restaurant cook our fish for us that evening. Great trip!!

    Lynda B. with Mark B. of Key West, Florida

  • ★★★★★
    We had a great time out , Mark and crew did all they could to get on the fish.Thanks

    Dan C. with Mark B. 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

  • ★★★★★
    Our charter with Captain John was fantastic! Despite the windy conditions, he managed to get us on fish in many different spots. John is very knowledgeable and a super fun guy! We will definitely be booking with Captain John again. Shannon & Greg Johnson

    Greg J. with John D. of Key West, Florida

  • ★★★★★
    Fantastic!! Even though the rain got us

    Mark C. with John D. 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

  • ★★★★★
    Capt. Craig and first mate Brett were awesome. Very knowledgeable. Planned our day just the way we wanted.

    David E. with Craig H. of Naval Air Station 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

  • ★★★★★
    Capt. Craig was amazing, we did a 1/2 day trip caught about 30 fish about 10 keepers. Great conversation and his 1st mate was outstanding as well. I’d recommend this charter to anyone looking to catch some fish and have a good time

    Amanda T. with Craig H. of Naval Air Station 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

How are fishing conditions in Key West?

View Key West 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 Key West