Damn Good Deep Dropping Charters

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“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Deep Dropping Charters

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Key Largo

Swordfish Slam

100% (3) Guided by Eric
35 ft 1 - 6 People From $2,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Islamorada

Deep Sea Trophy Hunt

NEW Guided by Ken
45 ft 1 - 6 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Pensacola

Quick Trips! Kid Friendly

100% (2) Guided by Trey
23 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter in Fort Lauderdale

Daily Reef Fishing (Shared Trip)

50% (2) Guided by Andrew
85 ft 1 - 15 People From $69
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Miami Beach

Full Day Off Shore Deep Sea Fishing

100% (4) Guided by Ralph
45 ft 1 - 6 People From $850
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Key West

Key West Deep Sea Run - 40' Luhrs

94% (18) Managed by Mark
40 ft 1 - 6 People From $1,400
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Everything to Know About Booking a deep dropping charter

What are the best deep dropping charters?

The best deep dropping charters are:

Why should I book a deep dropping charter with Captain Experiences?

Our Damn Good Guides currently offer 330 deep dropping trips, and the most popular trips are 10- 20 mile Keeper trip guided by Leon, Deep Sea, Wreck and Reef guided by Dan, and Key Largo Reef and Offshore guided by Jim.

Our guides are rated a 4.85 out of 5 based on 3716 verified reviews on Captain Experiences.

All guides on Captain Experiences are 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.

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

What types of deep dropping charters are common?

Deep Sea fishing is the most popular type of fishing for deep dropping as well as nearshore fishing, inshore fishing, and jetty fishing.

The most commonly sought after species for deep dropping are: 1. mahi mahi, 2. wahoo, 3. kingfish, 4. blackfin tuna, and 5. sailfish.

How much do deep dropping fishing charters cost?

Prices deep dropping can range anywhere from about $950 to $7,500, but the average price for a half day trip deep dropping is $2,029. The average price for a full day trip deep dropping is $4,414.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for going on a deep dropping charter?

The most popular season to go on a deep dropping charter is summer, and most anglers book their trips 45 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Captain Walt and Keith were fantastic! Extremely welcoming, knowledgeable, and helpful, plus great to crack a joke and share a laugh with. The waves were choppy when we went out and Walt & Keith guided us through it and took us around the area when we eventually got too sick haha. Highly recommend! I’ll be coming to them again in the future.

    Roberto O. | November 10, 2024

    Trip: Red Snapper Round Up

  • ★★★★★
    Captain Dan and Ryan were fantastic. The ocean was pretty rough that day but they helped us have a great time and pull in quite a few fish. We’ll be back again next year and will definitely look to hire them again!

    Moira V. | November 8, 2024

    Trip: Deep Sea, Wreck and Reef

  • ★★★★★
    We had a blast with Joe and Captain Chuck. Will definitely return!

    Yohannes H. | October 28, 2024

    Trip: Legendary Fishing in Key West

  • ★★★★★
    Tim was great! He made sure we caught lots of fish. The toilet on the boat wasn’t working but I’m still giving 5 stars for Tim!

    Lindsey M. | October 18, 2024

    Trip: 4-8 hr Offshore Fishing (Federal)

  • ★★★★★
    We had a wonderful time with Edmond. He was very prepared for the trip and he did his best to make sure we had every opportunity to catch fish. The bite was tough to get today and we had a few hits that slipped the hook. The weather was perfect and we enjoyed ourselves. I would go with him again.

    Robert K. | October 15, 2024

    Trip: Pompano Fishing Frenzy

  • ★★★★★
    We had such a great time and our guide was fun, knowledgeable, and put us on the fish all trip! We will be going back for sure.

    Rae S. | October 6, 2024

    Trip: Key West Offshore Action

  • ★★★★★
    Awesome day on the water. Will definitely be back

    Steve E. | September 21, 2024

    Trip: 8 Hour Offshore Trip

  • ★★★★★
    Great time with Capt. Daniel . Over 25 years of experience and it shows. Good guy that went the extra mile to make us feel welcomed.

    Brandon &. | September 13, 2024

    Trip: Deep Sea, Wreck and Reef

  • ★★★★★
    We did not go with Captain Robert. We went with Captain Tim. Captain Robert called me the day before the trip to confirm the fishing trip and our plan for the day. We were to meet at the dock at 6:00. The day of the trip, Captain Robert texted me and said we would leave at 7:00 due to the weather. On the way to the dock, a got a call asking were we still going on the trip. I informed them that we were on the way and I was told to be there at 7:00. When we got to the dock, we had two Captains waiting on us. We were informed that there was a mix up and we were going with Captain Tim. We had to stop and get fuel, ice and bait. We trolled near shore and hooked up with a big fish. A dolphin took our fish. My oldest son got seasick. Water was very rough. We returned my son to shore. We started trolling again. Every time we hooked up with a decent fish, dolphins got our catch. We did catch several Bennita's. Alarm on boat started going off. We checked the motor and Captain called to attempt to trouble shoot. Both motors would not start. Finally got motor started but ran with one motor. We could not go to better bottom fishing spot due to running one motor. We came in early due to one motor and alarm going off constantly. Terrible experience! Screwed up from the start.

    Terry H. | September 3, 2024

    Trip: 4-8 hr Offshore Fishing (Federal)

  • ★★★★★
    Captain Brad was awesome! We were part of his crew and although it wasn’t the greatest of water conditions, we still ended the day with fun fishing. Would highly recommend Brad. We will be back

    Bryan S. | August 29, 2024

    Trip: Deep Sea Fishing

  • ★★★★★
    My families trip with Captain John was awesome. John is a humble, hardworking, easy going, chill, dude and fit right in with our families vibe. He was great with our 5 year old son and answered all of his many fishing questions. John made it clear that between the time of year and conditions that day we would have to really work at it to get anything. That’s exactly what we did and we ended up catching a good amount of fish. Most importantly our 5 year old son, who is obsessed with fishing, had the time of his life and caught fish he’s never seen before. 5 stars, highly recommend. If you have a small group this is the charter to go on!

    Jacob D. | August 25, 2024

    Trip: Full Day Private Fishing Charter

  • ★★★★★
    Had a great time!!!!

    Jon T. | August 16, 2024

    Trip: Riviera Beach Luxury Half Day

  • ★★★★★
    Absolutely blast with “Capi”. Knows where the fish area and is an all around fun time. Caught our limit within an hour.

    Jacob G. | August 16, 2024

    Trip: SPI Bottom Fishing and Jigging

  • ★★★★★
    Taylor was very knowledge and so nice! He is very dedicated to his passion.

    Jennifer V. | August 12, 2024

    Trip: 10 hour Extreme Offshore

  • ★★★★★
    The five stars Is not for Robert he was not who took us out the five stars is for Ryan he was awesome. Ryan taught us a lot and was very friendly. Highly recommend going on a trip with Ryan.

    Chandra N. | August 9, 2024

    Trip: 4-8 hr Offshore Fishing (Federal)

  • ★★★★★
    Great day on the water, Captain Mark and mate Will were awesome. They put me on fish and stayed out until the last minute. I would definitely recommend.

    Nicholas W. | August 8, 2024

    Trip: Key West Deep Sea Run - 40' Luhrs

  • ★★★★★
    Excellent trip, everyone had a good time. Limited out on snapper. Will use him again and refer him to others.

    Brian H. | August 2, 2024

    Trip: Texas Gulf Coast Fishing

  • ★★★★★
    Butch and Roy were very welcoming and personable. They made the trip very exciting and inclusive of all on board (beginner and advanced). Lots of laughs and smiles all around. We cannot stop talking about how amazing of an experience this was today. This is a MUST DO!

    Larry S. | August 1, 2024

    Trip: 3/4 day sport fishing Quepos CR.

  • ★★★★★
    Captain Brad and his first mate were awesome!! He really knows his stuff and strives to make sure everyone on board is happy and catch fish. Highly recommend!

    Chad P. | July 31, 2024

    Trip: Deep Sea Fishing

  • ★★★★★
    Our charter with Captain John was incredible! He was very professional but also personable! We enjoyed everything about the fishing trip! We had a beautiful day & caught several large dolphins! Will definitely rebook with Capt. John the next time we are in Key West!

    Deanna H. | July 31, 2024

    Trip: Morning 1/2 Day Fishing Charter

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

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