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Deep Dropping Charters In Key West

Easily find a Key West fishing guide that fits your needs. Confidently book your next day on the water.

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Recently Booked Deep Dropping Charters Near Key West

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 $$$
Damn Good
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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 $$$
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 $$
Damn Good
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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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Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Deep Dropping Charters Near Key West

Fishing in Little Torch Key
Fishing in Little Torch Key
Fishing in Little Torch Key
trip description for Reef Fishing in Little Torch Key

Join Captain Allen for an unforgettable fishing adventure off the pristine waters of Little Torch Key, Florida! Whether you're a seasoned angler or a novice, our reef fishing trips are tailored to provide you with an incredible day on the water. We offer three exciting options to choose from: **4-Hour Reef Fishing Trip** is ideal for those seeking a taste of the sea without committing the whole day. Gather your friends or family, as we can accommodate groups of up to 6 people. We'll set our sights on Snapper, Grouper, and an array of other reef species. **6-Hour Offshore Adventure:** Spend a little extra time on the water, perfect for exploring both reef and offshore waters. Like our 4-hour trip, this adventure accommodates groups of up to 6 people. Chase after Snapper, Grouper, Mahi Mahi, and more, as the options are limitless. 8-Hour Complete Day of Fishing: The ultimate fishing expedition for dedicated anglers. Venture further out into the deep waters to troll for large Tuna, Wahoo, Sailfish, and Mahi-Mahi. As always, we're equipped to handle groups of up to 6 people. Enjoy the thrill of chasing some of the ocean's most impressive species. All necessary fishing gear and bait will be provided all you need to bring are your favorite snacks and drinks for the day. Back at the dock, your day ends on a high note as we prepare your catches for the journey home, ensuring a seamless experience from start to finish. Captain Allen's reef fishing trips promise not only incredible fishing but also peace of mind. We've got everything you need to make your journey comfortable and memorable. So, pack your sense of adventure, gather your group, and let us take care of the rest. Book your fishing trip today and create lasting memories on the sparkling waters of Little Torch Key! Read More

Deep Sea, Nearshore Fishing Charter in Little Torch Key

Reef Fishing

100% (1)
27 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 Naval Air Station Key West
Fishing in Naval Air Station Key West
Fishing in Naval Air Station Key West
trip description for 1/2 Day Key West Sportfishing in Naval Air Station Key West

Get a taste of offshore Key West during this private 4-hour trip. We can take up to 6 passengers for the chance to target multiple species, such as Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, and Sailfish. Various fishing techniques may be utilized to maximize the bite, like trolling or bottom fishing. Whether it be your first time fishing or you are an avid angler, the Captain and first mate will be happy to accommodate you. With over 15 years of commercial fishing experience, the Captain will do everything possible to put you on the fish. We look forward to making your fishing trip a memorable experience! Read More

Deep Sea Fishing Charter in Naval Air Station Key West

1/2 Day Key West Sportfishing

100% (2)
42 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 $$
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 Naval Air Station Key West
Fishing in Naval Air Station Key West
Fishing in Naval Air Station Key West
trip description for All Day Key West Sportfishing in Naval Air Station Key West

Are you interested in a full day on the water? This private 8-hour trip for up to 6 passengers is the perfect option to explore all that the Key West fisheries have to offer. You will have the chance to target multiple species, such as Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, Sailfish, and many other species. Various fishing techniques may be utilized to maximize the bite, like trolling, bottom fishing, live baiting, wreck fishing, and deep dropping. Whether it be your first time fishing or you are an avid angler, the Captain and first mate will be happy to accommodate you. With over 15 years of commercial fishing experience, the Captain will do everything possible to put you on the fish. He is happy to tailor the trip to your preferences. We ensure quality safety and fishing equipment onboard and will provide all necessary gear, lures, bait, and fishing license. We look forward to making your fishing trip a memorable experience! Read More

Deep Sea Fishing Charter in Naval Air Station Key West

All Day Key West Sportfishing

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 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 $$
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 Naval Air Station Key West
Fishing in Naval Air Station Key West
Fishing in Naval Air Station Key West
trip description for 3/4 Day Key West Sportfishing in Naval Air Station Key West

Are you interested in exploring the Key West fisheries? This private 6-hour trip is a great option! Whether you are an avid angler or it is your first time fishing, we are happy to accommodate you! You will have the chance to utilize various fishing techniques in search of species like Snapper, Grouper, King Mackerel, Wahoo, Mahi Mahi, Tuna, Sailfish, and more. With 6 hours on the water, you can target a trophy fish and even mount a replica to remember your trip forever if you choose! Your Captain is happy to tailor the trip to accommodate your fishing preferences. Read More

Deep Sea Fishing Charter in Naval Air Station Key West

3/4 Day Key West Sportfishing

100% (1)
42 ft 1 - 6 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 20 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 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 Key West, Naval Air Station Key West and Cudjoe 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. sailfish, 2. yellowtail snapper, 3. mutton snapper, 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 $2,000, but the average price for a half day trip for deep dropping in Key West is $969. The average price for a full day trip for deep dropping in Key West is $1,615.

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?

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

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