Damn Good Sheepshead Fishing Charters In Boca Grande Pass

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

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Recently Booked Sheepshead Fishing Charters In Boca Grande Pass

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Inshore Bay Trip - 23' Aqua Star

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

Fort Myers/Sanibel Fishing Trip

100% (17)
24 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Half Day AM Or PM - Cape Coral

86% (7)
24 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Fort Myers Beach

Fort Myers Hook Up!

100% (2)
23 ft 1 - 12 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, River, Flats in Cape Coral

Inshore Bay/flats

100% (2)
25 ft 1 - 6 People From $550
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, Flats in Cape Coral

4 Hour Inshore

NEW
25 ft 1 - 4 People From $600

Top Types of Sheepshead Trips in Boca Grande Pass

“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.”

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More Sheepshead Fishing Charters In Boca Grande Pass

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Fort Myers Beach

Back Bay Trip – 27’ Carolina

100% (11)
27 ft 1 - 6 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Fort Myers Beach

Fort Myers Inshore Fishing Trip

100% (3)
25 ft 1 - 6 People From $525
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cape Coral

Saltwater Fly Fishing Action

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

Inshore, River, Flats in Cape Coral

Full Day Or 3/4 Day - Cape Coral

86% (7)
22 ft 1 - 4 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Captiva

Half Day Trip AM Or PM - Captiva

86% (7)
24 ft 1 - 4 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River, Flats in Sanibel

Half Day Trip AM Or PM - Sanibel

86% (7)
24 ft 1 - 4 People From $600
See All Sheepshead Trips in Boca Grande Pass

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Everything to Know About Booking a Boca Grande Pass sheepshead fishing charter

What are the best sheepshead fishing charters in Boca Grande Pass?

The best sheepshead fishing charters in Boca Grande Pass are:

Why should I book a sheepshead fishing charter in Boca Grande Pass with Captain Experiences?

Our Damn Good Guides currently offer 19 sheepshead trips in Boca Grande Pass, and the most popular trips in the area are Inshore Bay Trip - 23' Aqua Star guided by , Half Day AM or PM - Cape Coral guided by , and Fort Myers/Sanibel Fishing Trip guided by .

Our guides in Boca Grande Pass are rated a 4.95 out of 5 based on 4082 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 Boca Grande Pass? Check out our beginner and family friendly sheepshead guides in Boca Grande Pass.

What types of sheepshead fishing charters are common in Boca Grande Pass?

Deep Sea fishing is the most popular type of fishing for sheepshead in Boca Grande Pass as well as inshore fishing, flats fishing, and nearshore fishing.

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

How much do Boca Grande Pass sheepshead fishing charters cost?

Prices for sheepshead in Boca Grande Pass can range anywhere from about $550 to $1,200, but the average price for a half day trip for sheepshead in Boca Grande Pass is $672. The average price for a full day trip for sheepshead in Boca Grande Pass is $952.

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 Boca Grande Pass?

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

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

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

Recent Reviews

  • ★★★★★
    Great trip, caught a ton of fish! Capt. Andre was a lot of fun!

    Mark K. | March 4, 2025

    Trip: Half Day AM or PM - Cape Coral

  • ★★★★★
    Leighton was experienced, knowledgeable, personable, and a fantastic guide. We were very pleased with our trip and will definitely use him again. We could not be happier.

    John L. | February 26, 2025

    Trip: Fishing Nirvana in Boca Grande

  • ★★★★★
    James was GREAT! We had a wonderful time! He is very knowledgeable about the water and fishing and taught us a ton. He was very patient with my two boys and really catered to them! Would recommend!!!

    Amber M. | February 16, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Billy was great! He put us on fish multiple times. He helped my 12 year old son catch almost 20 fish.

    Isaac H. | February 16, 2025

    Trip: Inshore Bay/flats

  • ★★★★★
    James is one incredible individual above the captain title, with that said he moved us around on top of fish all day. Incredibly easy going and ask us exactly what we wanted and man did he deliver. Equipment was fantastic, boat is very nice and has tons of live bait. We couldn’t be happier with this charter and will absolutely take this trip again. I highly recommend as this was above and beyond an incredible experience!!!

    Lance M. | February 13, 2025

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Great trip!

    Amy S. | February 1, 2025

    Trip: Inshore Bay/flats

  • ★★★★★
    Great charter trip! Caught plenty of fish, captain was knowledgeable, fun and made our day fantastic

    Robert B. | January 1, 2025

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    Wonderful day on the water! Jesse took our family of 6 out for a full day. We did a little bit of everything, inshore & off shore fishing, dolphin watching, even a great lunch recommendation stop. Now back to our VRBO to cook some of the days catch! Jesse gets our 10/10 rating, we had a GREAT day!

    Meggin F. | December 31, 2024

    Trip: Fort Myers Hook Up!

  • ★★★★★
    Richard and Captain Kenny were great. They knew hotspots to fish and were extremely friendly. Would highly recommend!

    Mike W. | December 24, 2024

    Trip: Back Bay Trip – 27’ Carolina

  • ★★★★★
    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

  • ★★★★★
    James is as good as it gets.

    Tom D. | June 17, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    My wife and I had a great day on the water with James. He was personable and informative (marine science degree I believe).He obviously knows his way around the Ft Myers waters. Put us on snook, redfish, trout, and even some grouper and mackerel. He even got my wife to fish and we got to watch her fight a big red. Love his preference to catch and release.Highly recommend. Tons of fun. Thanks James

    Glenn K. | June 3, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Great guide and person. Fishing was great will be back again someday.

    Nathan G. | May 6, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Capt. James’ excellent customer care and service was only exceeded by his fishing and boating knowledge. We felt safe and well cared for on a two day trip where both days exceeded our expectations! We experienced great numbers of fish caught, which was exactly what we asked him to provide us! Kudos to a genuinely nice young man who damn sure knows how to help you catch fish and have fun! Good boat and equipment as well. 5 stars easy!

    Patrick M. | April 16, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    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

  • ★★★★★
    James was excellent. Very knowledgeable and personable. Put us on fish all morning. I would highly recommended him.

    Mike S. | April 7, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    Captain James was amazing. He was very helpful and patient with my kids. Robbie

    Robert G. | April 6, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

  • ★★★★★
    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

  • ★★★★★
    James was a great captain! He and his first mate were great with our kids and super helpful with always keeping bait on and casts in the best spots. He was very knowledgeable about the area, the different types of fish and how to spot the right areas. We would highly recommend taking a day trip with James.

    Erica L. | March 29, 2024

    Trip: Fort Myers/Sanibel Fishing Trip

Other Hunting Species in Boca Grande Pass

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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 Boca Grande Pass