Damn Good Deep Dropping Charters In Englewood

Check real-time availability and compare rates on Englewood deep dropping fishing trips. Confidently book your next day on the water.

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Recently Booked Deep Dropping Charters In Englewood, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

American Red Snapper (Seasonal)

100% (2)
36 ft 1 - 12 People From $3,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

6-8 Hour Offshore (Up To 30 Miles)

100% (2)
36 ft 1 - 12 People From $1,850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

12 Hour Offshore (80 To 100 Miles)

100% (2)
36 ft 1 - 12 People From $4,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

8 Hour Offshore (Up To 60 Miles)

100% (2)
36 ft 1 - 12 People From $2,600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

16 Hour Pulley Ridge Trip

100% (2)
36 ft 1 - 12 People From $5,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Bokeelia

18-20hr Deep Drop

100% (1)
34 ft 1 - 8 People From $4,500

Top Types of Deep Dropping Trips in Englewood

Top Species for Deep Dropping in Englewood

“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

All Target Species in Englewood

View Full Species Seasonality Chart »
  • 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

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% (32)
27 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Nokomis

Nokomis Offshore/Nearshore

NEW
39 ft 1 - 6 People From $2,200
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% (32)
27 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Bokeelia

18-20hr Deep Drop

100% (1)
34 ft 1 - 8 People From $4,500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

16 Hour Pulley Ridge Trip

100% (2)
36 ft 1 - 12 People From $5,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Englewood

8 Hour Offshore (Up To 60 Miles)

100% (2)
36 ft 1 - 12 People From $2,600
See All Deep Dropping Trips in Englewood

Other Captain Experiences Trips in Englewood

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Bokeelia

Bokeelia Tarpon Fishing

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

Inshore, Nearshore Fishing in Bokeelia

Bokeelia Half Day Inshore

100% (5)
24 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Placida

Boca Grande Tarpon

100% (2)
24 ft 1 - 3 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Bokeelia

Fort Myers Fishing Rodeo

NEW
21 ft 1 - 4 People From $600
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Sarasota

Bountiful Backwaters Of Sarasota

100% (13)
22 ft 1 - 4 People From $450
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Englewood

Inshore Trip - 23 Parker Custom

100% (15)
25 ft 1 - 6 People From $495
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Englewood

Tarpon Trip - 25’ Sea Born FX25

100% (15)
25 ft 1 - 6 People From $775
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Punta Gorda

Fly Fishing Port Charlotte

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

Inshore, Flats Fishing in Boca Grande

Wading Trip

100% (2)
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% (28)
24 ft 1 - 5 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, Flats Fishing in Boca Grande

Boca Grande Tarpon - 95% Success

99% (90)
21 ft 1 - 4 People From $750
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Sarasota

Sarasota Offshore Grocery Run

100% (13)
29 ft 1 - 6 People From $1,500

Need a Place to Stay?

Everything to Know About Booking an Englewood deep dropping charter

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

Our Damn Good Guides currently offer 11 deep dropping trips in Englewood, and the most popular trips in the area are American Red Snapper (Seasonal) guided by Dave, 6-8 Hour Offshore (Up To 30 Miles) guided by Dave, and 12 Hour Offshore (80 To 100 Miles) guided by Dave.

Our guides in Englewood are rated a 4.89 out of 5 based on 5945 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 as well as deep sea fishing, nearshore fishing, and inshore fishing.

The most commonly sought after species for deep dropping in Englewood are: 1. queen snapper, 2. snowy grouper, 3. tilefish, 4. wahoo, and 5. warsaw grouper.

How much do Englewood deep dropping fishing charters cost?

Prices for deep dropping in Englewood can range anywhere from about $1,220 to $9,000, 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 $4,864.

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 fishing guide will always know the right rules and regulations in Englewood.

Recent Reviews

  • ★★★★★
    Had lots of fun

    Elam P. | November 13, 2025

    Trip: 4 Hours Fishing Trip

  • ★★★★★
    Awesome time can’t wait to do it again. Highly recommended!!! Vasiliy waited for us to get a cooler and ice to bring the fish back with us. We cooked the fish the next night. Great Captain Vasiliy thanks for a awesome time!

    Phil L. | July 13, 2025

    Trip: 6 Hour Sarasota Fishing Trip

  • ★★★★★
    Great trip! Very knowledgeable, friendly and alert to customers needs. We had a blast! Thanks again!

    Chris G. | June 19, 2025

    Trip: 6 Hour Sarasota Fishing Trip

  • ★★★★★
    Great trip!

    Justin L. | May 21, 2025

    Trip: 8 Hours Fishing Trip

  • ★★★★★
    Great fishing!! Got 30 fish in 4 hours! Had a lot of fun!

    Allayna O. | February 15, 2025

    Trip: 4 Hours Fishing Trip

Other Fishing Techniques in Englewood

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See All Deep Dropping Trips in Englewood