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, Dolphin Watching, Shelling in Captiva

Captiva And Sanibel Fishing Trip

100% (2)
24 ft 1 - 12 People From $350
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Matlacha

Cape Coral Inshore - 21’ Tidewater

100% (5)
21 ft 1 - 4 People From $600
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, Nearshore, Flats in Fort Myers Beach

SWFL Inshore/Back Bay Fishing

100% (3)
22 ft 1 - 4 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Naples

Inshore / Backwater Fishing

100% (1)
22 ft 1 - 8 People From $550
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, Nearshore, Flats in Fort Myers Beach

Fort Myers/Sanibel Fishing Trip

100% (54)
24 ft 1 - 5 People From $550

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

All 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

Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
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Inshore, Nearshore, Flats in Bokeelia

Cape Coral Inshore Excursion

100% (9)
22 ft 1 - 6 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Punta Gorda

4 To 8 Hour Tarpon Trip

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

Inshore, Nearshore Fishing in Naples

4 Hour Backwater/Nearcoastal

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

Inshore, Nearshore Fishing in Fort Myers Beach

Fort Myers Inshore Fishing Trip

100% (9)
25 ft 1 - 6 People From $525
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, Nearshore Fishing in Fort Myers Beach

Fort Myers Beach Local Captain.

100% (24)
23 ft 1 - 12 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Cape Coral

Inshore Bay / Flats

100% (14)
25 ft 1 - 6 People From $550
See All Sheepshead Trips in Captiva

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Everything to Know About Booking a Captiva sheepshead fishing charter

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

Our Damn Good Guides currently offer 37 sheepshead trips in Captiva, and the most popular trips in the area are Captiva And Sanibel Fishing Trip guided by Ray, Cape Coral Inshore - 21’ Tidewater guided by Drew, and Fly Fishing Port Charlotte guided by Leighton.

Our guides in Captiva are rated a 4.98 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 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, live bait fishing, and bottom fishing but artificial lure fishing and cut bait 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 $1,700, but the average price for a half day trip for sheepshead in Captiva is $810. The average price for a full day trip for sheepshead in Captiva is $1,175.

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 is a real professional!! We were on snook minutes from leaving the dock. We caught Red grouper, gag grouper, mangrove snapper and snook. My wife and I highly recommend Captain James.

    Jack L. | November 15, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Captain Jesse knew where the fish were and just a great captain to hang with very knowledgeable would for sure go out on his boat with him again

    Michael A. | November 9, 2025

    Trip: Fort Myers Beach Local Captain.

  • ★★★★★
    Amazing trip. Caught a variety and saw plenty of amazing places.

    Nicholas J. | November 4, 2025

    Trip: Fort Myers Beach Fishing Charters

  • ★★★★★
    Excellent day on the water with Logan and Austin. We will enjoy another day on the water with Logan and Austin in the spring. Both knowledgeable fishermen and great people.

    Earl S. | November 1, 2025

    Trip: 4 - 8 Hour Trips With Capt. Logan

  • ★★★★★
    Had a great time catching fish. Billy was patient with us and extremely helpful. 10 out of 10 would recommend!

    Sebastian L. | October 4, 2025

    Trip: Inshore Bay / Flats

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What's biting in Captiva?

View Sheepshead Fishing Reports from our damn good guides.

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See All Sheepshead Trips in Captiva