Head First Fishing Adventures

(7) In high demand!
Maximo Park
St Petersburg FL, United States

See first hand why Tampa Bay is considered to be home to some of the best fishing in the whole of the United States. Licensed guides Scott Sebor and Joe Raines are waiting to take you on an action packed fishing adventure that is fun for the whole family. With over 21 years combined experience, the duo know what it takes to put you on fish in Tampa Bay!

You will be fishing aboard a well equipped 20 ft Sportsman center console that can accommodate up to four anglers. With kids always fishing for free with Head First Fishing Adventures, this is the perfect set-up for a fun-filled family outing.

A huge variety of species call Tampa Bay home, meaning there is always something to catch! On a trip with captains Scott and Joe you could expect to land a range of fish, such as Redfish, Snook, Speckled Trout, Tarpon, Cobia, Flounder, Snapper, and Grouper. Jigging, popping, fly fishing, spin fishing, and conventional light tackle fishing are all techniques that could be used on your trip, depending on the fish you want to target and what you want to do.

Both hardcore anglers and newbies are welcome aboard with Head First Fishing. The guides consider giving people awesome fishing experiences to be their main reward, and they love to see the look on peoples’ faces when they hook their first fish or boat their fish of a lifetime.

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About this listing

Boat Specs

Sportsman (Center console) originally built in 2014. Powered by 115HP Yamaha engine, with a maximum cruising speed of 35 knots.

20 ft
4 persons
Types of Fishing
Inshore Fishing
Nearshore Fishing
9 miles
Offshore Fishing
9 miles
Reef Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing
Fishing Techniques
Light Tackle
Heavy Tackle
Bottom Fishing
Fly Fishing
Drift Fishing
Targeted Species
Grouper (Gag)

Grouper (Red)
Jack Crevalle

King Mackerel (Kingfish)

Snapper (Mangrove)

Spanish Mackerel

Spotted Seatrout
Air Conditioning
Fighting Chair
Life Jackets
Fly Fishing Equipment
Snorkeling Equipment
Live Bait Well
Multimedia System
Wireless Trolling Motor
Tuna Tubes
Spearfishing Equipment
Ice Box
Life Jackets
Live Bait Well
Wireless Trolling Motor
Trip Includes
Rods, reels & tackle
Live Bait
Catch cleaning & filleting
First Mate
Fishing License
4 Anglers maximum
Fly Fishing Equipment
FREE Cancellation
You can cancel or change your booking free of charge up to 14 days before the trip date.
Pickup not included
Transfer to/from departure site is not included in trip rates.

Other Policies  
Child Friendly
Kids 12 and under fish free!
You Keep Catch
Of course you keep your legal fish!
Catch and Release Allowed
If desired.

25% deposit charged upfront by FishingBooker to guarantee your reservation. The remaining balance is to be paid directly to the captain on or prior to your trip date in one of the following payment methods: Cash, Visa, Mastercard, Bank Transfer, PayPal.

About the Captain

Joseph Raines
St Petersburg, Florida, United States
Member since March 2016
I've been fishing my whole life, and the Gulf of Mexico for most of that. I became a captain to work in both the recreational and commercial sides of boating. Watching our guests reel in big exciting fish is very rewarding for me. We know you book with trusted professionals in order to increase your chances of having the trip of a lifetime. We work hard to bring you a memorable trip that you will be talking about for years to come.
Response time: within an hour
Response rate: 100%

St Petersburg Fishing Calendar

Customer Reviews

5 out of 5 stars from 7 reviews

5 stars
4 stars
3 stars
2 stars
1 star

The guys were awesome, we caught tons of fish and hope to come back with head first fishing adventures!!!!

Alesha Fredriksen  • Fished March 8, 2017
Joseph Raines (The Captain)
Replied to this review on March 9, 2017

Come back soon, we had a blast!

  • Boat
  • Crew
  • Overall

This was our first ever fishing charter and it was much more than we ever expected. Captain Scott treated us like friends. Not knowing anything about saltwater fishing made our overall experience with Captain Scott even better.  Captain Scott made time with each one of us and explained how to fish and for what type of fish we were after. Our overall experience was awesome and would highly recommend HFF to anyone. My best advice is to watch their YouTube videos.

Bob Stout  • Fished February 20, 2017
Joseph Raines (The Captain)
Replied to this review on March 2, 2017

Thank you so much for your kind review. We are thrilled we beat your expectations on this trip. We want our guests to come back and fish with us again, so we do as much as we can do make sure you’ll never forget your trip and go home with lots of fish to eat! We are also happy you found us on www.youtube.com/user/headfirstfishing . It’s a big part of what we do here at HFF. Thanks for your business and we hope to see you back down here soon!

-Capt. Joe and Capt. Scott

  • Boat
  • Crew
  • Overall

Joe and Scott made a great team to serve up a fantastic day of fishing, whether we were island hopping targeting Snook, running and gunning for Spanish Mackerel or dock bombing for Grouper or the occasional Egret (long story, ask Joe) We had a tremendous day and the gear and bait were right there. No waiting on stuff to be rigged and a first class ride on their 20’ boat (Almost new too!)

Harley Neal  • Fished August 21, 2016
Joseph Raines (The Captain)
Replied to this review on August 27, 2016

Harley, it was a great day for sure! We had fun watching you fight that nice snook. I knew you wanted that the most! The mackerel bite only gets better from here.

We strive to provide a great trip that provides big value for the dollar. We hope you can get back down this fall for the King Mackerel run. Keep in touch!


  • Boat
  • Crew
  • Overall

Fishing Reports

Inshore Slamming Tampa Bay

March 08, 2017

Not many charters are going to give you the option to bay fish for flounder, flats fish for snook, and bottom fish for sheepshead all in the same HALF DAY trip. At Head First Fishing Adventures, we believe variety… Read Full Report →

Winter Time Fishing Roundup

February 28, 2017

Here are some great shots from this winter's trips. We are ready for spring to be here, but maybe it already showed up! Over the winter we did quite a bit of bottom fishing for snapper and grouper. We… Read Full Report →