Damn Good Sheepshead Fishing Charters In Captiva

Check real-time availability and compare rates on Captiva sheepshead fishing trips. Confidently book your next day on the water.

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Recently Booked Sheepshead Fishing Charters In Captiva, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats Fishing Charter in Captiva

Full Day Trip - Captiva

83% (6)
1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats Fishing Charter in Captiva

Half Day Tarpon - Captiva

83% (6)
1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats Fishing Charter in Captiva

Half Day Trip AM Or PM - Captiva

83% (6)
24 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats Fishing Charter near Captiva

Inshore / Backwater Fishing

NEW
22 ft 1 - 8 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats Fishing Charter near Captiva

Half Day Trip AM Or PM - Sanibel

83% (6)
24 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River, Flats Fishing Charter near Captiva

Inshore Bay/flats

NEW
25 ft 1 - 6 People From $500

Top Types of Sheepshead Trips in Captiva

“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

Target Species in Captiva

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 Sheepshead Fishing Charters In Captiva, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter near Captiva

Inshore Bay Trip - 23' Aqua Star

100% (1)
23 ft 1 - 5 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter near Captiva

Saltwater Fly Fishing Action

NEW
23 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing Charter near Captiva

Fort Myers Hook Up!

100% (1)
23 ft 1 - 12 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing Charter near Captiva

4 Hour Backwater/Nearcoastal

NEW
23 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter near Captiva

Gallivanting Estero Bay

100% (1)
22 ft 1 - 4 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter near Captiva

Half Day AM Or PM - Cape Coral

83% (6)
24 ft 1 - 4 People From $600
See All Sheepshead Trips in Captiva

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Everything to Know About Booking a Captiva sheepshead fishing charter

What are the best sheepshead fishing charters in Captiva?

The best sheepshead fishing charters in Captiva are:

Why should I book a sheepshead fishing charter in Captiva with Captain Experiences?

Our Damn Good Guides currently offer 22 sheepshead trips in Captiva, and the most popular trips in the area are Full Day Trip - Captiva guided by Andre, Half Day Trip AM or PM - Captiva guided by Andre, and Half Day Tarpon - Captiva guided by Andre.

Our guides in Captiva are rated a 4.91 out of 5 based on 3807 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 sheepshead guides / fishing lessons in Captiva? Check out our beginner and family friendly sheepshead guides in Captiva.

What types of sheepshead fishing charters are common in Captiva?

Inshore fishing is the most popular type of fishing for sheepshead in Captiva as well as flats fishing, nearshore fishing, and river fishing.

The most common fishing techniques in Captiva are light tackle fishing, bottom fishing, and live bait fishing but artificial lure fishing and heavy tackle fishing are popular as well.

How much do Captiva sheepshead fishing charters cost?

Prices for sheepshead in Captiva can range anywhere from about $550 to $1,800, but the average price for a half day trip for sheepshead in Captiva is $756. The average price for a full day trip for sheepshead in Captiva is $1,164.

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 sheepshead fishing in Captiva?

The most popular season for sheepshead fishing in Captiva is spring, and most anglers book their trips 12 days in advance.

Do I need a Captiva fishing license for sheepshead and what are the bag limits for sheepshead in Captiva?

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

Recent Reviews

  • ★★★★★
    Captain Jesse was AMAZING! We had so much fun and were catching fish constantly. A spectacular day on the water with the fabulous Captain Jesse at the helm! So many beautiful birds, wildlife and dolphins!!

    Mary R. | December 7, 2024

    Trip: Fort Myers Hook Up!

  • ★★★★★
    Captain was very nice, he rigged all of the poles and took us to lots of different locations trying to find fish. Used all kinds of bait, gave us pointers, but because of a tropical storm the week before the fish just were not biting.

    Bobby H. | August 14, 2024

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    I had a great experience with Andre. He is very attentive and helpful. He put me on some great fish. Thanks again Andre

    Glenn S. | April 8, 2024

    Trip: Half Day Trip AM or PM - Sanibel

  • ★★★★★
    This was exactly the fishing fun we needed for our super spur of the moment trip with a teenaged kid that wanted to catch fish in Florida. Lots of different species, super friendly contain and never a dull moment. It helped that the weather was great and we caught lots of fish.

    Michelle K. | March 31, 2024

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Rod was drip!

    Quinton S. | March 20, 2024

    Trip: Fort Myers Inshore Fishing Trip

  • ★★★★★
    We had a great afternoon with Captain Logan. I appreciated his calmness and friendliness. He surely knows the fishing spots well and we got enough keepers for a nice meal for my visiting relatives. I would definitely call on him again.

    Cathy C. | March 3, 2024

    Trip: 4 - 8 Hour Trips with Capt. Logan

  • ★★★★★
    Andre was a blast to fish with. Super patient with my 4 year old daughter, helped her catch a fish. Put us on fish all day. Will book again.

    Rob C. | March 2, 2024

    Trip: Half Day AM or PM - Cape Coral

  • ★★★★★
    Captain Kenny was outstanding. He got us reeling in fish right away. We kept him bust baiting hooks and netting big fish until it was time to call it a day. Great day fishing. Highly recommend, thank you very much. Looking forward to another fishing trip with him next year.

    Samuel W. | February 21, 2024

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    We had a great time on our trip! Kenny was very happy to explain the area to us and very good at getting us in the zone.

    Diane F. | February 16, 2024

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Great fishing with Andre Caught a bunch Great time

    Jason S. | February 9, 2024

    Trip: Half Day AM or PM - Cape Coral

  • ★★★★★
    Had a blast

    Larry S. | January 30, 2024

    Trip: Full Day or 3/4 Day - Sanibel

  • ★★★★★
    Had a GREAT time with Brandon! Very knowledgeable and put us on fish quickly. We will definitely be booking him again!

    Andrew P. | January 23, 2024

    Trip: Cape Coral Inshore Excursion

  • ★★★★★
    Andre was great! we were dealing with a cold front that had been there for a couple of days. I was wanting a snook to cross it off my list ,it was going to be a challenge. not only did Andre find the snook we caught multiple, hooked a 40 incher and landed a 30 inch

    Kenneth C. | December 31, 2023

    Trip: Half Day AM or PM - Cape Coral

  • ★★★★★
    Had a great time. Even though the fish weren't hitting hard, we caught some and the captain was very patient and worked hard to make it a great experience.

    Mendel M. | November 26, 2023

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Captain Rich was by far the best captain we have ever had during our fishing adventures! His boat was very comfortable. He made the effort to go to the fishing spots that would get us the most action. He was fun, funny and very quick to re-bait our hooks as soon as we lost our bait to the "nibblers" out there. My fiance and I cannot wait to go out with him again! Janet

    David D. | July 11, 2023

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Neal was an awesome fishing guide and was very knowledgeable of the local area.

    Tim O. | May 26, 2023

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Awesome trip went out with Captain Kenny did a great job put us on fish right away. My wife went along on the trip and she is not a fisher person Kenny did a great job with her and she caught her first shark. Thanks for the great time and unforgettable memories.

    Christopher J. | April 8, 2023

    Trip: Fort Myers Inshore Fishing Trip

  • ★★★★★
    Excellent trip Kenny our guide was very knowledgeable on locating fish.

    Stan O. | March 18, 2023

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Our skipper was awesome! I am terrible with names but I believe it was Captain Kenny. He was great with the kids and we caught our dinner with leftovers to spare. We will definitely be back next year

    Christopher W. | March 16, 2023

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Very good half-day charter. We caught lots of fish right in the bay and would be a great trip for families with kids.

    Bill S. | September 19, 2022

    Trip: Fort Myers Inshore Fishing Trip

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:

See All Sheepshead Trips in Captiva