Damn Good Sheepshead Fishing Charters In The Caloosahatchee River

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

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Recently Booked Sheepshead Fishing Charters In The Caloosahatchee River

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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Inshore/Flats Trip

NEW
26 ft 1 - 6 People From $550
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Fort Myers

Fishing Thrills In Fort Myers

100% (5)
22 ft 1 - 4 People From $550

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Everything to Know About Booking a Caloosahatchee River sheepshead fishing charter

Why should I book a sheepshead fishing charter in the Caloosahatchee River with Captain Experiences?

Our Damn Good Guides currently offer 3 sheepshead trips in the Caloosahatchee River, and the most popular trips in the area are Fort Myers/Sanibel Fishing Trip guided by James, Inshore/Flats Trip guided by Alan, and Fishing Thrills In Fort Myers guided by Dalton.

Our guides in the Caloosahatchee River are rated a 4.96 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 the Caloosahatchee River? Check out our beginner and family friendly sheepshead guides in the Caloosahatchee River.

What types of sheepshead fishing charters are common in the Caloosahatchee River?

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

The most common fishing techniques in the Caloosahatchee River are artificial lure fishing, bottom fishing, and light tackle fishing but live bait fishing and cut bait fishing are popular as well.

How much do Caloosahatchee River sheepshead fishing charters cost?

Prices for sheepshead in the Caloosahatchee River can range anywhere from about $550 to $1,055, but the average price for a half day trip for sheepshead in the Caloosahatchee River is $628. The average price for a full day trip for sheepshead in the Caloosahatchee River is $944.

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 the Caloosahatchee River?

The most popular season for sheepshead fishing in the Caloosahatchee River is spring, and most anglers book their trips 25 days in advance.

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

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

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

  • ★★★★★
    James is the man! He knew right where the fish would be. He was also great with our kids helping them and teaching them the ways, especially with our young daughter who beat us all. Both kids had a blast. Our family had a great time! We will definitely be going out with you againa. Thanks again, James!

    Donald S. | August 11, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    We had a phenomenal experience with James! He was knowledgeable and funny with a clean boat and excellent fishing equipment. Highly recommend ⭐️⭐️⭐️⭐️⭐️

    Tammy P. | July 19, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Captain Dalton did a great job and so knowledgeable of the area. His knowledge of the fish, areas to fish, is excellent. His old Florida mantra made the trip top notch. We will be looking for hIm on our next trip to FT. MYERS

    Ronald K. | July 5, 2025

    Trip: Fishing Thrills In Fort Myers

  • ★★★★★
    James was great and put us on the fish right away. Knowledgeable and friendly, our family had a great time.

    Brandon C. | March 21, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

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