Damn Good Deep Dropping Charters In Englewood

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4.88/5 Average Rating

Recently Booked Deep Dropping Charters In Englewood, Fl

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 in Englewood

6-8 Hour Offshore (Up To 30 Miles)

100% (5)
36 ft 1 - 12 People From $1,850
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

Deep Sea Fishing in Englewood

8 Hour Offshore (Up To 60 Miles)

100% (5)
36 ft 1 - 12 People From $2,600
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 in Englewood

16 Hour Pulley Ridge Trip

100% (5)
36 ft 1 - 12 People From $5,000
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 in Englewood

American Red Snapper (Seasonal)

100% (5)
36 ft 1 - 12 People From $3,000
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 in Englewood

12 Hour Offshore (80 To 100 Miles)

100% (5)
36 ft 1 - 12 People From $4,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Placida

Pully Ridge Deep Drop Trip

100% (4)
34 ft 1 - 12 People From $4,800

What makes Captain Experiences Damn Good?

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4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

4.9 / 5 Average Rating

“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

Top Species for Deep Dropping in Englewood

All Target Species in Englewood

  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Deep Dropping Charters In Englewood, Fl

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Deep Sea, Nearshore Fishing in Nokomis

Nokomis Offshore/Nearshore

100% (2)
39 ft 1 - 6 People From $2,200
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Deep Sea Fishing in Bokeelia

18-20hr Deep Drop

100% (1)
34 ft 1 - 8 People From $4,500
Fishing in Destin
Fishing in Destin
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Deep Sea Fishing in Bokeelia

Grouper/Snapper 40mi+

100% (1)
34 ft 1 - 12 People From $2,000
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, Nearshore Fishing in Sarasota

8 Hours Fishing Trip

100% (51)
27 ft 1 - 6 People From $700
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 in Sarasota

4 Hours Fishing Trip

100% (51)
27 ft 1 - 6 People From $600
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, Nearshore Fishing in Sarasota

6 Hour Sarasota Fishing Trip

100% (51)
27 ft 1 - 6 People From $650

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Inshore Fishing in Bokeelia

Bokeelia Tarpon Fishing

100% (5)
24 ft 1 - 3 People From $1,100
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Inshore, Nearshore Fishing in Bokeelia

Bokeelia Half Day Inshore

100% (5)
24 ft 1 - 4 People From $550
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Fishing in Destin
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Inshore, Nearshore, Flats in Placida

Boca Grande Tarpon

100% (3)
24 ft 1 - 3 People From $950
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Fishing in Destin
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Inshore, Nearshore Fishing in Bokeelia

Fort Myers Fishing Rodeo

NEW
24 ft 1 - 4 People From $1,000
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Sarasota

Bountiful Backwaters Of Sarasota

100% (14)
22 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Englewood

Inshore Trip - 23 Parker Custom

100% (18)
25 ft 1 - 6 People From $495
Fishing in Destin
Fishing in Destin
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Inshore Fishing in Englewood

Tarpon Trip - 25’ Sea Born FX25

100% (18)
25 ft 1 - 6 People From $775
Fishing in Destin
Fishing in Destin
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Inshore, Flats Fishing in Punta Gorda

Fly Fishing Port Charlotte

100% (4)
17 ft 1 - 2 People From $550
Fishing in Destin
Fishing in Destin
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Inshore, Flats Fishing in Boca Grande

Wading Trip

100% (4)
1 - 2 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Boca Grande

Boca Grande Pass Legendary Tarpon

100% (37)
24 ft 1 - 5 People From $900
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
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Inshore, Flats Fishing in Boca Grande

Boca Grande Tarpon - 95% Success

99% (102)
21 ft 1 - 4 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Sarasota

Sarasota Offshore Grocery Run

100% (16)
29 ft 1 - 6 People From $1,700

Didn't Find What You Were Looking For?

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:

Everything to Know About Booking an Englewood deep dropping charter

What are the best deep dropping charters in Englewood?

The best deep dropping charters in Englewood are:

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

Our Damn Good Guides currently offer 12 deep dropping trips in Englewood, and the most popular trips in the area are 6-8 Hour Offshore (Up To 30 Miles) guided by Dave, 8 Hour Offshore (Up To 60 Miles) guided by Dave, and 16 Hour Pulley Ridge Trip guided by Dave.

Our guides in Englewood are rated a 4.88 out of 5 based on 8319 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 in Englewood? Check out our beginner and family friendly deep dropping guides in Englewood.

What types of deep dropping charters are common in Englewood?

Deep Sea fishing is the most popular type of fishing for deep dropping in Englewood.

The most commonly sought after species for deep dropping in Englewood are: 1. red snapper, 2. african pompano, 3. almaco jack, 4. gag grouper, and 5. triggerfish.

How much do Englewood deep dropping fishing charters cost?

Prices for deep dropping in Englewood can range anywhere from about $1,290 to $9,600, but the average price for a half day trip for deep dropping in Englewood is $1,080. The average price for a full day trip for deep dropping in Englewood is $5,242.

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 on a deep dropping charter in Englewood?

The most popular season to go on a deep dropping charter in Englewood is summer, and most anglers book their trips 11 days in advance.

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

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

Recent Reviews

  • ★★★★★
    We had a great time. Capt Vasiliy kept us on fish and made the trip even better with his conversation. Highly recommended!

    Steven H. | May 28, 2026

    Trip: 6 Hour Sarasota Fishing Trip

  • ★★★★★
    Captain Josh was fantastic - he took grest care of my family and I, caught a ton a great fish, and enjoyed the amazing boat. He and his assistant were extremely enthusiastic and were great in teaching my kids about fishing in the Gulf. Great times had by all and would greatly recommend him.

    Christopher J. | April 13, 2026

    Trip: Nokomis Offshore/Nearshore

  • ★★★★★
    Great time out with the captain. Caught 20+ fish and enjoyed some great music.

    Nate S. | February 19, 2026

    Trip: 6 Hour Sarasota Fishing Trip

  • ★★★★★
    My uncle and I went out offshore and had a great trip! Vasiliy was awesome and made sure we were well taken care of. We’ll be back!

    Ric M. | February 16, 2026

    Trip: 4 Hours Fishing Trip

  • ★★★★★
    It was a beautiful day on the water with fishing guide Vasiliy. I was surprised on how many fish we caught. It was great variety of fish as well. Vasiliy was very informative about fishing requirements and regulations. Thanks a lot for a wonderful day. Cooked the fish up tonight and it was delicious.

    Nevin T. | January 18, 2026

    Trip: 6 Hour Sarasota Fishing Trip

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Last updated: July 16, 2026

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See All Deep Dropping Trips in Englewood