Seasonality
Sheepshead fishing in Holiday varies moderately throughout the year. High season is January to February and December. Low season is April to October. There is no closed season.
Holiday Sheepshead Fishing Charters
The best out of 135 charter fishing deals in Holiday - enter dates to check availability
Top Sheepshead Fishing in Holiday
Showing top 10 charters
6 Hour Trip (PM)
+7
If 4 hours isn't enough to get your fishing on, this trip will scratch that itch! The captain will take you fishing in the gorgeous nearshore and inshore waters of the area. You can target species like the Redfish, Tripletail, Snook, Sheepshead, Cobia, Spotted Seatrout, Bonnethead Shark, Gag Grouper, Jack Crevalle, and others you run into.
Price for up to 2 people
US $800
5hr Afternoon River trip
+3
New trip for 2025 ! We will spend 5 hours fishing the back country of the anclote river! Pitching docks , Oyster Beds , and Deep holes in search of Sheepshead, Redfish, Black Drum, and Trout . These river trips are a great way to be protected from the wind , stay warm, and fill the box with great table fare on our cold florida afternoons !
Price for up to 3 people
US $550
6 Hour Nearshore Fishing Trip
+8
This is for the anglers that are looking to put some fish in the cooler. We will be fishing within 9 miles of the shore in Florida state waters in depths up to 50 feet deep, we will use a few different techniques to target fish such as mangrove snapper, grey snapper, lane snapper, hogfish, grouper, Spanish mackerel, king mackerel, cobia, and much more. We will have great action catching!
This is a very weather depended trip, and we will have to keep an eye on the forecast as we get close to your date
Price for up to 3 people
US $1,000
3/4 Day Trip
+8
This trip is recommended for those looking for some fun offshore action while not having to worry about the commute cutting into your fishing time. You'll head out to a number of reefs and other fishing grounds where trolling is ideal. You'll target Kingfish, Spanish Mackerel, Cobia, Hogfish, Snapper, and more! Tackle, bait, and licenses are included and you'll be provided with snacks and water as well. Get ready for a fun adventure and book this trip today!
Price for up to 2 people
US $900
5 Hour Trip – Inshore/Nearshore
+7
Enjoy an early morning adventure on the Gulf and get out fishing! Your charter will encompass the nearshore grounds for Snapper, Redfish, Snook, and Spotted Seatrout. All rods, reels, and tackle are included in the price so you can focus on what really matters, fishing! Your trip will also include all the necessary fishing licenses for the day. The captain will clean and fillet your catch for you so you can take it home at the end of your trip.
Instant Confirmation
Price for up to 2 people
US $600
6 Hour Trip- Inshore
+4
Set sail for adventure with our 6-hour inshore fishing trip, perfect for up to 4 persons! We will focus on redfish, snook, trout, jack crevalle, spanish mackerel, and many more! Everything you need for an unforgettable day on the water is included. Join Clearwater Fishing Adventures LLC and reel in the memories!
**Start times can vary based on client preference as well as weather.
Instant Confirmation
Price for up to 4 people
US $800
Half Day Fishing Trip (PM)
+8
Make the most of your time in Florida and go fishing with Fish Fixation Charters and Captain Danny Riffe! Tarpon Springs, Florida boasts top tier fishing with species like redfish, snook and trout crushing bait year round! We have a plethora of species bo
Instant Confirmation
Price for up to 4 people
US $700
Holiday Sheepshead Fishing Seasons
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Holiday
5/5
What anglers said about Sheepshead Fishing in Holiday
Tom B.
Reviewed Full Day Trip
Full day trip
5/5
We had an amazing experience fishing with Captain Carlos and Captain Jeremy. They had us on fish at every stop. Big red groupers and a bunch of snappers to bring home. Could not of asked for a better time. It was so much fun we booked with them again two days later for sheepshead and hogfish. The boat was comfortable and fast. Both the Captain and Mate were very professional. They will be my choice whenever I am in the area.
Robert B.
Reviewed 6 Hour Coral Bottom Fishing Trip
6 hour Reef Trip
5/5
Captain Carlos and mate Jeremy were top notch; they knew where the fish were and kept us in them throughout the trip. We limited on Sheepshead(24 for 3 people), myself and my daughter caught our 1st ever Hogfish after Captain Carlos said we had a good shot at them. What a riot this trip was. Carlis and Jeremy are knowledgeable and just great people to be around and fish with. Lots of laughs; great fishing and good music to top it off. Great experience and will definitely do this again.
Rosemarie N.
Reviewed Half Day Fishing Trip (AM)
The best
5/5
I brought my husband to get away and not think so much of dad being gone 3 years in just a few days , Danny did that! Great conversation , many locations to fish! He did it!! ❤️
Jay T.
Reviewed 6 Hour Trip - Inshore
Great day on the water
5/5
Capt Michael was great. He took us to every spot he knew to put us on fish. It was a hot day and the fishing was tough but we caught our limit in Reds and actually had to throw back a couple of big ones.
Steven N.
Reviewed Two Hour Fishing Trip (PM)
Awesome Fishing Trip for my Daughters Birthday
5/5
We caught fish on our first casts! Captain Danny is the best, so friendly, an educational person, and provided us a wonderful day of fishing on his boat!