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Deep Dropping Charters In Big Pine Key

Check real-time availability on 14 Big Pine Key deep dropping fishing trips. Online booking | 4.73 / 5 stars | Guides from $850

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Recently Booked Deep Dropping Charters Near Big Pine Key

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Fishing in Key West

Deep Sea Fishing Charter in Key West

Key West Offshore Action

86% (7)
33 ft 1 - 6 People From $1,100
Fishing in Key West

Deep Sea, Nearshore Fishing Charter in Key West

Legendary Fishing In Key West

100% (5)
55 ft 1 - 6 People From $1,210
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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 From $1,540
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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 From $935
Fishing in Little Torch Key

Deep Sea, Nearshore Fishing Charter in Little Torch Key

Reef Fishing

100% (2)
27 ft 1 - 6 People From $770
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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 From $880

Most Popular Types of Deep Dropping Trips in Big Pine Key

“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 Big Pine Key

Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Full day fishing in Marathon

Full day fishing 3/4 day fishing 1/2 day fishing For snapper,sailfish,wahoo,dolphin,tuna or whatever is biting or is in season Read More

Deep Sea Fishing Charter in Marathon

Full Day Fishing

100% (1)
42 ft 1 - 6 People From $1,320
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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 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 From $1,320
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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 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 From $880
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 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 From $4,950
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 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 From $1,485
Fishing in Marathon
Fishing in Marathon
Fishing in Marathon
trip description for Marathon Key Swordfish Hunt in Marathon

Hop on board with Captain Steve and prepare for the adventure of a lifetime, chasing Swordfish in the blue water of the Gulf of Mexico! On this 10-hour trip, Captain Steve will take you out over deep water where you can drift bait and lures for giant Swordfish, one of the toughest and most extreme fish in this hemisphere! You'll be fishing aboard a 32’ Morgan sportfisher with a capacity for 6 people. Powered by a powerful inboard engine, this vessel will have no problem getting you to the prime spots offshore. On board you'll find a GPS, sonar, outriggers, and a nice bathroom. This vessel—purpose-built for offshore fishing—is top-of-the-line! But it's not just the boat; Captain Steve is a master of his craft, with a wealth of knowledge and experience that he's eager to share with you. He'll take you to the best fishing spots and provide expert guidance on everything from trolling techniques to fighting your fish! Your target on this trip is world-famous for their speed, strength, and endurance! Once you reach the best fishing grounds, you'll drop your lines to attract the Swords, which migrate at great depths hunting for squid, bristlemouths, ballyhoo, and more. These fish are hungry, and when they hit your line, you'll feel it! Captain Steve will provide all rods, reels, and tackle. All you need to pack are any food or drinks you might need. He kindly asks that you do not bring spray sunscreen. These family-friendly trips can host up to 6 people, so make sure you bring some good company! Read More

Deep Sea Fishing Charter in Marathon

Marathon Key Swordfish Hunt

NEW
32 ft 1 - 6 People From $2,090
See All Deep Dropping Trips in Big Pine Key

Everything to Know About Booking a Big Pine Key deep dropping charter

What are the best deep dropping charters in Big Pine Key?

Our Damn Good Guides currently offer 14 deep dropping trips in Big Pine Key, 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 Big Pine Key are rated a 4.73 out of 5 based on 2627 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, Marathon and Naval Air Station Key West.

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

What types of deep dropping charters are common in Big Pine Key?

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

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

How much do Big Pine Key deep dropping fishing charters cost?

for deep dropping in Big Pine Key prices can range anywhere from about $850 to $2,160, but the average price for a half day trip for deep dropping in Big Pine Key is $1,015. The average price for a full day trip for deep dropping in Big Pine Key is $1,730.

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

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

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

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

Recent Reviews of Captain Experiences

  • ★★★★★
    The best charter captain we have found and we have been on charters all over Fl.

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

  • ★★★★★
    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

  • ★★★★★
    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

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

    Thomas E. with Ben Z. of Marathon, 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

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    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

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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 Big Pine Key