Coastal Chaos Fishing Charters 

5.0
(273 reviews)
 
State licensed
 69 Bay Esplanade, Clearwater, FL 33767, United States–

Coastal Chaos Fishing Charters 

Clearwater, FL, United States
–
24 ft
5
5.0
(273 reviews)

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Coastal Chaos Fishing Charters offers half and full day fishing experiences out of Clearwater, FL, targeting the rich variety of species which call the area home over the course of the year. Redfish, Snook, Tarpon, Snapper, Cobia, King Mackerel and more are all on the cards for your trip, depending on where and when you choose to fish.

Clearwater tells you all you need to know from its name. Situated just round from the famous Tampa Bay, it is an incredible fishing location in its own right. Sandy shallows ideal for sight fishing give way to vibrant reefs and old wrecks which are the perfect home for big, tasty fish, and Captain Jake will take you to the best of both!

Spend the day aboard Capt. Jake's Skeeter center console. Weighing in at 24', and with plenty of room for 5 guests, this nimble and reliable vessel is perfect for exploring the area's winding backwaters and shallow flats, and with a top speed of 55 knots, she will also get you out to the deeper waters offshore in no time.

The boat is stocked with everything you will need for your trip, from high-quality electronics to top-of-the-line fishing tackle, as well as a silent trolling motor for stealthily stalking the shallows without spooking all the fish. You will also have the choice of realistic lures and livewell full of bursting with fresh live bait, to make sure nothing can resist your hooks.

To make the very most of the diverse range of fish found around Clearwater, Coastal Chaos Fishing Charters will provide you with several options on how to pass your day, depending on your preferred habitat or target species. Spin for Snook and Redfish in the shallows, troll for fast-moving Kingfish out to sea, or hit the reefs in search of bottom fishing favorites like Hogfish. There are as many options as there are species!

All Coastal Chaos Fishing Charters trips come with tackle, bait, and licenses for everyone on board. So grab your camera and your cooler and get ready to make some memories!

Coastal Chaos Fishing Charters offers half and full day fishing experiences out of Clearwater, FL, targeting the rich variety of species which call the area home over the course of the year. Redfish, Snook, Tarpon, Snapper, Cobia, King Mackerel and more are all on the cards for your trip, depending on where and when you choose to fish.

Clearwater tells you all you need to know from its name. Situated just round from the famous Tampa Bay, it is an incredible fishing location in its own right. Sandy shallows ideal for sight fishing give way to vibrant reefs and old wrecks which are the perfect home for big, tasty fish, and Captain Jake will take you to the best of both!

Spend the day aboard Capt. Jake's Skeeter center console. Weighing in at 24', and with plenty of room for 5 guests, this nimble and reliable vessel is perfect for exploring the area's winding backwaters and shallow flats, and with a top speed of 55 knots, she will also get you out to the deeper waters offshore in no time.

The boat is stocked with everything you will need for your trip, from high-quality electronics to top-of-the-line fishing tackle, as well as a silent trolling motor for stealthily stalking the shallows without spooking all the fish. You will also have the choice of realistic lures and livewell full of bursting with fresh live bait, to make sure nothing can resist your hooks.

To make the very most of the diverse range of fish found around Clearwater, Coastal Chaos Fishing Charters will provide you with several options on how to pass your day, depending on your preferred habitat or target species. Spin for Snook and Redfish in the shallows, troll for fast-moving Kingfish out to sea, or hit the reefs in search of bottom fishing favorites like Hogfish. There are as many options as there are species!

All Coastal Chaos Fishing Charters trips come with tackle, bait, and licenses for everyone on board. So grab your camera and your cooler and get ready to make some memories!

Jake Derado
Captain
Jake Derado
13 years of experience
ID & credentials verified

Select date to see availability

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
2 hour trip (PM)
FREE Cancellation 1 day notice
2 hour trip multiple starting times (12:00 PM, 1:00 PM)
Snook
Snapper (Mangrove)
Redfish
Speckled Trout
US $350
Entire boat: 2 people
4 Hour Trip (AM)
FREE Cancellation 1 day notice
4 hour trip multiple starting times (7:00 AM, 8:00 AM)
Cobia
King Mackerel (Kingfish)
Snook
Tarpon
+4
US $600
Entire boat: 2 people
4 Hour Trip (PM)
FREE Cancellation 1 day notice
4 hour trip multiple starting times (12:00 PM, 1:00 PM)
King Mackerel (Kingfish)
Snook
Tarpon
Snapper (Mangrove)
+1
US $600
Entire boat: 2 people
6 Hour Trip (AM)
FREE Cancellation 1 day notice
6 hour trip multiple starting times (7:00 AM, 8:00 AM)
US $800
Entire boat: 2 people
6 Hour Trip (PM)
FREE Cancellation 1 day notice
6 hour trip multiple starting times (12:00 PM, 1:00 PM)
US $800
Entire boat: 2 people

Customer reviews

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Rating

5.0
273 reviews
5.0
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (353)

What anglers say

96%
Great experience
99%
Family friendly
100%
Friendly captain
100%
Good boat
95%
Recommended
93%
Caught fish

Reviews (273)

  • David Ortiz
    David Ortiz
    us
    Florida, US
    Member since 2026
    5.0
    Verified

    🎣 Best Fishing Trip Ever — Captain Jake Is the Real Deal!

    4 Hour Trip (AM) - 8:00 AM on September 19, 2026 • 4 adults

    We had an absolutely amazing time with Captain Jake! We were running late because we had a little too much fun the night before 😂, but Jake was incredibly patient and understanding while we made our way there. Once we got on the water, he was nothing short of amazing. He truly knows what he’s doing and taught us so much about fishing. He took us to some of the best spots and was constantly reading the water and calling out exactly what was going to happen next — it was honestly like watching someone read a handbook on fishing! We ended up getting over 10 fish on the boat, and every part of the trip was an experience. Jake was professional, knowledgeable, patient, and genuinely made sure we had a great time. If you’re looking for a fishing captain who knows his stuff and will make your trip memorable, ask for Jake! We would absolutely recommend him. 10/10 without a doubt! 🎣🔥

  • Mike Ragsdale
    Mike Ragsdale
    us
    Michigan, US
    Member since 2026
    5.0
    Verified

    Great trip for the kids!

    4 Hour Trip (AM) on August 1, 2026 • 6 adults • 4 children

    Captain Jake had us on fish all morning! He kept all the kids hooks baited and their lines in the water. Very patient Captain and Great with kids as well! We will definitely reach out to him again in the future!

  • Todd Braden
    Todd Braden
    Repeat angler
    us
    Ohio, US
    Member since 2024
    4 trips
    5.0
    Verified

    Captain Jake - Highly Recommend

    4 Hour Trip (AM) - 8:00 AM on June 12, 2026 • 2 adults

    Jake was prepared for our day fishing better then any other company I’ve ever used. Put us on the fish early and often. Would highly recommend him. Snook, Trout, Grouper and Cobia. Great trip for everyone.

  • Ben Bloom
    Ben Bloom
    us
    Kentucky, US
    Member since 2026
    5.0
    Verified

    Bucket List Fish!

    4 Hour Trip (AM) on September 15, 2026 • 1 adult

    What a great trip and great guide! He put me a bucket list Tarpon and some really nice Red Fish!

  • Kenny Fenton
    Kenny Fenton
    Repeat angler
    us
    Texas, US
    Member since 2025
    2 trips
    5.0
    Verified

    Excellent Captian!

    4 Hour Trip (AM) - 8:00 AM on June 24, 2026 • 3 adults

    Really enjoyed fishing with Captain Jake! We all caught nice sized Reds and a few Trout!

  • Michael Cole
    Michael Cole
    Repeat angler
    us
    Kansas, US
    Member since 2026
    2 trips
    5.0
    Verified

    Incredible!!!

    4 Hour Trip (AM) - 8:00 AM on April 26, 2026 • 2 adults

    Captain Josh got us on drum fish right away. Caught one on the first cast and got hooked up on a school of which we had 34 inch 33 inch 32 inch and a whole bunch of others.

  • James Wilson
    James Wilson
    us
    Texas, US
    Member since 2026
    5.0
    Verified

    No Chaos, just Fish!

    6 Hour Trip (PM) - 1:00 PM on March 19, 2026 • 3 adults

    Bad weather rolled in and should have made for poor fishing, but we caught a ton of fish and many species we hadnt caught before. 10/10.

  • Carlos Dejesus
    Carlos Dejesus
    us
    Florida, US
    Member since 2025
    5.0
    Verified

    Great Time

    2 hour trip (PM) - 1:00 PM on December 26, 2025 • 4 adults

    We had a great time, great personality. Jake made sure we were steadily catching fish adjiusting the boat as needed.

  • Rick Orlofsky
    Rick Orlofsky
    Repeat angler
    us
    New Jersey, US
    Member since 2025
    3 trips
    5.0
    Verified

    Great Trip

    2 hour trip (PM) on March 7, 2026 • 2 adults

    Jake was awesome. Me and my dad had a great morning on the water. We got on some fish, was perfect.

  • Aric Dewald
    Aric Dewald
    us
    Ohio, US
    Member since 2026
    5.0
    Verified

    Great time!

    4 Hour Trip (PM) on March 21, 2026 • 2 adults

    Captain was great! Caught the many fish and my sone hit the slam!

FAQs about Coastal Chaos Fishing Charters

Coastal Chaos Fishing Charters offers the following trips to customers:
  • US $350 per group, additional US $50 per person after 2 guests - 2 hour trip (PM) (2 hours)
  • US $350 per group, additional US $50 per person after 2 guests - 2 hour trip (PM) - 1:00 PM (2 hours)
  • US $550 per group, additional US $50 per person after 1 guest - 4 Hour Trip (AM) (4 hours)
  • US $550 per group, additional US $50 per person after 1 guest - 4 Hour Trip (AM) - 8:00 AM (4 hours)
  • US $550 per group, additional US $50 per person after 1 guest - 4 Hour Trip (PM) (4 hours)
  • US $550 per group, additional US $50 per person after 1 guest - 4 Hour Trip (PM) - 1:00 PM (4 hours)
  • US $750 per group, additional US $50 per person after 1 guest - 6 Hour Trip (AM) (6 hours)
  • US $750 per group, additional US $50 per person after 1 guest - 6 Hour Trip (AM) - 8:00 AM (6 hours)
  • US $750 per group, additional US $50 per person after 1 guest - 6 Hour Trip (PM) (6 hours)
  • US $750 per group, additional US $50 per person after 1 guest - 6 Hour Trip (PM) - 1:00 PM (6 hours)
When you book a trip with Coastal Chaos Fishing Charters, you can expect the following amenities onboard:
  • GPS Simrad
  • Fishfinder Simrad
  • Flybridge
  • Snorkeling equipment
  • Live bait well
  • Wireless trolling motor
  • Ice box
Trips booked with Coastal Chaos Fishing Charters include:
  • Rods, reels & tackle
  • Live bait (Before you even wake up, Captain Jake starts his morning catching the best fresh live and cut bait needed for the trip. That way when you climb aboard you have the most possible fishing time, and you go straight to fishing!)
  • Lures
  • Catch cleaning & filleting (Fish cleaning/ filleting is all included. Captain Jake's estimates he's cleaned well over 250,000 fish! )
  • Fishing license (No need to purchase any licenses or permits. All fishing licenses are provided and included with your trip.)
Coastal Chaos Fishing Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
  • Offshore fishing (Predominately Captain Jake will take you along the intercoastal (inshore) waterways. But can also bring you up to 9 miles offshore!)
  • Reef fishing
  • Wreck fishing
  • Flats fishing
  • Backcountry fishing
Coastal Chaos Fishing Charters offers the following fishing techniques:
  • Light tackle
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
Top targeted fish species with Coastal Chaos Fishing Charters include:
  • Hogfish
  • King Mackerel (Kingfish)
  • Redfish
  • Snapper (Mangrove)
  • Snook
  • Tarpon

Your captain

Jake Derado
Jake Derado
Clearwater, Florida, United States
56 Fishing Reports
ID & license verified
274 Customer reviews
Typical response within 2 hours
Member since May 2017
Captain Jake Derado is a Full-time guide, and a 3rd generation fisherman who comes from a 'fishy' bloodline! He's a U.S. Coast Guard certified Captain with plenty of experience in the Clearwater/Tampa Bay area. He knows the history of the area and is happy to share many stories with you along the way! Jake has been fishing the local waters since he was old enough to walk and had multiple family members who shared their passion of fishing and guided him along the way. As a kid Jake used to ride his bike over 20 miles a day hunting down the best fishing spots, until he was old enough to drive, but it didn't stop there! He purchased his first boat at the age of 16 and made extra money by selling bait to the local bait shops to pay for fishing trips with friends. After graduating high school and for the next 4 years, he found himself working on multiple fishing boats as a reputable first mate. Once the prerequisites were met, he went to 'Sea school' to earn his Merchant Mariner Credentials (Captains License). Immediately following, Jake was offered a position with Coastal Chaos. Needless to say, he fit right in! For about 2 years he ran trips and built a stellar reputation and clientele for himself along with countless great reviews. He is living his long term dream as he is now the Owner/CEO of Coastal Chaos. All in all, Jake is a very fun, enthusiastic and serious Captain who FLAT OUT LOVES TO FISH!
Jake Derado
Jake Derado
Fully verified
56
reports
274
reviews
2017
member since
~3h
response
Captain Jake Derado is a Full-time guide, and a 3rd generation fisherman who comes from a 'fishy' bloodline! He's a U.S. Coast Guard certified Captain with plenty of experience in the Clearwater/Tampa Bay area. He knows the history of the area and is happy to share many stories with you along the way! Jake has been fishing the local waters since he was old enough to walk and had multiple family members who shared their passion of fishing and guided him along the way. As a kid Jake used to ride his bike over 20 miles a day hunting down the best fishing spots, until he was old enough to drive, but it didn't stop there! He purchased his first boat at the age of 16 and made extra money by selling bait to the local bait shops to pay for fishing trips with friends. After graduating high school and for the next 4 years, he found himself working on multiple fishing boats as a reputable first mate. Once the prerequisites were met, he went to 'Sea school' to earn his Merchant Mariner Credentials (Captains License). Immediately following, Jake was offered a position with Coastal Chaos. Needless to say, he fit right in! For about 2 years he ran trips and built a stellar reputation and clientele for himself along with countless great reviews. He is living his long term dream as he is now the Owner/CEO of Coastal Chaos. All in all, Jake is a very fun, enthusiastic and serious Captain who FLAT OUT LOVES TO FISH!

The fish you can target

Hogfish
Hogfish
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Redfish
Redfish
Mangrove Snapper
Mangrove Snapper
Snook
Snook
Tarpon
Tarpon
Hogfish
Hogfish
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Redfish
Redfish
Mangrove Snapper
Mangrove Snapper
Snook
Snook

Real catches by this captain

  • Two adult anglers proudly holding large grouper on the bow of a fishing boat in open coastal waters.
    Fish 1
    Gag Grouper
    David O.
    David O.
    We had an absolutely amazing time with Captain Jake! We were running late because we had a little too much fun the night before 😂, but Jake was incredibly patient and understanding while we made our way there. Once we got on the water, he was nothing short of amazing. He truly knows what he’s doing and taught us so much about fishing. He took us to some of the best spots and was constantly reading the water and calling out exactly what was going to happen next — it was honestly like watching someone read a handbook on fishing! We ended up getting over 10 fish on the boat, and every part of the trip was an experience. Jake was professional, knowledgeable, patient, and genuinely made sure we had a great time. If you’re looking for a fishing captain who knows his stuff and will make your trip memorable, ask for Jake! We would absolutely recommend him. 10/10 without a doubt! 🎣🔥
  • Adult angler holding a large silver tarpon alongside a boat during an inshore fishing trip.
    Ben B.
    Ben B.
    What a great trip and great guide! He put me a bucket list Tarpon and some really nice Red Fish!
  • A young girl proudly poses with a large Speckled Trout alongside an adult angler on a boat, enjoying a family fishing trip.
    Mike R.
    Mike R.
    Captain Jake had us on fish all morning! He kept all the kids hooks baited and their lines in the water. Very patient Captain and Great with kids as well! We will definitely reach out to him again in the future!
  • Young angler proudly holding a large redfish on a shallow-water fishing boat, with another group member visible behind him.
    Fish 1
    Redfish
    Kenny F.
    Kenny F.
    Really enjoyed fishing with Captain Jake! We all caught nice sized Reds and a few Trout!
  • Two anglers proudly display a large cobia aboard a fishing boat on calm open water.
    Fish 1
    Fish 2
    Speckled Trout
    Todd B.
    Todd B.
    Jake was prepared for our day fishing better then any other company I’ve ever used. Put us on the fish early and often. Would highly recommend him. Snook, Trout, Grouper and Cobia. Great trip for everyone.
  • Adult angler proudly holding a large redfish aboard a center-console fishing boat on the water.
    Fish 1
    Redfish
    Michael C.
    Michael C.
    Captain Josh got us on drum fish right away. Caught one on the first cast and got hooked up on a school of which we had 34 inch 33 inch 32 inch and a whole bunch of others.
  • Young angler proudly holding a large Snook while fishing from a boat in a coastal waterway.
    Aric D.
    Aric D.
    Captain was great! Caught the many fish and my sone hit the slam!
  • A young angler proudly displaying a large Redfish while fishing on a sunny day.
    Fish 1
    Fish 2
    Redfish
    James W.
    James W.
    Bad weather rolled in and should have made for poor fishing, but we caught a ton of fish and many species we hadnt caught before. 10/10.
  • Adult angler holding a large spotted seatrout aboard a center-console fishing boat in coastal waters.
    Fish 1
    Speckled Trout
    Rick O.
    Rick O.
    Jake was awesome. Me and my dad had a great morning on the water. We got on some fish, was perfect.
  • A smiling angler proudly displays a large Grouper caught while fishing on a sunny day.
    Fish 1
    Fish 2
    +1
    Gag Grouper
    Kasie G.
    Kasie G.
    Highly recommend— we were busy the whole time catching fish .

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
5 persons
Boat length
24 ft
Year built
2015
Boat manufacturer
Skeeter
Boat type
Center console
Engine model
Yamaha 4 stroke
Powered by
1 x 300HP
Max cruising speed
50 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Which fishing techniques you can try

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning

Which amenities are available onboard

GPS
Simrad
Fishfinder
Simrad
Flybridge
Snorkeling equipment
Live bait well
Wireless trolling motor
Ice box
What's included in the trip price
Rods, reels & tackle
Live bait
Before you even wake up, Captain Jake starts his morning catching the best fresh live and cut bait needed for the trip. That way when you climb aboard you have the most possible fishing time, and you go straight to fishing!
Lures
Catch cleaning & filleting
Fish cleaning/ filleting is all included. Captain Jake's estimates he's cleaned well over 250,000 fish!
Fishing license
No need to purchase any licenses or permits. All fishing licenses are provided and included with your trip.

How cancellations work

Free cancellation up to 1 day prior to trip
You can cancel or modify your booking up to 1 day before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
More details

What the listing policies are

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child friendly
Worried parent? All children are welcome! Coast Guard inspected safety equipment and lifejackets on board. Kids first time? No problem at all, Captain Jake specializes in helping beginners of all ages!
You keep catch
Catch and release allowed

How you can pay

Book with 20% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
 Cash
 Visa
 Mastercard
 American Express
 PayPal
 Checks
 Bank transfer

What’s biting in Clearwater right now

HogfishHogfish
King Mackerel (Kingfish)King Mackerel (Kingfish)
RedfishRedfish
Snapper (Mangrove)Snapper (Mangrove)
SnookSnook
TarponTarpon

Compare similar fishing charters

Current
Coastal Chaos Fishing Charters
Coastal Chaos Fishing Charters
State licensed
5.0
(273)
24 ft
Group size 1 - 5
1 - 5
Fish 1
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+4
4 hour trip • 5 persons
US $550